26th International Carbohydrate Symposium

(ICS 2012)

Madrid, Spain

22-27 July 2012

Volume 1 of 2

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Curran Associates, Inc. 57 Morehouse Lane Red Hook, NY 12571 USA Phone: 845-758-0400 Fax: 845-758-2634 Email: [email protected] Web: www.proceedings.com TABLE OF CONTENTS

VOLUME 1

PLENARY / INVITED SPEAKERS

WHISTLER LECTURE - EMPIRICAL APPROACH TO UNDERSTAND GLYCOSYLATION REACTIONS AS BASIS FOR AUTOMATED OLIGOSACCHARIDE SYNTHESIS...... 1 Peter H. Seeberger

PLE01 SYNTHETIC CHALLENGES AND RESEARCH OPPORTUNITIES AROUND GLYCOCONJUGATES...... 2 Y. Ito

PLE02 HEPARIN: STRUCTURE, ACTIVITY AND SYNTHESIS ...... 3 R. J. Linhardt

PLE03 (POLY)SIALOGLYCOTOPES IN ORGANOGENESIS...... 4 A. K. Munster-Kuhnel, B. Weinhold, M. Muhlenhoff, H. Hildebrandt, R. Gerardy-Schahn

PLE04 GALACTOFURANOSE INCORPORATION FROM MYCOBACTERIA TO WORMS ...... 5 Laura L. Kiessling

PLE05 SWEET-TALK BETWEEN PATHOGENS AND HOSTS – FROM STRUCTURAL GLYCOBIOLOGY TO ANTIADHESIVE STRATEGIES...... 6 A. Imberty

PLE06 INVESTIGATING CARBOHYDRATE-PROTEIN INTERACTIONS USING MASS SPECTROMETRY...... 7 John Klassen

PLE07 ENZYMATIC SYNTHESIS OF POLYSACCHARIDES IN LACTOBACILLI ...... 8 Lubbert Dijkhuizen

PLE08 FUNCTIONAL GLYCANS AND GLYCOCONJUGATES OF HUMAN MILK...... 10 Bernd Stahl

PLE09 THE CHEMICAL GLYCOBIOLOGY OF MICROBIAL PATHOGEN INTERACTIONS...... 12 Mark Von Itzstein

INV01 SYNTHETIC GLYCOCHEMISTRY: CONTROLLING SELECTIVITY WITH IRON SALTS...... 13 Jean-Marie Beau

INV02 CONGENITAL DISORDERS OF GLYCOSYLATION (CDG): A BOOMING DISEASE FAMILY ...... 14 Jaak Jaeken

INV03 GAGOMIC : SYNTHETIC TRICKS, MIMETICS FOR ANALYTICS AND FUTUR(ISTIC) THERAPEUTICS...... 15 David Bonnaffe

INV04 FROM LECTIN STRUCTURE TO FUNCTIONALITY: THE SUGAR CODE AT WORK ...... 16 H. J. Gabius, D. Solis, A. Romero, M. Menendez, J. Kopitz, S. Andre, J. Jimenez-Barbero

INV05 STEREOSELECTIVE GLYCOSYLATION AND ITS USE IN THE SYNTHESIS OF CARBOHYDRATES AND NATURAL PRODUCTS ...... 17 Jimei Ma, Rujee Lorpitthaya, Jing Zeng, Feiqing Ding, Kishan Gorpityala, Min Li Leow, Xuewei Liu

INV06 ROLE OF PROTEIN O-MANNOSYLATION IN CONGENITAL MUSCULAR DYSTROPHIES...... 18 T. Endo

INV07 THREE-DIMENSIONAL INTERPRETATION OF HEPARAN SULFATE SEQUENCES ...... 19 Mark Forster, Barbara Mulloy

INV08 NOVEL POLYSACCHARIDE ARCHITECTURES: CHAIN COMPACTION AND HYPERBRANCHING ...... 20 B. E. Christensen

INV09 OLIGOSACCHARIDE SYNTHESIS BY DONOR PREACTIVATION PROTOCOL ...... 21 Xin-Shan Ye

INV10 TO FIX NATURE'S MISTAKES: REPAIRING HUMAN FAULTY GENES BY SUGARS-BASED SMALL MOLECULES ...... 22 T. Baasov

INV11 CHEMICAL BIOLOGY OF HEPARAN SULFATES – FROM INSIGHTS TO APPLICATIONS ...... 23 J. E. Turnbull

INV12 GLYCOMICS AND DRUG DISCOVERY...... 24 Shin-Ichiro Nishmura

INV13 THE GOLD(I)-CATALYZED GLYCOSYLATION WITH GLYCOSYL ORTHO- ALKYNYLBENZOATES AS DONORS ...... 25 Biao Yu

INV14 TOWARDS LIPOPOLYSACCHARIDE-BASED CONJUGATE VACCINES BASED ON SYNTHETIC OLIGOSACCHARIDES ...... 26 J. L. Bouissiere, A. Cordeiro Machado, K. Daragics, H. Horan, B. Richichi, S. Oscarson

INV15 DIVERSITY OF CARBOHYDRATE BINDING SITES IN β-PRISM FOLD LECTINS...... 27 Avadhesha Surolia

INV16 FUNCTIONALIZED NANOPARTICLE FOR PROTEIN ENRICHMENT AND CELL TARGETING ...... 29 Chun-Cheng Lin

INV17 STEREOSELECTIVE REACTIONS OF OXOCARBENIUM IONS: CONFORMATIONAL ANALYSIS, STEREOELECTRONIC EFFECTS, AND REACTIVITY ...... 30 Keith Allen Woerpel

INV18 MICROBIAL GLYCOCONJUGATES AS ELICITORS AND SUPPRESSORS OF EUKARYOTIC INNATE IMMUNITY ...... 31 A. Molinaro

INV19 NMR STUDIES ON CARBOHYDRATE STRUCTURE AND THEIR INTERACTIONS WITH PROTEINS, A DYNAMIC PERSPECTIVE...... 32 C. Guzzi, J. Angulo, I. Sutkeviciute, N. Varga, R. Ribeiro-Viana, D. Doknic, J. J. Reina, S. Sattin, M. Thepaut, F. Fieschi, A. Bernardi, J. Rojo, P. M. Nieto

INV20 FROM SUPRAMOLECULAR STRUCTURE AND DYNAMICS TO BIOLOGICAL FUNCTIONS OF CARBOHYDRATE-RICH CELLULAR COATS – LESSONS LEARNED FROM BIOMIMETIC MODEL SYSTEMS...... 33 Ralf P. Richter

INV21 RECENT DEVELOPMENTS IN SUGAR MIMICKRY: NEW FLUOROCARBASUGARS AND IMINOSUGARS ...... 34 Matthieu Sollogoub

INV22 SYNTHETIC CARBOHYDRATES AND VACCINES: THE CHALLENGE OF DEFEATING BACILLARY DYSENTERY ...... 35 L. A. Mulard

INV23 SYNTHETIC LECTINS: BIOMIMETIC RECEPTORS FOR CARBOHYDRATES IN WATER...... 36 A. P. Davis

INV24 SYNTHESIS AND APPLICATIONS OF GLYCONANOMATERIALS ...... 38 O. Ramstrom

INV25 ARRAY BASED GLYCOMICS: TOOLS AND APPLICATIONS...... 39 Niels-Christian Reichardt

INV26 SYNTHETIC CORE AND LIPID A DERIVATIVES AS BIO-MOLECULAR PROBES FOR LPS- PROTEIN INTERACTIONS...... 40 P. Kosma

INV27 ON THE USE OF 1H-1H, 13C-1H AND 13C-13C NMR SPIN-COUPLINGS IN METHYL [13C]IDOHEXOPYRANOSIDES TO INVESTIGATE CONFORMATIONAL FLEXIBILITY IN SOLUTION ...... 41 Bidisha Basu, Wenhui Zhang, Ian Carmichael, Anthony S. Serianni

INV28 CATALYTIC MECHANISMS OF GLYCOSYLTRANSFERASES. INSIGHT FROM QM/MM CALCULATIONS...... 42 Igor Tvaroska

INV29 CHEMICAL BIOLOGY OF O-GLCNAC - ENZYME MECHANISM TO ROLES IN DISEASE...... 43 David Vocadlo

INV30 CARBOHYDRATE MANIPULATION OF THE HUMAN GUT MICROBIOME...... 44 R. A. Rastall

INV31 NUCLEIC ACID ENCODING TO PROGRAM THE ASSEMBLY OF GLYCAN FRAGMENTS WITH CONTROLLED GEOMETRY...... 46 Nicolas Winssinger

INV32 VIRTUAL GLYCAN ARRAY SCREENING FOR SPECIFICITY PREDICTION: APPLICATION TO CARBOHYDRATEBINDING PROTEINS AND ENZYMES...... 47 Oliver C. Grant, Matthew B. Tessier, Robert T. Davis, B. Lachele Foley, Robert J. Woods

INV33 HOMOGENEOUS GLYCOPROTEINS: DESIGN, CHEMICAL SYNTHESIS AND BIOLOGICAL EVALUATION ...... 48 Yasuhiro Kajihara

INV34 SYNTHESIS OF GLYCOPROTEINS FROM SCRATCH: A PUZZLE OF SYNTHETIC CHALLENGES ...... 49 Carlo Unverzagt

INV35 GLYCAN REMODELING OF GLYCOPROTEINS: NMR INVESTIGATION OF STRUCTURE AND DYNAMICS ...... 51 J. H. Prestegard, K. W. Moremen, A. W. Barb

INV36 ANTI-ADHESION THERAPY FOR URINARY TRACT INFECTIONS - A BALANCED PK/PD- PROFILE PROVED TO BE KEY FOR SUCCESS...... 52 Beat Ernst

INV37 SYNTHETIC GLYCOCONJUGATES: A TOOL FOR EXPLORING AND EXPLOITING THE MOLECULAR RECOGNITION IN MEDICINE ...... 53 Vicente Verez Bencomo, Violeta Fernandez Santana, Maria Del Carmen Rodriguez Montero, Yury Valdes Balbin

INV38 VIRUSES AND SIALIC ACID RECEPTORS: RULES OF ENGAGEMENT...... 54 Thilo Stehle

INV39 STRUCTURE, DYNAMICS AND INTERACTIONS OF CARBOHYDRATES BY BIOPHYSICAL TECHNIQUES AND MOLECULAR SIMULATIONS ...... 55 Goran Widmalm

INV40 SOME CONTRIBUTIONS OF MOLECULAR MODELING TO CARBOHYDRATE CHEMISTRY...... 56 Carlos A. Stortz

INV41 HOW STRONG AND IMPORTANT ARE DISPERSION INTERACTIONS FOR CARBOHYDRATES BINDING TO PROTEINS ...... 57 Jaroslav Koca

INV42 INHIBITORS AND ACTIVITY-BASED PROBES TO STUDY GLUCOSYLCERAMIDE METABOLISM IN MAN ...... 58 Herman Overkleeft

INV43 MODULATION OF STARCH DIGESTION FOR SLOW GLUCOSE RELEASE THROUGH "TOGGLING" OF ACTIVITIES OF MUCOSAL A-GLUCOSIDASES...... 59 Brian Mario Pinto

INV44 GLYCOLIPID BIOSYNTHESIS BY GLYCOSYLTRANSFERASES IN MOLLICUTES. POTENTIAL TARGETS AGAINST MYCOPLASMA INFECTIONS...... 60 A. Planas

INV45 GLYCO-INSPIRED COMPOUNDS IN MEDICINAL CHEMISTRY: DRUGS, SCAFFOLDS AND TOOLS...... 61 B. La Ferla

INV46 THE CYCLODDITION WAY TO GLYCOSIDIC IMMUNOSTIMULANTS ...... 62 Cristina Nativi

INV47 THE CHALLENGE OF WORKING WITH SUGARS: NEW AGENTS AGAINST INFECTIOUS OR DEGENERATIVE DISEASES ...... 63 A. P. Rauter

INV48 USING GLYCODENDRIMERS FOR STUDIES OF ANTIMICROBIAL AND CANCER CELL PROCESSES...... 64 H. Vankoten, W. Dlakic, A. K. Michel, M. L. Wolfenden, P. Nangia-Makker, A. Raz, M. J. Cloninger

INV49 GLYCOMIMETIC ANTAGONISTS OF THE C-LECTIN DC-SIGN...... 65 A. Bernardi

INV50 LINEAR AND CYCLIC OLIGO-β-(1→6)-D-GLUCOSAMINES: SYNTHESIS, CONFORMATIONS AND APPLICATION FOR DESIGN OF A VACCINE AND OLIGODENTATE GLYCOCONJUGATES ...... 66 M. L. Gening, Y. E. Tsvetkov, D. V. Titov, A. G. Gerbst, O. N. Yudina, A. A. Grachev, A. S. Shashkov, S. Vidal, A. Imberty, T. Saha, D. Kand, P. Talukdar, G. B. Pier, N. E. Nifantiev

INV51 CHEMICAL BIOLOGY OF CARBOHYDRATES: MULTIVALENT INTERACTIONS AND METABOLIC OLIGOSACCHARIDE ENGINEERING ...... 67 V. Wittmann

INV52 DESIGN OF ALLOSTERIC INHIBITORS OF GALECTIN-1 CARBOHYDRATE BINDING...... 68 K. H. Mayo

INV53 STRUCTURAL VIEWS OF CARBOHYDRATE-PROTEIN INTERACTION SYSTEMS AS POTENTIAL THERAPEUTIC TARGETS ...... 70 Koichi Kato

INV54 FURANOSIDE BIOSYNTHESIS IN MYCOBACTERIA AND CAMPYLOBACTERS...... 71 T. L. Lowary

INV55 GLYCOTRANSPORTERS FOR GENE DELIVERY ...... 72 J. M. Garcia Fernandez

INV56 ENDOHEXOSAMINIDASE CATALYSED SYNTHESIS OF GLYCOPEPTIDES AND PROTEINS ...... 73 Antony J. Fairbanks

INV57 CHEMO-ENZYMATIC SYNTHESIS OF ASYMMETRICALLY SUBSTITUTED MULTI-ANTENNARY GLYCANS FOR MICROARRAY DEVELOPMENT ...... 74 Geert-Jan Boons

INV58 STRUCTURAL BASIS FOR BROAD SUBSTRATE SPECIFICITY OF HYDROLYTIC ENZYMES THAT MODIFY PLANT CELL WALLS...... 75 Maria Hrmova

INV59 MECHANISTIC STUDIES AND APPLICATION IN SYNTHESIS OF A PLANT C- GLYCOSYLTRANSFERASE ...... 76 B. Nidetzky, A. Gutmann, L. Bungaruang

ORAL COMMUNICATIONS

O001 REACTION OF OXATHIANE GLYCOSYL DONORS WITH DIPHENYL SULFOXIDE-TRIFLIC ANHYDRIDE: THE MECHANISM OF AN UNEXPECTED OXIDATION REACTION...... 77 W. B. Turnbull, M. A. Fascione, S. J. Adshead, P. K. Mandal, C. A. Kilner, A. G. Leach

O002 SYNTHESIS AND APPLICATION OF PLANT CELL WALL OLIGOSACCHARIDES...... 78 M. H. Clausen

O003 NOVEL SYNTHETIC TOOLS FOR GLYCOBIOLOGY ...... 79 M. Carmen Galan

O004 CARBENE-MEDIATED FUNCTIONALIZATION OF THE ANOMERIC C-H BOND OF CARBOHYDRATES: SCOPE, LIMITATIONS AND MECHANISTIC INSIGHTS ...... 80 Melissa Boultadakis-Arapinis, Elise Prost, Pascale Lemoine, Serge Turcaud, Laurent Micouin, Thomas Lecourt

O005 GENERATION OF GLYCOSYL CATION EQUIVALENTS USING ELECTROCHEMICALLY GENERATED ARS(ARSSAR)+X-...... 81 T. Nokami, K. Saito, J. Yoshida

O006 STEREOCOMPLEMENTARY ROUTES TO HYDROXYLATED NITROGEN HETEROCYCLES ...... 82 C. Parmeggiani, F. Cardona, H. U. Reibig, A. Goti

O007 PARTNERSHIP AMONGST FAMILIES, RESEARCHERS AND PHYSICIANS TO DECIPHER CONGENITAL DISORDERS OF GLYCOSYLATION (CDG) ...... 83 V. Ferreira, S. Pereira, M. A. Vilaseca, M. Serrano, J. Jaeken

O008 ENDOTHELIAL N-GLYCAN MANNOSE RESIDUES MEDIATE MONOCYTE ADHESION UNDER FLOW ...... 85 D. W. Scott, J. Chen, B. K. Chacko, J. G. Traylor Jr., A. W. Orr, R. P. Patel

O009 PROKARYOTIC CELL WALL GLYCOCONJUGATES AS KEY MEDIATORS IN THE INTERACTION WITH EUKARYOTIC HOST...... 86 R. Marchetti, R. Lanzetta, A. Silipo, A. Molinaro

O010 PHOTODEGRADATION OF TARGET GLYCOLIPID LPS AND INHIBITION OF MACROPHAGE ACTIVATION BY ANTHRAQUINONE-BORONIC ACID HYBRIDS ...... 87 D. Takahashi, T. Miura, K. Toshima

O011 THE 3-D STRUCTURE OF THERMOTOGA NEAPOLITANA β-GLUCOSIDASE 1A AND THE INFLUENCE OF SINGLE MUTATIONS ON THE ACTIVITY USING SELECTED CARBOHYDRATE SUBSTRA...... 89 T. Kulkarni, S. Khan, T. Mahmood, K. Z. G. Ara, T. Pozzo, D. Logan, E. Nordberg Karlsson

O012 IN VITRO MANNOSE-TRIMMING PROPERTIES OF HUMAN ER α-1,2 MANNOSIDASE I...... 90 J. Aikawa, Y. Takeda, I. Matsuo, Y. Ito

O013 SYNTHESIS OF INHIBITORS OF THE HEPTOSE BIOSYNTHETIC PATHWAY...... 91 Stephane P. Vincent

O014 STUDIES OF 1,2-UNSATURATED SUGARS THROUGH EXPANSIONS, SHIFTS AND REARRANGEMENTS...... 92 S. Paul, N. V. Ganesh, A. Mukherji, G. C. Daskhan, S. Dey, N. Jayaraman

O015 FORMATION AND REACTIVITY OF NEW FERRIER-NICHOLAS PYRANOSIDIC CATIONS...... 93 F. Lobo, A. M. Gomez, S. Miranda, J. C. Lopez

O016 NICKEL-CATALYZED STEREOSELECTIVE SYNTHESIS OF 1,2-CIS-2-AMINOSUGARS ...... 94 Hien Nguyen

O017 QUANTITATIVE GLYCOSYLATION TECHNOLOGY FOR LARGE SCALE SYNTHESIS OF OLIGOGLUCOSAMINES...... 95 Subramaniam Sabesan, Christina Jacy Spado

O018 SYNTHESIS OF ALPHA-GALACTOSYL EPITOPES BY METABOLICALLY ENGINEERED ESCHERICHIA COLI...... 96 Caroline Gebus, Claire Cottin, Mialy Randriantsoa, Sophie Drouillard, Eric Samain

O019 FIRST EXAMPLE OF NMR ANALYSIS WITH NON-LABELLED,ROUGH-TYPE LPS IN WATER...... 97 U. Zahringer, S. Ittig, B. Lindner, N. Gisch, G. R. Cornelis

O020 STUDIES ON THE MOLECULAR RECOGNITION OF AMINOGLYCOSIDE ANTIBIOTICS BY RNA AND RESISTANCE ENZYMES...... 98 Juan Luis Asensio

O021 COMPUTATIONAL DESIGN OF HIGH-AFFINITY GLYCOMIMETIC INHIBITORS FOR FLEXIBLE LECTINS...... N/A Frank, Martin

O022 STRUCTURAL ANALYSIS OF VIRUS FIBRE BINDING TO CARBOHYDRATES...... 99 M. J. Van Raaij

O023 STRUCTURE-BASED DESIGN OF NEW ANTIBIOTICS BY INHIBITION OF THE SHIKIMIC ACID PATHWAY ...... 100 Concepcion Gonzalez-Bello, Antonio Peon, Lorena Tizon, Beatriz Blanco, Antia Sedes, Emilio Lence

O024 DIVERGENCES IN MOLECULAR PROPERTIES AND BINDING SELECTIVITY OF GALECTINS WITH TANDEM-REPEAT DISPLAY: A CASE STUDY ON HUMAN GALECTINS 4 AND 8...... 101 E. Buzamet, F. M. Ruiz, H. Kaltner, S. Andre, A. Romero, H. J. Gabius, M. Menendez, D. Solis

O025 REVERSE ORTHOGONAL APPROACH TOWARDS THE ONE-POT SYNTHESES OF BRANCHED MANNO-OLIGOMERS; COMBINING REGIOSELECTIVE REDUCTIVE CLEAVAGE OF BENZYLIDENE ACETALS/SILYL ETHERS AND GLYCOSYLATION ...... 102 S. Sarkar, S. Dutta, R. Pal, A. K. Sen

O026 MODULATING GLYCOSYLATION APPROACH FOR PARTICIPATING THIOGLYCOSYL DONORS...... 104 Kwok-Kong Tony Mong, Yu Hsien Lin

O027 NEW DEVELOPMENTS IN SIALYLATION REACTIONS...... 105 Cristina De Meo, Chase P. Gobble, Papapida Pornsuriyasak, Alexei V. Demchenko

O028 N-LINKED PROTEIN GLYCOSYLATION IN THE CYTOPLASM OF ESCHERICHIA COLI: A NOVEL ROUTE TO NGLYCOPROTEINS...... 106 Andreas Nageli, Flavio Schwarz, Yao-Yun Fan, Mario Schubert, Anna Maria Papini, Markus Aebi

O029 A NOVEL MARKER ANTIBODY OF HUMAN INDUCED PLURIPOTENT STEM (IPS) CELLS, WHICH RECOGNIZES A NEW TYPE OF KERATAN SULFATE...... 107 T. Kawasaki, K. Kawabe, K. Kusuda Furue, H. Nakao, S. Matsumoto, M. Nonaka, H. Toyoda, Y. Hirose, N. Kawasaki, N. Kawasaki

O030 THE GLYCOSYLATED CELL ENVELOPE OF TANNERELLA FORSYTHIA...... 108 C. Schaffer, G. Posch, M. Pabst, L. Brecker, G. Sekot, V. Friedrich, F. Altmann, P. Messner

O031 SYNTHETIC GOLD GLYCONANOPARTICLES INDUCE AN IMMUNOSUPPRESIVE STATE ON DENDRITIC CELLS...... 109 F. Chiodo, J. J. Garcia-Vallejo, M. Marradi, S. Buijns, S. Penades, Y. Van Kooyk

O032 IN VIVO TARGETING OF MACROPHAGES USING SIALOSIDE ANALOGS...... 110 Christoph Rademacher, Corwin M. Nycholat, Norihito Kawasaki, Weihsu C. Chen, James C. Paulson

O033 BINDSCAN - A NEW COMPUTATIONAL ALGORITHM TO IDENTIFY ENZYME POSITIONS SENSIBLE TO THE BINDING OF NEW SUBSTRATES...... 111 X. Biarnes, H. Aragunde, E. Andres, A. Planas

O034 THE PRINCIPLE OF STARCH RETROGRADATION ...... 112 M. Tako, J. Shimabukuro, Y. Tamaki, T. Konishi

O035 EFFECT OF LIGNIN ON THE ENZYMATIC HYDROLYSIS OF CELLULOSE NANOFIBRILS AND FILMS...... 113 R. Martin-Sampedro, I. C. Hoeger, I. Filpponen, J. Laine, O. J. Rojas

O036 COMPATIBILIZER EFFECT OF TARTARIC ACID IN STARCH/POLYESTER BLOWN FILMS ...... 114 J. B. Olivato, A. P. Bilck, F. Yamashita, M. V. E. Grossmann

O037 REDUCING THE CONFORMATIONAL FLEXIBILITY OF CARBOHYDRATES BY CYCLOPROPANE UNITS ...... 116 D. B. Werz, C. Brand

O038 REGIOSELECTIVITY AMONG SIX SECONDARY HYDROXYL GROUPS: SELECTIVE ACYLATION OF THE LEAST REACTIVE HYDROXYL GROUPS OF INOSITOL...... 117 Amol M. Vibhute, Kana M. Sureshan

O039 CATALYST-CONTROLLED REGIOSELECTIVE PROTECTION AND GLYCOSYLATION OF CARBOHYDRATE DERIVATIVES...... 118 M. S. Taylor

O040 SYNTHESIS OF AZASUGARS VIA IODOCYCLISATION: MECHANISTIC INVESTIGATIONS ...... 119 M. S. M. Timmer, A. L. Win-Mason, B. L. Stocker

O041 TOWARDS CELL CULTURE-BASED INFLUENZA VACCINE DESIGN: IMPACT OF VIRAL HEMAGGLUTININ NGLYCOSYLATION ON IMMUNOGENICITY...... 120 J. Hutter, J. Rodig, D. Hoper, U. Reichl, P. Seeberger, E. Rapp, B. Lepenies

O042 MECHANISTIC INSIGHTS INTO THE RETAINING GT-A GLUCOSYL-3-PHOSPHOGLYCERATE SYNTHASE FROM MYCOBACTERIA ...... 121 M. E. Guerin

O043 LACTOBACILLUS AND BIFIDOBACTERIAL LECTINS INTERACTING TO GLYCOCONJUGATES: SIMILARITIES AND DIFFERENCES...... 122 Mikhail Lakhtin, Vladimir Lakhtin, Vladimir Alyoshikin, Stanislov Afanasyev

O044 NMR BINDING STUDY OF OLIGO/POLISIALIC ACID ANTIBODIES; ELUCIDATIONS OF THE DEGREE OF POLYMERIZATION-DEPENDENT RECOGNITION MECHANISMS ...... 123 S. Hanashima, C. Sato, H. Tanaka, T. Takahashi, K. Kitajima, Y. Yamaguchi

O045 SYNTHESIS OF SIMPLE HEPARANASE SUBSTRATES ...... 124 A. G. Pearson, M. J. Kiefel, V. Ferro, M. Von Itzstein

O046 NEW SYNTHETIC AND ANALYTICAL TOOLS FOR THE STUDY OF PROTEIN- GLYCOSAMINOGLYCAN COMPLEXES...... 126 A. N. Hulme, S. J. Thomas

O047 SULFATED POLYSACCHARIDE WSS25 INHIBITS DICER TO IMPEDE MICRORNA-210 BY TARGETING EPHRIN-A3 TO INFLUENCE HUMAN MICROVASCULAR ENDOTHELIAL CELLS (HMEC- 1) TUBE FORMATION ...... 127 Fei Xiao, Kan Ding

O048 OLIGOMERISATION OF LANGERIN, A C-TYPE LECTIN FROM DENDRITIC CELLS, IS ESSENTIAL FOR ORGANELLE ASSEMBLY, OPTIMAL HIV BINDING AND GLYCOSAMINOGLYCAN INTERACTION ...... 128 E. Chabrol, A. Nurisso, A. Daina, M. Thepaut, R. Vives, P. Vachette, J. Valladeau, D. Durand, F. Fieschi

O049 HIGH AFFINITY EPITOPES OF ANTI-MUCIN 1 ANTIBODY DEVELOPED BY THE SYNERGY OF COMBINATORIAL CHEMISTRY AND MICROARRAY...... 129 F. Garcia-Martin, T. Matsushita, H. Hinou, S. I. Nishimura

O050 CHEMICAL METHODS TO ACCESS HOMOGENEOUS FLUORINATED GLYCOPROTEINS...... 130 O. Boutureira, B. G. Davis

O051 SYNTHESIS OF EXTENDED O-MANNOSE GLYCOPEPTIDES FOR GENERATION OF GLYCAN AND GLYCOPEPTIDE SPECIFIC ANTIBODIES...... 131 J. Yu, U. Westerlind

O052 PREPARATION OF FMOC-ASN(SUGAR)-OH AND ITS COUPLING EFFICIENCY FOR GLYCOPEPTIDE SYNTHESIS ...... 132 T. Hata, K. Haneda, T. Inazu

O053 PHOSPHATIDYL INOSITOL MANNOSIDES (PIM) MIMICS: SYNTHESIS, BIOLOGICAL ACTIVITIES, AND IN CELL TRACING ...... 134 O. R. Martin, S. Front, S. Rose, M. L. Bourigault, V. F. Quesniaux

O054 SYNTHESIS OF CARBOBICYCLIC SUGAR MIMICS ...... 135 Slawomir Jarosz

O055 THE SYNTHESIS OF TETRAFLUORINATED GALACTOSE DERIVATIVES ...... 136 S. Golten, B. Linclau

O056 SKELETAL REARRANGEMENT OF SEVEN-MEMBERED IMINOSUGARS ...... 137 Yves Bleriot, Jerome Desire, Martine Mondon, Nathalie Fontelle, Jerome Guillard, Frederic Lecornue

O057 ANOMERIC SPIROCYCLES BY SOLVENT INCORPORATION: REACTIONS OF O-PERACYLATED (GLYCULOPYRANOSE)ONAMIDE DERIVATIVES WITH KETONES...... 138 A. Pahi, K. Czifrak, E. Kover, L. Somsak

O058 NUCLEOPHILE ORIENTATION IN GLYCOSYLATION REACTIONS...... 139 Dennis M. Whitfield

O059 "GLYCO"-FOLDAMERS AS INHIBITORS OF BACTERIAL ADHESION...... 140 Tushar K. Chakraborty, Saumya Roy, Omprakash Bande, Kiran Kumar, Subhash Ghosh, Fernando Ariel Martin, Jean-Marc Ghigo, Christophe Beloin, Ana Friere, Jesus Jimenez Barbero, Keigo Ito, Robert Woods, Han Remut, Ravi S. Ampapathi, Aloysius Siriwardena

O060 DESIGN OF ENTRY INHIBITORS AGAINST HUMAN NOROVIRUSES...... 141 B. Fiege, J. Guiard, C. Rademacher, P. I. Kitov, J. Cartmell, K. P. Dalton, F. Parra, D. R. Bundle, T. Peters

O061 INTEGRATED "OMICS", STRUCTURAL BIOLOGY AND GREEN CHEMISTRY INVOLVING GLYCOSIDE HYDROLASE FAMILY 36 TO DISCOVER OLIGOSACCHARIDE PREBIOTICS ...... 142 B. Svensson, F. Fredslund, A. Majumder, J. M. Andersen, M. Ejby, P. M. Coutinho, H. Nakai, S. J. Lahtinen, S. Jacobsen, L. Lo Leggio, M. Abou Hachem

O062 GLYCOLANDSCAPING LIVING CELLS...... 143 S. Henry, E. Korchagina, A. Tuzikov, N. Bovin

O063 8-β-D-GLUCOSYLGENISTEIN: SYNTHESIS AND APPLICATION IN DIABETES AND ALZHEIMER’S DISEASE ...... 145 A. R. Jesus, R. T. Ribeiro, M. P. Macedo, C. Airoldi, F. Nicotra, J. Barbero, A. P. Rauter

O064 METABOLIC LABELING OF THE LIPOPOLYSACCHARIDES OF LIVING BACTERIA ...... 146 A. Dumont, A. Malleron, M. Awwad, S. Dukan, B. Vauzeilles

O065 AN OPTIMAL CONJUGATE VACCINE FOR CANDIDA ALBICANS BY REVERSE ENGINEERING A MONOCLONAL ANTIBODY ...... 147 David R. Bundle, Margaret A. Johnson, Tomas Lipinski, Jonathan Cartmell, Sebastian Dziadek, Hong Xin, Jim E. Cutler

O066 SYNTHETIC TEICHOIC ACID FRAGMENTS FOR ENTEROCOCCUS FAECALIS VACCINE APPLICATIONS...... 148 G. A. Van Der Marel, W. F. J. Hogendorf, N. Meeuwenoord, H. S. Overkleeft, D. V. Filippov, A. Kropec, J. Huebner, J. D. C. Codee

O067 BIOSYNTHESIS OF LEISHMANIA LIPOPHOSPHOGLYCAN: ELONGATING AND BRANCHING GALACTOSYLTRANSFERASES ARE DEPICTED USING SYNTHETIC ACCEPTOR SUBSTRATES ...... 149 O. V. Sizova, M. A. J. Ferguson, A. V. Nikolaev

O069 DEVELOPMENT AND ANALYSIS OF A GLYCOCONJUGATE VACCINE AGAINST SHIGELLOSIS...... 150 N. Ravenscroft, F. Fernandez, M. Braun, M. Wetter, M. A. Haeuptle, M. Steffen, P. Carranza, V. Gambillaro, M. Kowarik, M. Wacker

O070 TARGETING THE GLYCANS OF THE HIV GLYCOPROTEIN GP120 AS A PROMISING STRATEGY FOR ANTI-HIV THERAPY...... 151 A. San-Felix, P. Carrero, V. Lozano, A. Arda, M. Alvarez, D. Solis, M. J. Camarasa, J. Jimenez-Barbero, J. Balzarini, M. J. Perez- Perez

O071 SUGARS AND PROTEINS ...... 152 Benjamin G. Davis

O072 POLYESTER GLYCODENDRIMERS AND DENDRONIZED POLYMERS AS POTENTIAL ANTIADHESION DRUGS AGAINST URINARY TRACT INFECTIONS...... 153 J. K. Twibanire, T. B. Grindley

O073 CHEMOENZYMATIC SYNTHESIS OF OLIGOSACCHARIDES AND GLYCOCONJUGATES WITH ANTIGENIC PROPERTIES ...... 154 M. Terreni, T. Bavaro, C. Temporini, I. Serra, G. Speranza, F. Fasanella

O074 DEVELOPMENT OF FUCOSYLTRANSFERASE AND FUCOSIDASE INHIBITORS BY STRUCTURE- AND SCREENING-BASED APPROACHES...... 156 Chun-Hung Hans Lin, Zhijay Tu

O075 O ANTIGEN PHOSPHORYLATION IN SHIGELLA FLEXNERI: A CLUE TO THE ENIGMA OF THE MONOCLONAL ANTIBODY MASF IV-I SPECIFITY...... 157 Y. A. Knirel, J. Xu, S. N. Senchenkova, R. Lan, A. N. Kondakova, Q. Sun, A. V. Perepelov, A. S. Shashkov

O076 THIO-CLICKCHEMISTRY APPROACH TO GLYCOMIMETICS. SYNTHESIS AND DESIGN OF NEW THIO SUGARS AS POTENTIAL INHIBITORS OF GALECTIN-3 ...... 158 Zbigniew J. Witczak, Arthur Jankowski, Silvia Silva

O077 FROM CHEMICAL GLYCOSYLATION TO EXPEDITIOUS OLIGOSACCHARIDE SYNTHESIS...... 159 Alexei V. Demchenko, Papapida Pornsuriyasak, J. Prithika Yasomanee, Swati S. Nigudkar

O078 SUBSTITUENT EFFECTS IN GLYCOSYLATIONS: A COMPARISON OF METHYL AND BENZYL ETHERS ...... 160 P. Fugedi

O079 MICROFLUIDIC GLYCOSYLATION FOR EFFICIENT SYNTHESIS OF BIOFUNCTIONAL GLYCANS...... 161 K. Fukase, K. Tanaka, Y. Fujimoto, Y. Uchimashi, A. Shimayama

O080 SYNTHETIC LIPID A MIMETICS AS LIGANDS FOR MODULATION OF INNATE AND ADAPTIVE IMMUNITY ...... 162 F. Adanitsch, D. Artner, D. Baum, K. Hofbauer, R. Hollaus, P. Kosma, A. Zamyatina

O081 SYNTHESIS OF S-AND C-GALACTOFURANOSIDES VIA GALACTOFURANOSYL IODIDES...... 163 L. Baldoni, C. Marino

O082 QUANTITATIVE ANALYSIS OF THIOSUGAR SULFONIUMS, POTENT β-GLUCOSIDASE INHIBITORS FROM SALACIA SPECIES, USING LC-MS...... 164 T. Morikawa, S. Miyake, J. Akaki, K. Ninomiya, M. Yoshikawa, O. Muraoka

O083 HIGH-YIELD ENZYMATIC SYNTHESIS OF GAL β-(1→3) GALNAC AND GAL β-(1→3) GlcNAc USING RECOMBINANT β-GALACTOSIDASE FROM Bacillus Circulans...... 165 S. Navarrete, L. Ruiz, C. Bayon, M. Sandoval, J. Berenguer, M. J. Hernaiz

O084 PRINCIPLES OF MUCIN ARCHITECTURE: TOWARDS THE DESIGN OF NOVEL GLYCOPEPTIDE- BASED CANCER VACCINES...... 166 F. Corzana, J. H. Busto, D. Madariaga, N. Martinez-Saez, V. J. Somovilla, J. L. Asensio, J. Jimenez-Barbero, A. Avenoza, J. M. Peregrina

O085 NEW INSIGHTS INTO THE BINDING MECHANISM(S) OF THE GLYCOCLUSTER EFFECT: A QUANTITATIVE KINETIC STUDY...... 168 E. M. Munoz, J. Correa, E. Fernandez-Megia, R. Riguera

O086 ANOMERIC SELECTIVE PHARMACOLOGICAL CHAPERONES FOR LSDS BASED ON NON- GLYCONIC INTERACTIONS...... 170 M. I. Garcia-Moreno, M. Aguilar-Moncayo, T. Mena-Barragan, T. Takai, L. Linjing, K. Higaki, K. Ohno, Y. Suzuki, C. Ortiz Mellet, J. M. Garcia Fernandez

O087 CROSSTALK BETWEEN O-GLCNACYLATION AND PHOSPHORYLATION IN SIGNALING...... 171 G. Hart

O088 HYDROGEN BONDS AND CH-II INTERACTIONS IN DNA MINOR GROOVE CARBOHYDRATE- LIGANDS...... 172 M. T. Blazquez-Sanchez, F. Marcelo, A. Poveda, J. Canada, J. Jimenez-Barbero, C. Vincent

O089 CARBOHYDRATE-CARBOHYDRATE INTERACTION INVOLVED IN CELL RECOGNITION AND ADHESION...... 173 Y. Zhang

O090 RECOGNITION OF SUGAR AT MEMBRANE-WATER INTERFACE ...... 174 S. Gnanakaran, Jianhui Tian, R. Parthasarathi

O091 HELICAL CAPSULES: SUITABLE CONTAINERS FOR CARBOHYDRATES ? ...... 176 Yann Ferrand

O092 CARBOHYDRATE GRAFTING ON POLYPROPYLENE SURFACES BY HUISGEN-TYPE CYCLOADDITION ...... 177 L. Cipolla, L. Russo, S. Zanini, C. Riccardi, F. Nicotra

O093 NONINVASIVE IMAGING OF GLYCAN-DEPENDENT TUMOR METASTASIS THROUGH LIVE CELL LABELING BY AZAELECTROCYCLIZATION ...... 179 K. Tanaka, K. Moriwaki, T. Nakagawa, S. Yokoi, K. Koyama, E. Miyoshi, K. Fukase

O094 ENZYMATIC SYNTHESIS OF ACARVIOSYL-MALTOOLIGOSACCHARIDES AND THEIR INHIBITORY EFFECTS ON α-GLUCOSIDASE ...... 180 T. Tagami, Y. Tanaka, H. Mori, M. Okuyama, A. Kimura

O095 MODULATING THE STRUCTURE OF SOFT MATERIALS WITH ASPARTAMIDE GLYCOLIPD MIMETICS ...... 181 L. Abbey, U. Migas, J. McManus, T. Velasco-Torrijos

O096 SYNTHESIS AND FUNCTION OF SUGAR COATED LANTHANIDE NANOPARTICLES FOR NEAR- INFRARED PHOTODYNAMIC THERAPY...... 182 A. Shimoyama, H. Watase, T. Ikejiri, S. Osawa, S. Ogura, Y. Hagiya, K. Takahashi, K. Inoue, T. Tanaka, H. Yuasa

O097 DEVELOPMENT OF A NEW DETECTION PROBE FOR SIALO-GLYCANS WITH SIAα2-3 ...... 183 M. Yamaguchi, K. Hidari, T. Suzuki

O098 DEVELOPMENT OF A FRET-BASED ASSAY FOR LIMIT DEXTRINASE ACTIVITY...... 185 M. Bojstrup, M. S. Windahl, O. Hindsgaul

O099 PAVING THE WAY TOWARDS LABEL FREE QUANTITATIVE GLYCOPROTEOMICS: THE INFLUENCE OF GLYCOSYLATION AND ENZYMATIC DE-GLYCOSYLATION IN ESI- AND MALDI IONISATION EFFICIENCY...... 186 K. Stavenhagen, M. Thaysen-Andersen, H. Hinneburg, S. Mosca, L. Hartmann, D. Varon Silva, E. Rapp, P. H. Seeberger, D. Kolarich

O100 GLYCOMIC ANALYSIS AND GLYCOENGINEERING OF CHO-K1, BHK-21, HEK293, COS-7 AND 3T3 TOWARDS THE PRODUCTION OF HIGHLY SIALYLATED GLYCOPROTEINS ...... 187 P. Zhang, C. Wan, G. Teo, Z. Song, M. Bardor

O101 GLYCAN ARRAYS ON ITO-SLIDES FOR MALDI-TOF MS, FLUORESCENCE AND OPTICAL READOUT ...... 189 A. Beloqui, J. Calvo, M. Martin-Lomas, N. C. Reichardt

O102 PREPARATION AND IMMUNOLOGICAL ACTIVITY OF NEOGLYCOCONJUGATE WITH PLANT ANTIGENIC N-GLYCANS ...... 190 M. Maeda, A. Mano, M. Yamanishi, T. Otsuki, M. Okano, Y. Kimura

O103 GLYCOLIPDS AND THEIR ROLE IN DISEASE: FROM ANTI-CANCER VACCINES TO BACTERIAL INFECTION...... 192 B. L. Stocker, E. M. Dangerfield, J. Sauvageau, J. M. H. Cheng, D. A. Knight, R. Weinkove, P. R. Dunbar, I. F. Hermans, M. S. M. Timmer

O104 TOWARDS A VACCINE AGAINST THE PARASITE TOXOPLASMA GONDII...... 193 S. Gotze, N. Azzouz, Y. H. Tsai, P. H. Seeberger, D. Varon Silva

O105 SYNTHETIC MULTIMERIC MANNOSIDE TO PREVENT IN VITRO AND IN VIVO ADHESION OF TYPE 1 FIMBRIATED ESCHERICHIA COLI STRAINS...... 194 Mehdi Almant, Julie Bouckaert, Jose Kovensky, Sebastien G. Gouin

O106 DESIGN AND SYNTHESIS OF QUILLAJA SAPONIN VACCINE ADJUVANTS ...... 195 A. Fernandez-Tejada, E. K. Chea, P. O. Livingston, G. Ragupathi, D. Y. Gin

O107 A GENERAL SYNTHETIC STRATEGY TO OBTAIN GPI ANCHORS: NEW ALTERNATIVES FOR EVALUATION OF GPI FUNCTIONS ...... 196 Daniel Varon Silva, Peter H. Seeberger, Yu-Hsuan Tsai, Sebastien Gotze, Ivan Vilotijevic, Maurice Grube

O108 NMR ANALYSIS OF SPECIFIC CARBOHYDRATE-CARBOHYDRATE INTERACTION BETWEEN GANGLIOSIDES ...... 198 Y. Uekusa, S. Sonnino, K. Kato

O109 IMPROVING SATURATION TRANSFER DIFFERENCE NMR EXPERIMENTS OF MEMBRANE PROTEINS IN LIVING CELLS: THE INTERACTION OF THE SGLT1 COTRANSPORTER WITH ITS LIGANDS...... 199 C. Airoldi, S. Merlo, E. Sironi, B. La Ferla, F. Nicotra, Jimenez-Barbero Jesus

O110 NMR INSIGHTS INTO THE MECHANISM OF MOLECULAR SELECTIVITY AND RECOGNITION BY CARBOHYDRATEBINDING MODULES FROM CLOSTRIDIUM THERMOCELLUM...... 201 A. Viegas, J. Sardinha, A. L. Carvalho, A. Macedo, E. J. Cabrita

O111 NMR STRUCTURE OF A NOVEL MUSHROOM DEFENSE LECTIN RECOGNIZING A NON-SELF GLYCAN...... 202 M. Schubert, S. Bleuler-Martinez, A. Butschi, M. A. Walti, P. Egloff, K. Stutz, S. Yan, I. B. H. Wilson, M. O. Hengartner, M. Aebi, M. Kunzler, F. H. T. Allain

O112 COMPUTATIONAL STUDY OF RETAINING GLICOSYLTRANSFERASES MECHANISM ...... 203 L. Masgrau, H. Gomez, J. M. Lluch

O113 HIJACKING A BIOSYNTHETIC PATHWAY YIELDS A GLYCOSYLTRANSFERASE INHIBITOR IN CELLS ...... 204 T. M. Gloster, W. F. Zandberg, J. Heinonen, D. L. Shen, L. Deng, D. J. Vocadlo

O114 STUDIES TOWARDS PEPTIDOGLYCAN INVOLVED IN CELULAR RECOGNITION...... 206 Enugala Ramu, Luisa C. R. Carvalho, Marina J. D. Pires, Sergio R. Filipe, M. Manuel B. Marques

O115 3D-STRUCTURES OF CARBOHYDRATES IN THE GAS PHASE ...... 207 E. J. Cocinero

O116 GLYCOLIPIDS PRODUCTION USING METABOLIC ENGINEERING STRATEGY...... 208 N. Mora-Buye, M. Faijes, A. Planas

O117 THE MOLECULAR MECHANISM OF ENZYMATIC GLYCOSYL TRANSFER WITH RETENTION OF CONFIGURATION: EVIDENCE FOR A SHORT-LIVED OXOCARBENIUM ION-LIKE SPECIES ...... 209 Albert Ardevol, Carme Rovira

O118 CARBOHYDRATE-DERIVED SYNTHETIC MOLECULES ACTIVE ON ENDOTOXIN/TLR4 SIGNALING ...... 210 F. Peri, V. Calabrese, F. Granucci, I. Zanoni, J. Weiss, T. Gioannini, C. Ciaramelli, R. Cighetti, S. Sestito, M. Piazza

O119 SYNTHESIS OF PREBIOTIC GALACTOOLIGOSACCHARIDES CATALYZED BY β- GALACTOSIDASES FROM DIFFERENT MICROORGANISMS ...... 211 B. Rodriguez-Colinas, L. Fernandez-Arrojo, M. De Abreu, P. Urrutia, A. Poveda, J. Jimenez-Barbero, A. Illanes, M. Fernandez- Lobato, A. O. Ballesteros, F. J. Plou

O120 A NEUTRAL-DRIFT BASED APPROACH FOR THE GENERATION OF POLYMORPHIC VARIANTS LIBRARY OF NEISSERIA POLYSACCHAREA AMYLOSUCRASE ...... 212 D. Daude, E. Cambon, A. Verges, S. Emond, N. Tarrot, I. Andre, M. Remaud-Simeon

O121 DISCOVERY OF NIGEROSE PHOSPHORYLASE FROM CLOSTRIDIUM PHYTOFERMENTANS ...... 213 T. Nihira, H. Nakai, K. Chiku, M. Kitaoka

O122 TERMINALLY MODIFIED MANNOSIDES AS HIGH-AFFINITY INHIBITORS OF PSEUDOMONAS AERUGINOSA LECTIN LECB...... 214 D. Hauck, B. Frommeyer, B. Furones, H. M. Moller, T. Exner, A. Titz

O123 CONTINUUM SOLVATION EXPLAINS DIFFERENCE BETWEEN THE VACUUM AND CONDENSED PHASE CONFORMATIONS OF CELLOBIOSE ...... 215 A. D. French, G. P. Johnson, C. J. Cramer, G. I. Csonka

O124 REDESIGNING CARBOHYDRATE SYMBOLS...... 216 M. M. Kuttel, B. Sharwood

O125 CHEMICAL SYNTHESIS OF THE GLYCOPEPTIDE NHAC[βGAL-(1,3)-αGALNAC]- THR3- [αLACNAC]-THR3-GLY-OVA RELATED TO T. CRUZI AND TUMOR MUCINS...... 217 V. L. Campo, M. Dias-Baruffi, I. Carvalho

O126 CONVERGENT SOLID PHASE SYNTHESIS OF SAPOSIN D 1-35 GLYCOPEPTIDE THIOESTER EQUIVALENTS...... 218 M. Schmalzlein, C. Heinlein, C. Unverzagt

O127 MODIFIED HIGH-MANNOSE GLYCO-CRAMBIN AS STABLE MIS-FOLDED GLYCOPROTEIN PROBES FOR A STUDY OF ER FOLDING SENSOR UGGT IN A “LIVE VIEW” METHOD...... 219 S. Dedola, Y. Makimura, M. Izumi, A. Seko, Y. Ito, Y. Kajihara

O128 SYNTHESIS OF NON-NATURAL OLIGOSACCHARIDES BY PHOSPHORYLASE-CATALYZED ENZYMATIC GLYCOSYLATIONS ...... 220 J. Kadokawa, Y. Takemoto, K. Yamamoto

O129 STRUCTURAL AND KINETIC ANALYSIS OF ENDO-ALPHA-MANNOSIDASE ...... 221 Andrew J. Thompson, Rohan J. Williams, Zalihe Hakki, Spencer J. Williams, Gideon J. Davies

O130 PURIFICATION AND CHARACTERIZATION OF EXO-POLYSACCHARIDES WITH COMPLEMENT FIXING AND MACROPHAGE STIMULATING ACTIVITY FROM SUBMERGED CULTIVATION OF THE MUSHROOM HYPSIZIGUS MARMOREUS...... 222 B. Z. Zhang, K. T. Inngjerdingen, Y. F. Zou, A. C. Vestrheim, T. E. Michaelsen, P. S. Yan, B. S. Paulsen

O131 PEPTIDOGLYCAN AS NOD1 LIGAND; FRAGMENT STRUCTURES IN THE ENVIRONMENT, CHEMICAL SYNTHESIS, AND THEIR INNATE IMMUNOSTIMULATION ...... 223 Y. Fujimoto, A. R. Pradipta, M. Hasegawa, N. Inohara, K. Fukase

O132 DIVERSELY FUNCTIONALIZED 3,4,5-TRIHYDROXYPIPERIDINES FROM A D-LYXARIC ALDEHYDE...... 224 F. Cardona, C. Matassini, A. Goti

O133 α-L-RHAMNOSIDASE FROM A. TERREUS IN SELECTIVE TRIMMING OF FLAVONOID GLYCOSIDES...... 225 V. Kren, D. Gerstorferova, L. Weignerova, B. Fliedrova, K. Adamcova, P. Marhol

O134 STRUCTURE-BASED ENGINEERING OF GLYCOENZYMES FOR THE DEVELOPMENT OF CHEMO-ENZYMATIC PATHWAYS TO ACCESS BACTERIAL CARBOHYDRATES ...... 226 E. Cambon, F. Guerin, E. Champion, A. Verges, S. Barbe, C. Moulis, S. Morel, S. Salamone, L. A. Mulard, M. Remaud-Simeon, I. Andre

O135 STRUCTURAL MECHANISMS OF GLYCONE SELECTION IN PLANT β-D-MANNOSIDASES/β-D GLUCOSIDASES...... 227 A. Tankrathok, J. R. Ketudat Cairns, S. J. Williams, P. Prasert, S. Pengthaisong, S. Luang, M. Hrmova, T. Kuntothom, R. C. Robinson, A. Kimura

O136 RATIONAL DESIGN OF GLYCOMIMETIC INHIBITORS OF GLYCOSYLTRANSFERASES...... 228 Eduardo Marca, Fernando Gomollon-Bel, Ignacio Delso, Tomas Tejero, Ramon Hurtado-Guerrero, Pedro Merino

O137 TEMPO-MEDIATED CONJUGATION AFFORDS GLYCOCONJUGATE VACCINES WITH IMPROVED STRUCTURAL INTEGRITY AND IMMUNOGENICITY...... N/A Mario Monteiro

O138 ARABINOFURANOSIDASES 51 AS BIOCATALYSTS: FROM THE DESIGN OF MUTANTS TO INNOVATIVE APPLICATIONS...... 229 R. Daniellou, P. Lafite, C. Nugier-Chauvin, V. Ferrieres

FLASH PRESENTATIONS

F001 UNSATURATED NEURAMINIC ACID DERIVATIVES: SYNTHESIS AND ALLYLIC SUBSTITUTION MECHANISM STUDIES ...... 230 I. S. Agnolin, P. Rota, A. Gregorio, P. Allevi, M. Anastasia

F002 COPPER (II) TRIFLATE: A VERSATILE CATALYST FOR THE ONE-POT PREPARATION OF ORTHOGONALLY PROTECTED GLYCOSIDES ...... 232 R. A. Jones, A. T. Tran, J. Pastor, J. Boisson, N. Smith, M. C. Galan

F003 4-(2-CHLOROETHOXY)PHENYL GLYCOSIDES IN THE SYNTHESIS OF PGL-1 NEOGLYCOCONJUGATES ...... 233 N. N. Kondakov, T. M. Melinkova, A. I. Zinin, V. I. Torgov, A. O. Chizhov, L. O. Kononov

F004 DIASTEREOSELECTIVITY OF CONFORMATIONALLY ARMED RHAMNOSYL DONORS...... 234 M. Heuckendorff, C. Marcus Pedersen, M. Bols

F005 REGIOSELECTIVE MONODEPROTECTION OF PERACETYLATED CARBOHYDRATES: A TOOL- KIT IN CARBOHYDRATE CHEMISTRY...... 235 M. Filice, J. M. Palomo

F006 A NEW TYPE OF SIALYL DONORS: O-TRIFLUOROACETYL DERIVATIVES ...... 236 N. M. Podvalnyy, N. N. Malysheva, A. I. Zinin, L. O. Kononov

F007 ANTIGEN-SPECIFIC B CELL TOLERANCE MEDIATED BY SIGLECS ...... 237 F. Pfrengle, M. S. Macauley, J. C. Paulson

F008 PURIFICATION AND CHARACTERIZATION OF A LECTIN FROM LEPECHINIA BULLATA SEEDS ...... 238 M. A. Wilches Torres, G. Perez Gomez, J. V. Rojas Caraballo, E. Sanabria Espanol, S. Quintero Mosquera, N. A. Vega Castro

F009 BIVALENT CARBOHYDRATE-BINDING PROPERTY OF CNL, A GALNACβ1–4GLCNAC-SPECIFIC LECTIN FROM BASIDIOMYCETE CLITOCYBE NEBULARIS, IS REQUIRED FOR ITS BIOLOGICAL ACTIVITY ...... 239 J. Pohleven, M. Renko, J. Sabotic, S. Magister, D. Turk, J. Kos

F010 REGULATION OF A VACUOLAR INVERTASE ON THE POST TRANSLATIONAL LEVEL VIA A PROTEINACEOUS INHIBITOR IN SOLANUM LYCOPERSICUM...... 241 Alexandra Tauzin, Gerlind Sulzenbacher, Mickael Lafond, Ida Barbara Reca, Christian Leveque, Daniela Bellincampi, Thierry Giardina

F011 SYNTHESIS OF MUCIN CORE 1-4 OLIGOSACCHARIDES READY FOR PLATFORM IMMOBILISATION ...... 242 D. Benito, M. C. Galan

F012 α-GALACTOSIDASE / SUCROSE KINASE (AGASK), A NOVEL BIFUNCTIONAL ENZYME FROM THE HUMAN MICROBIOME...... 243 L. Bruel, G. Sulzenbacher, M. Cervera Tison, A. Pujol, C. Nicoletti, J. Perrier, A. Galinier, D. Ropartz, M. Fons, F. Pompeo, T. Giardina

F013 FIFTY FIVE STEP SYNTHESIS OF DEFINED 12-MER FRAGMENTS OF HEPARAN SULFATE...... 244 O. V. Zubkova, R. Schworer, P. C. Tyler, J. E. Turnbull

F014 KINETIC ANALYSIS FOR ALTERNATIVE ELONGATION OF GLYCOSAMINOGLYCANS CATALYZED BY GLYCOSYLTRANSFERASE USING QCM AND AFM...... 245 Toshiaki Mori, Atsushi Hirose, Masanori Ohtsuka, Tatsuya Hagiwara, Yoshimitsu Kakuta, Nobuo Sugieura, Koji Kimata, Yoshio Okahata

F015 S-BENZIMIDAZOLYL GLYCOSIDES AS A NEW PLATFORM FOR EXPEDITIOUS OLIGOSACCHARIDE ASSEMBLY ...... 247 S. J. Hasty, A. V. Demchenko

F016 SYNTHESIS, STRUCTURAL CHARACTERIZATION AND IMMUNOLOGICAL PROPERTIES OF MYCOBACTERIAL GLUCUROSYL DIACYLGLYCERIDES ...... 248 Benjamin Cao, Mark Richardson, Spencer J. Williams

F017 SYNTHESIS OF NEW CARBOHYDRATE-BASED PYRIDINIUM SALTS AS POTENTIAL FLUORESCENT PROBES...... 249 A. Franconetti, L. Contreras, M. Gomez-Guillen, S. Jatunov, F. Cabrera-Escribano

F018 A ONE-POT CHEMICAL SYNTHESIS OF SUGAR NUCLEOTIDE DIPHOSPHATES IN WATER...... 250 H. Tanaka, Y. Yoshimura, M. M. Palcic, O. Hindsgaul

F019 ORGANOCATALYTIC SYNTHESIS OF CARBOHYDRATES ...... 251 Jacek Mlynarski

F020 INSIGHT THE INTERACTION BETWEEN BLOOD GROUP DETERMINANTS AND CHOLERA TOXIN: OPPORTUNITY TO DESIGN A NEW CLASS OF CHOLERA TOXIN ANTAGONISTS ...... 252 Jose J. Reina, Francesca Vasile, Julie E. Heggelund, Giulia Rusconi, Donatello Potenza, Ute Krengel, Anna Bernardi

F021 DISTINCT BINDING MODES FOR SUBSTITUTED LEWIS STRUCTURES TO DC-SIGN...... 253 K. Mayer, M. Scharenberg, S. Eid, B. Cutting, S. Rabbani, B. Ernst

F022 THE INVOLVEMENT OF IGG-FC-CONJUGATED GLYCANS IN AMYOTROPHIC LATERAL SCLEROSIS DISEASE ...... N/A Edri-Brami, Meital

F023 TRANSGENIC SILKWORM AS A NOVEL THERAPEUTIC GLYCOENZYME RESOURCE FOR LYSOSOMAL STORAGE DISEASES ...... 254 Kohji Itoh

F024 INVESTIGATION OF EFFECTS OF SEP15 ON GLUCOSYLTRANSFERASE ACTIVITY OF THE FOLDING SENSOR PROTEIN UGGT1 ...... 256 A. Kanamori, Y. Takeda, A. Seko, Y. Ito

F025 APPROACHES TOWARDS THE SYNTHESIS OF HEPARIN ANALOGUES ...... 257 K. Sheerin, S. Oscarson

F026 NEW STRATEGIES FOR SYNTHESIS AND ASSEMBLY OF GPI ANCHORS AND GPI-ANCHORED PROTEINS: TOWARDS THE UNSATURATED SYNTHETIC GPI GLYCOLIPIDS...... 258 I. Vilotijevic, D. Varon Silva, P. H. Seeberger

F027 BUILDING PROTEOGLYCANS FROM THE GROUND UP ...... 259 J. M. Beaudet, S. Masuko, B. Yang, E. Sterner, J. Liu, J. S. Dordick, R. J. Linhardt

F028 AUTOMATED SOLID PHASE SYNTHESIS OF ANIONIC POLYSACCHARIDE FRAGMENTS...... 260 J. D. C. Codee, M. T. C. Walvoort, H. Van Den Elst, A. G. Volbeda, H. S. Overkleeft, G. A. Van Der Marrel

F029 CHEMICAL SYNTHESIS, SITE-SPECIFIC LABELLING AND BIOLOGICAL EVALUATION/PK OF HEPARAN SULPHATE OLIGOSACCHARIDES...... 261 G. J. Miller, S. U. Hansen, M. Barath, K. Broberg, E. Avizientye, C. L. Cole, G. Rushton, G. C. Jayson, J. M. Gardiner

F031 NITRO ALCOHOLS AS VERSATILE INTERMEDIATES IN THE SYNTHESIS OF CARBOHYDRATE- AZOLE CONJUGATES...... 262 M. Turks, J. Luginina, J. Mackevica, E. Rolava, V. Rodins, V. Rjabovs

F032 SYNTHESIS AND BIOLOGICAL ACTIVITY OF CYCLIC D-ARABINOSE 5-PHOSPHATE MIMETICS AGAINST GRAMNEGATIVE BACTERIA...... 263 L. Gabrielli, S. Merlo, C. Airoldi, P. Sperandeo, J. Scopini, A. Polissi, F. Nicotra, L. Cipolla

F033 ANTITUMOUR ACTIVITY OF BIS-ADDUCT OF 5-METHYLURACILE...... 265 Olena Welchinska

F034 RHIZOBIUM RADIOBACTER RV3, A SOURCE OF MANNAN OLIGOSACCHARIDE WITH POTENTIAL USE AS AN HIV VACCINE DESIGN TOOL ...... 266 C. De Castro, B. E. Clark, K. Auyeung, E. Fregolino, M. Parrilli, R. Lanzetta, R. Pantophlet

F035 CHEMOENZYMATIC SYNTHESIOF MENINGOCOCCAL GROUP C-TETANUS HC FRAGMENT CONJUGATES...... 267 Willie Vann

F036 IMINOSUGAR-BASED GLUCOSYLCERAMIDE ANALOGUES AS PHARMACOLOGICAL CHAPERONES FOR GAUCHER DISEASE...... 268 E. Gallienne, W. Schonemann, F. Oulaidi, P. Compain, N. Asano, K. Ikeda-Obatake, O. R. Martin

F037 SULFATIDE REGULATES PROPAGATION OF INFLUENZA A VIRUS THROUGH CASPASE- INDEPENDENT APOPTOSIS INITIATED BY VIRAL PB1-F2 PROTEIN ...... 269 T. Takahashi, M. Takaguchi, T. Suzuki

F038 IDENTIFICATION OF THE FIRST-KNOWN INHIBITORS OF O-ACETYL PEPTIDOGLYCAN ESTERASE: A POTENTIAL NEW ANTIBACTERIAL TARGET ...... 271 J. M. Pfeffer, A. J. Clarke

F039 STRUCTURAL EVIDENCE FOR AN INDUCED FIT OF E-SELECTIN UPON SMALL MOLECULE LIGAND BINDING...... 272 R. C. Preston, D. Schwizer, F. P. C. Binder, B. Wagner, R. Jakob, T. Maier, B. Ernst

F040 OLIGOSACCHARIDE CONFORMATIONAL DYNAMICS ANALYSES BY USING PCS IN CONJUNCTION WITH MD SIMULATION...... 273 Y. Zhang, T. Yamaguchi, S. Yamamoto, K. Kato

F041 O-GLYCOSYLATION IN SNAILS ...... 274 H. Stepan, M. Pabst, F. Altmann, H. Geyer, R. Geyer, E. Staudacher

F042 A NOVEL GLYCOSYNTHASE DERIVED FROM AN INVERTING FAMILY GH19 CHITINASE ...... 275 T. Ohnuma, T. Fukuda, S. Dozen, S. Shinya, T. Numata, Y. Honda, M. Kitaoka, T. Fukamizo

F043 HEPARIN DERIVATIVES FOR THE TREATMENT OF CHRONIC ULCERS ...... 277 G. Franco, M. T. Gomez Ochoa, J. L. Moraleda Navamuel

F044 TOWARD TOTAL SYNTHESIS OF O-ANTIGEN REPEAT UNIT OF E. COLI O86:B7 BY MODULATING α-GLYCOSYLATION METHOD...... 278 Wei-Cheng Hung, Kwok-Kong Tony Mong

F045 NMR AND HPLC/MS CHARACTERIZATION OF GLYCOL-SPLIT HEPARINS AND LOW- MOLECULAR WEIGHT HEPARINS...... 279 A. V. Alekseeva, S. Pierro, E. Urso, B. Casu, G. Torri, A. Naggi

F046 SYNTHESIS AND STRUCTURAL ANALYSIS BY NMR AND X-RAY OF NOVEL IDURONATES 1 4 0 ADOPTING C4, C1 AND S2 CONFORMATIONS ...... 280 S. U. Hansen, G. J. Miller, M. Barath, E. Avizientye, G. C. Jayson, J. M. Gardiner

F047 DESORPTION IONIZATION ELECTROSPRAY MASS SPECTROMETRY: A PROMISING TOOL FOR CHARACTERIZATION OF GLYCOSAMINOGLYCANS AND THEIR NON-COVALENT COMPLEXES WITH PROTEINS ...... 281 C. Przybylski, F. Gonnet, Y. Hersant, D. Bonnaffe, H. Lortat-Jacob, R. Daniel

F048 HIGHLY SPECIFIC LECTIN-GLYCOSPHINGOLIPID INTERACTIONS INDUCE THE CELLULAR UPTAKE OF DIVERSE TOXINS AND PATHOGENS ...... 283 T. Eierhoff, W. Romer

F049 A GENERAL STRATEGY FOR THE SOLID PHASE SYNTHESIS OF GLYCOSAMINOGLYCANS ...... 285 Nerea Guedes, Sebastian Kopitzki, Olatz Mitxelena, Manuel Martin-Lomas, Niels-Christian Reichardt

F050 STRUCTURE AND BIOLOGICAL ACTIVITY OF A FUCOSYLATED CHONDROITIN SULPHATE ISOLATED FROM THE SEA CUCUMBER, HOLOTHURIA FORSKALI...... 286 C. Panagos, D. August, D. Thomsen, C. Moss, C. Bavington, A. Hughes, M. Kelly, D. Uhrin

F051 ANTIVIRAL ACTIVITY OF SULFATED GLUCURONIDE DERIVATIVE TARGETING DENGUE VIRUS E PROTEIN...... 287 K. I. P. J. Hidari, K. Ikeda, I. Watanabe, K. Morita, T. Suzuki

F052 RATIONAL DESING OF MUC-1 BASED VACCINES AGAINST TUMOURS ...... 289 N. Martinez-Saez, V. J. Somovilla, D. Madariaga, F. Corzana, J. H. Busto, A. Avenoza, J. M. Peregrina

F053 STRUCTURES OF MERKEL CELL POLYOMAVIRUS VP1 COMPLEXES DEFINE A SIALIC ACID BINDING SITE REQUIRED FOR INFECTION ...... 292 Ursula Neu, Holger Hengel, Barbel S. Blaum, Rachel M. Schowalter

F054 PARAMAGNETIC GD-BASED GOLD GLYCONANOPARTICLES FOR LABELLING AND IMAGING CELL RECEPTORS...... 294 A. Irure, N. Genicio, B. Arnaiz, M. Marradi, S. Penades

F055 A LECTIN FROM OPPORTUNISTIC PATHOGEN BURKHOLDERIA AMBIFARIA BINDS TO BOTH PLANT AND HUMAN FUCOSYLATED EPITOPES...... 295 A. Audfray, A. Varrot, N. Ruvoen-Clouet, J. Le Pendu, A. Imberty

F056 NEW INSIGHTS INTO STREPTOCOCCUS PNEUMONIAE LIPOTEICHOIC ACID STRUCTURE AND FUNCTION...... 296 N. Gisch, T. Kohler, A. J. Ulmer, B. Lindner, S. Hammerschmidt, U. Zahringer

F057 STRUCTURAL INVESTIGATIONS OF AN ARABINOGALACTAN PROTEIN FROM JATROPHA CURCAS L. SEEDS ...... 297 M. Sehlbach, A. Hensel

F058 TRANSCRIPTION FACTOR MIMICS: THE O-β-D-GLCNAC-SER/THR AND PHOS-SER/THR SWITCH...... 298 R. Del Villar-Guerra, F. Marcelo, D. Garcia-Puentes, J. Canada, J. Jimenez-Barbero, C. Vicent

F059 CHARACTERIZATION OF N-GLYCAN MOIETIES WITHIN THE 66-KDA CELL-WALL GLYCOPROTEIN FROM THE RED MICROALGA...... 299 O. Ontman, S. Arad

F060 EXPLORATION OF BIOLOGICALLY RELEVANT BINDING MOTIFS USING CARBOHYDRATE DNA CONJUGATES ...... 300 R. Lucas, E. Vengut-Climent, I. Gomez-Pinto, A. Avino, C. Gonzalez, R. Eritjia, J. C. Morales

F061 CARBOHYDRATE-BASED 1,3-OXAZOLINE-2-THIONES: FROM SYNTHESIS TO BIOLOGICAL APPLICATIONS...... 301 J. Castilla, D. Cruz, R. Risquez Cuadro, C. Ortiz Mellet, J. M. Garcia Fernandez, Y. Diaz, S. Castillon

F062 SYNTHESIS OF STAPHYLOCOCCUS AUREUS TYPE 5 CAPSULAR POLYSACCHARIDE REPEATING UNIT ...... 302 R. Adamo, E. Danieli, D. Proietti, G. Brogioni, M. Tontini, M. R. Romano, E. Cappelletti, L. Lay, P. Constatino, F. Berti

F063 PYRROLIDINES: DIVERGENT ACCESS TO ALL STEREOISOMERS FROM GLUCURONOLACTONE...... 303 B. Ayers, S. F. Jenkinson, N. Y. H. Ngo, D. Best, R. F. Martinez, A. Kato, G. W. J. Fleet

F064 SEQUENCIAL ENZYMATIC SYNTHESIS OF SUGAR NUCLEOTIDES AND POLY-LACNAC...... 304 W. T. Chien, C. C. Lin

F065 AUTOMATED SOLID PHASE SYNTHESIS OF AN ALPHA-(1-6)-30-MER OLIGOMANNAN ...... 306 O. Calin, S. Eller, P. H. Seeberger

F066 FUNCTIONALIZATION OF EXO-GLYCALS: RECENT PROGRESSES ...... 308 N. Pellegrini-Moise, M. Richard, A. S. Felten, Y. Chapleur

F067 THE BIOLOGICAL FUNCTIONS AND BLOOD CONCENTRATION OF CL-K1...... 309 N. Wakamiya, K. Ohtani, T. Yoshizaki, K. Mori, Y. Matsuda, I. Yoshida, Y. Suzuki

F068 C-MANNOSYLATION OF ALL CYS DOMAINS OF MUC5B IS REQUIRED FOR THE PROPER FOLDING AND MATURATION OF MUCIN...... 310 J. L. Desseyn, C. Robbe-Masselot, C. Cieniewski-Berndard, F. Gottrand, V. Gouyer

F069 SITE-SPECIFIC N-GLYCOSYLATION OF THE ENVELOPE PROTEIN OF SANOFI PASTEUR PROTOTYPE VACCINE AGAINST DENGUE...... 311 Jean Dubayle, Sandrine Vialle, Diane Schneider, Nathalie Mathel, Bruno Guy, Philippe Talaga

F070 FACIALE AND STEREOSELECTIVE SYNTHESIS OF ALTERNATIVE α(2→8)/ α(2→9) OLIGOSIALIC ACIDS UP TO DODECAMERS ...... 312 B. Pal, J. L. Han, C. H. Wong, C. Y. Wu

F071 SYNTHESIS AND BIOLOGICAL INVESTIGATION OF PHOTOLABILE CARBOHYDRATE LIGANDS FOR THE BACTERIAL LECTIN FIMH...... 314 F. Beiroth, T. K. Lindhorst

F072 DETAIL STRUCTURAL INFORMATION OF SPECIFICTY DETERMINING INTERACTIONS IN ENGINEERED CARBOHYDRATE BINDING MODULES ...... 315 L. Von Schantz, M. Hakansson, D. T. Logan, B. Walse, J. Osterlin, E. Nordberg-Karlsson, M. Ohlin

F073 GLYCOLIPIDOMICS BY TLC-BLOT MALDI-TOF MS -GANGLIOSIDES IN ALZHEIMER'S DISEASE ...... 317 Takao Taki, Wakako Hirano, Kazushi Sakurai, Takahiro Hayasaka, Mitsutoshi Setou, Naoko-Goto Inoue

F074 DETECTION OF GLYCOSYLTRANSFERASE ACTIVITY ON GLYCAN MICROARRAYS BY TRITIUM IMAGING...... 318 S. Serna, M. J. Weissenborn, S. L. Flitsch, M. Martin-Lomas, N. C. Reichardt

F075 OPTICAL ACTIVITY OF GOLD (I) GLYCOCONJUGATE-THIOLATE COMPLEXES...... 319 G. Pourceau, P. Di Gianvincenzo, S. Penades

F076 JCGGDB AND GLYCOPROTDB...... 320 T. Shikanai, H. Kaji, Y. Suzuki, N. Fujita, M. Maeda, H. Wen, M. Ishizaki, H. Sawaki, H. Narimatsu

F077 GALECTINS AS PATTERN RECOGNITION RECEPTORS ...... 321 Gerardo R. Vasta

F078 AMINO ACID PRESENCE IN THE SPATIAL VICINITY OF N-GLYCOSYLATION SITES...... 322 M. A. Rojas-Macias, T. Lutteke

F079 DISSECTING THE INVERTASE MECHAMISM: THE KEY ROLE OF ITS NON-CATALYTIC DOMAIN...... 323 M. A. Sainz Polo, M. Ramirez, B. Gonzalez, M. Alvaro, M. Fernandez Lobato, A. Lafraya, J. Marin, J. Polaina, J. Sanz Aparicio

F080 SAR STUDY OF GLYCOGEN PHOSPHORYLASE INHIBITORS: HETEROCYCLES AS BIOISOSTERIC AMIDE REPLACEMENTS IN N-ACYL-β-D-GLUCOPYRANOSYLAMINES AND N-ACYL- N’-β-D-GLUCOPYRANOSYL UREAS ...... 324 M. Toth, G. T. Varga, M. Polyak, B. Szilagyi, S. Kun, I. Takacs, L. Juhasz, T. Docsa, P. Gergely, L. Somsak

F081 CHECK THAT FLUORIDE! NOT JUST ANOTHER UNIVERSAL GLYCOSYNTHASE HTS METHOD...... 325 E. Andres Martinez, A. Planas

F082 STRUCTURAL FEATURES OF HYPERBRANCHED α-GLUCANS OBTAINED IN VITRO USING A NEW ENZYMATIC COCKTAIL...... 326 A. Rolland-Sabate, F. Grimaud, X. Roussel, C. Lancelon-Pin, S. Laguerre, A. Vikso-Nielsen, S. Guilois, J. L. Putaux, A. Buleon, C. D'Hulst, G. Veronese

F083 MANNOBIOSIDE FUNCTIONAL MIMICS IN MONO AND SPATIALLY CONTROLLED MULTIVALENT PRESENTATIONS...... 328 N. Varga, I. Sutkeviciute, G. Vettoretti, F. Fieschi, A. Bernardi

F084 TANDEM MASS SPECTROMETRY IN THE ANALYSIS OF MIXED-LINKAGE GLUCOOLIGOSACCHARIDES...... 330 N. H. Maina, M. Juvonen, J. Jokela, M. Tenkanen

F085 THE USE OF NOVEL GLYCOSYL DONOR WITH TRIFLUOROACETYL PROTECTING GROUPS IN 1,2-CIS-ARABINOFURANOSYLATION ...... 331 P. I. Abronina, K. G. Fedina, N. M. Podvalnyy, A. I. Zinin, V. I. Torgov, L. O. Kononov

F086 PROTECTING-GROUP-FREE SYNTHESIS OF PIPERIDINE AZASUGARS...... 332 H. M. Corkran, E. M. Dangerfield, S. Munneke, B. L. Stocker, M. S. M. Timmer

F087 ANOMERISATION OF GLYCOSIDIC LINKAGES USING TITANIUM(IV) CHLORIDE ...... 333 M. P. Farrell, P. V. Murphy

F088 MOLECULAR RECOGNITION OF CELL SURFACE GLYCOSAMINOGLYCANS BY EOSINOPHIL CATIONIC PROTEIN. STRUCTURAL CLUES FOR ITS CYTOTOXIC ACTIVITY...... 334 M. F. Garcia-Mayoral, A. Canales, J. Lopez-Prados, P. M. Nieto, J. Jimenez-Barbaro, M. Bruix

F089 SP2-IMINOSUGAR N-, S- AND C-GLYCOSIDES AS SELECTIVE INHIBITORS OF NEUTRAL α- GLUCOSIDASES: EFFECT IN THE PROGRESSION OF HUMAN BREAST CANCER CELLS...... 335 R. Risquez-Cuadro, E. M. Sanchez-Fernandez, G. Allan, C. Ortiz Mellet, A. Ahidouch, H. Ouadid-Ahidouch, J. M. Garcia Fernandez

F090 STRUCTURAL FEATURES OF SYNTHETIC HEPARIN LIKE TRISACCHARIDE MODELS : SULFATION PATTERN DEFINES L-IDOA2S PLASTICITY ...... 337 J. C. Munoz-Garcia, J. Angulo, I. Diaz, J. Lopez-Prados, J. L. De Paz, N. Reichardt, M. Martin-Lomas, F. Corzana, P. M. Nieto

F091 CONFORMATIONAL FLEXIBILITY AND HYDROGEN BONDING OF XYLOSE DERIVATIVES, STUDIED BY NMR SPECTROSCOPY ...... 338 J. Ronnols, A. Siegbahn, A. Ochocinska, U. Ellervik, G. Widmalm

F092 PRACTICAL SYNTHESIS OF KEY CHIRAL EPOXIDE INTERMEDIATES FOR PROTEASE INHIBITORS FROM LASCORBIC ACID ...... 339 Soon Mog So, Sang Min Lee, Kyoung Mee Seol, Min Kyu Kim, Jaesung Kang, Soon Ki Chang, B. Moon Kim

F093 SYNTHESIS OF ALKYL DEOXY PENTOPYRANOSIDES AND THEIR POTENTIAL APPLICATION AS ANTIMICROBIAL AGENTS ...... 341 P. Serra, V. Cachatra, A. Martins, A. P. Rauter

F094 SCREENING TOOLS FOR ARABINOXYLAN-ACTING ENZYMES ...... 342 V. Borsenberger, F. Ferreira, S. Bozonnet, C. Dumon, R. Faure, M. J. O'Donohue

F095 MICROENCAPSULATION OF B-GALACTOSIDASE BY A SPRAY-DRYING PROCESS ...... 343 B. N. Estevinho, A. M. Damas, F. Rocha, P. Martins

F096 FLUORESCENT URIDINE DIPHOSPHO-SUGAR ANALOGUES AS MOLECULAR PROBES...... 345 Lauren M. Tedaldi, Thomas Pesnot, Gerd K. Wagner

F097 COVALENT GLYCAN MICROARRAY AND BIACORE CHIPS FOR STUDYING LYSM PROTEIN BINDING TO CHITIN, PEPTIDOGLYCAN AND NOD FACTORS ...... 346 N. N. Maolanon, M. Blaise, K. K. Sorensen, M. B. Thygesan, A. Broghammer, E. Clo, J. T. Sullivan, C. W. Ronson, J. Stougaard, O. Blixt, K. J. Jensen

F098 A NEW TETHERING SITE FOR LABELING GLYCOLIPIDS: SYNTHESIS AND FUNCTIONAL ACTIVITY OF A BIOTINYLATED DERIVATIVE OF THE CD1D AGONIST THREITOL CERAMIDE...... 347 Peter Jervis, Justyna Wojno, John-Paul Jukes, Vincenzo Cerundolo, Liam R. Cox, Gurdyal S. Besra

F099 UNICARBKB: A GLYCOINFORMATICS INITIATIVE TO TACKLE THE CHALLENGES OF GLYCOMICS ...... 349 Matthew Campbell

F100 COMPREHENSIVE STRUCTURAL ANALYSES OF DISACCHARIDES WITH UNUSUAL LINKAGE...... 350 T. Gubica, A. Temeriusz, D. K. Stepien, J. Bukowicki, A. Ostrowski, D. M. Pisklak, M. K. Cyranski

F101 FROM COMPUTATIONAL STUDIES TO BIOLOGICAL RELEVANCE: A JOURNEY TOWARDS UNDERSTANDING THE MODULATION OF FUCOSYLATION REACTIONS ...... 351 A. Lalik, R. Jaksik, J. Rzeszowska-Wolny

F102 MONOSACCHARIDE NOTATION IN GLYCOINFORMATICS: PROBLEMS, PITFALLS, AND SOLUTIONS...... 353 T. Lutteke

F103 CHITOSAN – CARRAGEENAN COMPLEX: AS ENCAPSULATING DEVICE AND SCAFFOLD...... 354 S. Chakraborty

F104 SYNTHESIS AND CHARACTERIZATION OF NEW HYDROGEL MATRICES FOR BIOMEDICAL APPLICATION ...... 355 I. Kavianinia, P. Plieger, N. G. Kandile, D. R. Harding

F105 CHEMO-ENZYMATIC SYNTHESIS OF GLYCEROLIPIDYL-CYCLODEXTRINS ...... 356 Veronique Bonnet, Cedric Gervaise, Audry Favrelle, Catherine Sarazin, Florence Djedaini-Pilard

F106 GLYCOLIPIDS FOR THE MODULATION OF SK3 CHANNEL...... 357 C. M. Sevrain, J. P. Haelter, H. Couthon-Gouves, P. A. Jaffrie, A. Chantome, C. Vandier

F107 SYNTHESIS OF PHOSPHORYLATED L-GLYCERO-D-MANNO-HEPTOPYRANOSIDE SUBSTRUCTURES OF BACTERIAL LPS ...... 358 C. Stanetty, P. Kosma

F108 AUTOMATED SYNTHESIS OF GLYCOPEPTIDES BY COMBINING SOLID-PHASE PEPTIDE AND OLIGOSACCHARIDE SYNTHESIS...... 359 M. Hurevitch, P. H. Seeberger

F109 TOTAL CHEMICAL SYNTHESIS OF A GLYCOSYL CHEMOKINE: SER-CCL1 AND STRUCTURAL ANALYSIS BY QUASI-RACEMATE X-RAY CRYSTALLOGRAPHY...... 360 R. Okamoto, K. Mandal, Michael Sawaya, Yasuhiro Kajihara, Todd O. Yeates, Stephen B. H. Kent

F110 MEASURMENT OF SALICYLIC ACID IN POPLAR’S BARK (P.DELTOIDES AND P.EURAMERICAN) BY HIGH PERFORMANCE LIQUID CHROMATOGRAPHY (HPLC) ...... 361 Javad Torkaman, Shoreh Seyam

F111 STRUCTURAL FEATURES AND BIOLOGICAL ACTIVITY OF OLIGOSACCHARIDES LINKED TO STORAGE GLYCOPROTEINS IN EDIBLE BEANS...... 362 Mariko Kimura, Haruko Nagasawa, Megumi Maeda, Yoshinobu Kimura

F112 COMPARATIVE INVESTIGATION OF THE SIALYLATION POTENTIAL OF THE CLOSELY RELATED HUMAN CELL LINES HEK-293 AND HEK-293T...... 364 J. Rosenlocher, M. Mokros, S. O. Reinke, M. Berger, S. Hinderlich

F114 SUGAR-MODIFIED NUCLEIC ACIDS: EXPLORING THE ROLE OF CHIRALITY IN MOLECULAR RECOGNITION AND FUNCTION ...... 365 Daniele D'Alonzo, Annalisa Guaragna, Giovanni Palumbo

F115 SYNTHESIS OF NEW GLYCODENDRIMERS BY CLICK CHEMISTRY AND BINDING STUDIES...... 366 A. Aires, D. Muelas, C. Banon, J. Trevino, A. Arda, J. Jimenez-Barbero, A. Rumbero, M. J. Hernaiz

F116 DYNAMIC MULTIVALENCY FOR THE RECOGNITION OF PROTEIN SURFACES ...... 367 Philipp Reeh, Javier De Mendoza

F117 GETTING ONE-ON-ONE WITH CHOLERA TOXIN: PENTAVALENT GANGLIOSIDE CALIXARENES ...... 368 S. Bernardi, A. Casnati, J. Garcia Hartjes, C. A. G. M. Weijers, T. Wennekes, H. Zuilhof

F118 CHEMICAL SYNTHESIS OF AN ERYTHROPOIETIN GLYCOFORM CONTAINING A COMPLEX- TYPE DISIALYLOLIGOSACCHARIDE ...... 369 M. Murakami, R. Okamoto, M. Izumi, Y. Kajihara

F119 SCREENING FOR SURFACE BINDING SITES IN CARBOHYDRATE ACTIVE ENZYMES ...... 370 D. Cockburn, C. Wilkens, S. Jespersen, M. Abou Hachem, C. Ruzanski, A. Smith, B. Svensson

F120 GLYCONUTRITIONAL DIETARY SUPPLEMENT FROM PLANT CARBOHYDRATES...... 371 Harsha Kharkwal, Manish Kant Pant, D. D. Joshi

F121 ENZYMATIC TOOLS FOR THE DEPOLYMERIZATION OF MARINE BACTERIAL EXOPOLYSACCHARIDES ...... 372 F. Lelchat, A. C. Baudoux, C. Brandily, S. Schmitt, J. Cozien, A. Leroy, S. Colliec Jouault, C. Boisset

F122 SIMULTANEOUS EXTRACTION AND FRACTIONATION OF COFFEE RESIDUE CARBOHYDRATES USING MICROWAVE ASSISTED EXTRACTION...... 373 C. P. Passos, M. A. Coimbra

F123 GOLD GLYCONANOPARTICLES AS TARGETED MOLECULAR DELIVERY SYSTEMS ...... 375 A. Aykac, M. C. Martos-Maldonado, I. Quesada-Soriano, L. Garcia-Fuentes, A. Vargas-Berenguel

F124 PURINE NUCLEOSIDES AS SELECTIVE INHIBITORS OF HUMAN BUTYRYLCHOLINESTERASE...... 376 S. Schwarz, V. H. Teixeira, M. Machuqueiro, A. P. Rauter

F125 THE SYNTHESIS OF DANSYL α-GALACTOSYLCERAMIDE: A FLUORESCENT PROBE TO TRACK GLYCOLIPID UPTAKE DURING CANCER IMMUNOTHERAPY...... 377 J. M. H. Cheng, S. H. Chee, D. A. Knight, I. F. Hermans, M. S. M. Timmer, B. L. Stocker

F126 TOWARDS THE DEVELOPMENT OF A GLYCOCONJUGATE VACCINE AGAINST CRYPTOCOCCUS NEOFORMANS ...... 378 L. Guazzelli, R. Ulc, S. Oscarson

F127 DEVELOPMENT OF A STREPTOCOCCUS PNEUMONIAE CONJUGATE VACCINE AGAINST SEROTYPE 1 DISEASE...... 379 C. Edmonds-Smith, E. Mohamed, S. Wilson, N. Ravenscroft

F128 SYNTHESIS AND GENE TRANSFER CAPABILITIES OF CYCLIC POLYAMINE-GRAFTED AMPHIPHILIC CYCLODEXTRINS...... 381 D. Rodriguez-Lucena, I. Pflueger, A. Mendez-Ardoy, J. M. Benito, C. Ortiz Mellet, J. M. Garcia Fernandez

F129 DEPLETION OF MULTIDRUG TRANSPORTER PROTEIN ON CANCER CELLS CAUSED BY LECTINGLYCOSPHINGOLIPID INTERACTION ENHANCED THE CHEMOTHERAPUTIC EFFECTS...... 382 Y. Fujii, S. Sugawara, K. Nitta, M. Hosono, T. Tatsuta, Y. Ogawa, S. M. A. Kawsar, R. Matsumoto, Y. Koide, I. Hasan, S. I. Hakomori, Y. Ozeki

F130 IN SILICO PROTEIN ENGINEERING - GOOD SERVANT BUT BAD MASTER ...... 384 L. Adamova, J. Adam, M. Pokorna, G. Demo, J. Koca, M. Wimmerova

F131 A NOVEL CYCLOISOMALTOOLIGOSACCHARIDE GLUCANOTRANSFERASE FROM PAENIBACILLUS SP. 598K ...... 385 K. Funane, R. Suzuki, K. Kimura, Z. Fujimoto, M. Momma, M. Kobayashi, A. Kimura

F132 β-GLUCOSYLTRANSFERASES FROM PROTEOBACTERIA CATALYZE THE DISPROPORTIONATION OF LINEAR (β1→3)-LINKED GLUCO-OLIGOSACCHARIDE CHAINS...... 386 J. M. Dobrushowska, G. J. Gerwig, G. O. Hreggvidsson, J. O. Jonsson, O. H. Fridjonsson, D. Curti, R. R. Redgwell, L. Dijkhuizen, J. P. Kamerling

F133 STRUCURAL INSIGHT IN HISTO-BLOOD GROUP BINDING BY THE FIMBRIAL ADHESIN FEDF REVEALS AN ADDITIVE BINDING MECHANIMS THAT STEERS SPECIFICITY TOWARDS GLYCOLIPIDS ...... 387 Kristof Moonens, Julie Brouckaert, Maia De Kerpel, Annelies Coddens, Eric Cox, Thao Tran, Han Remaut, Henri De Greve

F134 SYSTEMATIC SYNTHESIS OF N-GLYCAN DERIVATIVES USING INVERSION OF C-2 HYDROXYL GROUP...... 388 S. Iwamoto, K. IIno, Y. Kasahara, Y. Ito, I. Matsuo

F135 STRUCTURE-FUNCTION ANALYSIS OF REOVIRUS ATTACHMENT PROTEIN SIGMA 1 ESTABLISHES THE GM2 GLYCAN AS A CO-RECEPTOR FOR TYPE 1 REOVIRUSES...... 389 K. Reiss, J. Stencel, B. S. Blaum, D. M. Reiter, Y. Liu, T. Feizi, T. S. Dermody, T. Stehle

F136 SINGLE AMINO ACID EXCHANGE IN BACTERIOPHAGE HK620 TAILSPIKE PROTEIN RESULTS IN THOUSAND FOLD INCREASE OF ITS OLIGOSACCHARIDE AFFINITY ...... 391 N. K. Broeker, U. Gohlke, J. J. Mueller, C. Uetrecht, U. Heinemann, R. Seckler, S. Barbirz

F137 MOLECULAR RECOGNITION AND IMMUNITY: MOLECULAR MODELLING OF TOLL-LIKE RECEPTOR 4 MODULATORS...... 392 J. A. Pinilla, L. Kubik, S. Martin-Santamaria

F138 LAMELLAR PHASES INCLUDING A CALIXARENE-BASED GLUCOSE FUNCTIONALIZED BOLAAMPHIPHILE FOR MULTIVALENT RECOGNITION...... 393 S. Aleandri, A. Casnati, G. Mancini, G. Rispoli, F. Sansone

F139 MODULATION OF PROSTACYCLIN SECRETION BY DIETARY POLYSULFATED POLYSACCHARIDE F-FUCOIDAN IN HUMANS ...... 394 K. Kanazawa, R. D. Ren, T. Hashimoto, Y. Nishitani, M. Mizuno, T. Ojima, M. Yoshida, T. Azuma

F140 GAS PHASE STUDY OF HUMAN ACID β-GLUCOSIDASE AND IMINOSUGAR PHARMACOLOGICAL CHAPERONES ...... 395 K. Rajabi, D. Douglas

F141 THE EXPERIENCE WITH THE MICHAELIS-ARBUZOV REACTION...... 398 J. Moravcova, I. Jambal, K. Kefurt, M. Hlavackova

F142 SYNTHESIS OF GLYCOSIDASE INHIBITORS VIA FREE RADICAL CYCLISATION REACTIONS: NEW SYNTHETIC APPROACHES TO IMINOSUGARS AND THIOSUGARS ...... 399 A. M. Malone, E. M. Scanlan

F143 COMPLEMENTARY PATHWAYS TO UNPROTECTED β-GLYCOSYL AZIDES...... 400 I. Boos, M. Niemietz, C. Unverzagt

F144 REGIOSELECTIVE POLYMETHYLATION OF α-(1→4)-LINKED MANNOPYRANOSE OLIGOSACCHARIDES ...... 401 L. Xia, T. L. Lowary

F145 ONGOING STUDIES ON SUGAR-DERIVED γ-AMINO ACIDS. PART 1: 2-(2- AMINOCYCLOHEXYL)ALKANOIC ACIDS AND THEIR PEPTIDES ...... 402 M. A. Gonzalez-Castro, A. M. Estevez, F. Sussman, J. C. Estevez, R. J. Estevez

F146 TARGETING BACTERIAL MEMBRANES BY AMPHIPHILIC AMINOSUGAR ANALOGUES ...... 403 I. M. Herzog, M. Feldman, Y. Berkov-Zrihen, M. Fridman

F147 CHEMO-ENZYMATIC SYNTHESIS OF LIPO-CHITINOLIGOSACCHARIDE (LCOS) ANALOGS WITH A CELLODEXTRIN BACKBONE ...... 404 N. Claisse, S. Vidal, S. Fort

F148 CLICK-ASSISTED SHORT SYNTHESES OF DIMERIC AND SELF-ASSEMBLING CYCLODEXTRINS ENABLE MANY APPLICATIONS...... 405 Segolene Adam De Beaumais, Mickael Menand, Matthieu Sollogoub

F149 CELLULOSE NANO-PARTICLES COVERED WITH POLY(METHYL METHACRYLATE) CHAINS OF BLOCK COPOLYMER OF CELLULOSE AND METHYL METHACRYLATE PRODUCED BY MECHANO CHEMICAL POLYMERIZATION...... 406 M. Sakaguchi, T. Ohura, T. Iwata, Y. Enomoto-Rogers

F150 THE FIRST TOTAL SYNTHESIS OF GANGLIOSIDE HPG-7...... 407 Y. Iwayama, H. Ando, H. Ishida, M. Kiso

F151 CYCLODEXTIRN BASED CORKS AS NOVEL ANTIMICROBIAL THERAPEUTICS...... 408 L. Jicsinszky, T. M. Robinson, K. Tuza, V. A. Karginov

F152 NMR ANALYSIS OF SIGLEC-7 CARBOHYDRATE RECOGNITION ...... 409 J. M. Propster, C. Landig, B. Vogeli, F. H. T. Allain, M. Schubert

F153 ORTHOGONALLY PROTECTED D-GLUCOSAMINE AND D-GALACTOSAMINE BUILDING BLOCKS FOR THE SYNTHESIS OF MUCIN TYPE OLIGOSACCHARIDES ...... 410 Suvarn S. Kulkarni, Madhu Emmadi

F154 IMINOSUGAR-BASED INHIBITORS OF INSECT TREHALASE...... 411 D. Bini, Sgambato, M. Forcella, F. Cardona, C. Matassini, P. Fusi, P. Parenti, L. Cipolla

F155 STEREOSELECTIVE SYNTHESIS OF A TETRAANTENNARY CORE-FUCOSYLATED N-GLYCAN AZIDE...... 413 M. Niemietz, S. Eller, T. Luber, C. Unverzagt

F156 SYNTHESIS OF A NOVEL FULL POLYSACCHARIDE-BASED DRUG DELIVERY SYSTEM ...... 414 Mohammad Sadeghi

F157 SYNTHESIS OF RHAMNOGALACTURONAN I OLIGOSACCHARIDES ...... 415 A. Zakharova, R. Madsen, M. H. Clausen

F158 SYNTHESIS AND BIOLOGICAL EVALUATION OF GLYCOSYLATED PORPHYRINS AS PHOTODYNAMIC THERAPY AGENTS ...... 416 R. Daly, G. Vaz, A. M. Davies, M. O. Senge, E. M. Scanlan

F159 USE OF JELLYFISH MUCIN (QNIUMUCIN) AS A BIODEGRADABLE ION-EXCHANGE POLYMER ...... 417 K. Ushida

F160 PYRANOSIDE CONFORMATIONAL EFFECT ON REACTIVITY AND SELECTIVITY IN GLYCOSYLATION REACTIONS ...... 418 S. Manabe, K. Ishii, H. Satoh, D. Hashizume, Y. Ito

F161 ENDO/EXO C-O BOND CLEAVAGE MANNERS OF GLYCOSIDES WITH 2,3-TRANS OR 2,3-CIS CYCLIC PROTECTING GROUPS ...... 419 H. Satoh, S. Manabe, Y. Ito, H. P. Luthi, T. Laino, J. Hutter

F162 ENZYMATIC SYNTHESIS OF POLY-N-ACETYLLACTOSAMINE (PLN) N- AND O-GLYCANS FOR GALECTIN RECOGNITION ...... 420 W. J. Peng, R. McBride, J. Pranskevich, M. Gilbert, W. Wakarchuk, N. Razi, J. C. Paulson

F163 ARRAYS OF PEGYLATED GLYCANS PREPARED BY ENZYMATIC SOLID-PHASE SYNTHESIS...... 421 J. Echevarria, S. Serna, M. Martin-Lomas, N. C. Reichardt

F164 IN VITRO AND IN VIVO RELEASE BEHAVIOR OF THEOPHYLLINE FROM SOME POLYMERIC CARRIERS BASED HYDROGELS ...... 422 O. Novac, C. N. Cheaburu, C. Vasile, C. E. Lupusoru, M. I. Popa

F165 CONFORMATION AND PHYSICAL PROPERTIES OF LINEAR AND CYCLIC ISOMALTOOLIGOSACCHARIDES IN AQUEOUS SOLUTION ...... 423 S. Suzuki, T. Yukiyama, A. Ishikawa, Y. Yuguchi, K. Funane, S. Kitamura

F166 EFFECT OF PLASTICIZER CONTENT ON ANTIOXIDANT ACTIVITY OF CHITOSAN-BASED FILMS...... 424 A. Cunha, C. Nunes, M. A. Coimbra, J. A. Lopes Da Silva

F167 ENZYMATIC DEGRADATION OF UNMODIFIED CHITOSAN AND DERIVATES THEREOF...... 426 F. Laffleur, F. Hintzen, G. Shahnaz, A. Bernkop-Schnurch

F168 ENANTIOSPECIFIC SYNTHESIS OF SPIROACETALS FROM ALDOSES VIA TANDEM ALDOL REACTION...... 427 Tomoya Machinami, Daisuke Miura, Ryou Kano, Ayumi Tsutsui, Takashi Fujimoto

F169 SYNTHESIS OF HETERO-GLYCOCLUSTERS AS NEW PLATFORMS FOR THE CONSTRUCTION OF ANTICANCER VACCINE CANDIDATES ...... 428 Michele Fiore, Baptiste Thomas, Pascal Dumy, Olivier Renaudet

F171 SYNTHESIS AND CHARACTERIZATION OF CARBOHYDRATE GRAFTED COPOLYMERS FOR HEAVY METALS, ANIONIC DYE REMOVALS AND FLOCCULATION...... 429 E. A. Al Alfy, H. E. Nasr, F. M. Tera, S. H. Samaha

F172 ORAL DELIVERY OF ACETAMINOPHEN USING NATURAL BASED SUPERABSORBENT HYDROGEL...... 430 Fatemeh Soleimani

POSTERS

P001 SYNTHESIS OF PECTIC OLIGOSACCHARIDES ...... 431 M. C. F. Andresen, M. H. Clausen

P002 SYNTHESIS OF OLIGOSACCHARIDES RELATED TO THE REPEATING UNIT OF THE CAPSULAR POLYSACCHARIDE FROM STREPTOCOCCUS PNEUMONIAE TYPE 37...... 432 T. Angles D'Ortoli, C. Hamark, G. Widmalm

P003 N-HHETEROARYL GLYCOSYLAMINES: SYNTHESIS, CU(II) COMPLEXES AND DNA INTERACTIONS ...... 433 Katerina Duskova, Cristina Garcia, Lourdes Gude, Maria Jose Fernandez, Antonio Lorente, Maria Selma Arias-Perez

P004 DEVELOPMENT OF BACTERIAL LABELING TOOLS BASED ON KDO ANALOGUES...... 434 A. Malleron, M. Awwad, A. Dumont, S. Dukan, B. Vauzeilles

P005 CHEMOENZYMATIC SYNTHESIS OF SAPOSIN C CARRYING COMPLEX-TYPE CARBOHYDRATE...... 435 Y. Asahina, H. Tanaka, M. Hagiwara, A. Ueki, H. Katayama, Y. Nakahara, A. Yoneshige, J. Matsuda, Y. Nakahara, H. Hojo

P006 ENANTIOSELECTIVE SYNTHESIS OF CIDOFOVIR AND ADEFOVIR ANALOGUES ...... 436 Mariam Azzouz, M. Isabel Matheu, Yolanda Diaz, Sergio Castillon

P007 SYNTHESIS OF LIPOOLIGOSACCHARIDE ANTIGENS FROM MYCOBACTERIA ...... 438 B. Bai, T. L. Lowary

P008 ORGANOCATALYTIC STEREOSELECTIVE SYNTHESIS OF 2-DEOXYGLYCOSIDES ...... 439 E. I. Balmond, D. M. Coe, M. C. Galan, E. M. McGarrigle

P009 REGIOSELECTIVE ENZYMATIC HYDROLYSIS OF ACETYLATED SUGARS PROVIDES AN USEFUL TOOL FOR THE PREPARATION OF GLYCOCONJUGATES...... 440 T. Bavaro, M. Terreni, I. Serra, G. Speranza, C. Morelli, F. Fasanella

P011 A HIGH-THROUGHPUT METHOD FOR THE SYNTHESIS OF CARBOHYDRATE-BASED PARAMAGNETIC COMPOUNDS ...... 441 M. A. Berbis, A. Mallagaray, A. Canales, F. J. Canada, J. Perez-Castells

P012 SYNTHESIS AND CYTOTOXIC EVALUATION OF GLYCOSILATED DIHYDROCUCURBITACIN B...... 442 V. R. Machado, I. T. Silva, K. L. Lang, L. A. Zimmermann, C. M. O. Simoes, F. J. Duran, G. M. Cabrera, J. A. Palermo, E. P. Schenkel, L. S. C. Bernardes

P013 SYNTHESIS OF 1-C-ALKYL-IMINO-D-GALACTITOLS AND RELATED COMPOUNDS AS POTENTIAL THERAPEUTIC AGENTS FOR KRABBE DISEASE ...... 443 A. Biela, F. Oulaidi, E. Gallienne, P. Compain, O. R. Martin

P014 STUDIES ON SELECTIVE TREHALASE INHIBITORS TOWARDS BIOINSECTICIDES...... 444 D. Bini, A. Sgambato, M. Forcella, F. Cardona, C. Parmeggiani, M. D. Diaz Hernandez, J. Jimenez-Barbero, P. Fusi, P. Parenti, L. Cipolla

P015 STRUCTURAL AND FUNCTIONAL ANALYSIS OF A MODIFIED GLYCOLYTIC PATHWAY IN THERMOCOCCUS LITORALIS: THE OPEN AND CLOSED CONFORMATIONS OF AN ADP-DEPENDENT GLUCOKINASE ...... 446 A. Herrera-Morande, J. A. Rivas-Pardo, F. J. Fernandez, V. Guixe, M. C. Vega

P016 FORMATION OF β-GLYCOSIDES OF N-ACETYL GLUCOSAMINE USING CATALYTIC IRON(III) TRIFLATE : SCOPE AND LIMITATIONS ...... 448 F. D. Boyer, S. Stevenin, M. Pucheault, J. M. Beau

P017 STEREOCHEMISRTY CONTROL IN GLYCOSYLATION VIA MODIFIED O-2-BENZYL GROUP ...... 449 S. Buda, J. Mlynarski

P018 APPROACH TO THE SYNTHESIS OF BUTYRYLCHOLINESTERASE NUCLEOSIDE INHIBITORS...... 450 V. Cachatra, A. Almeida, A. P. Rauter

P019 SIALIC ACID CONJUGATE AS PARAMAGNETIC SYSTEM FOR MAGNETIC RESONANCE APPLICATIONS...... 451 A. Capitoli, D. Bini, U. Cosentino, G. Moro, A. Canales, J. Jimenez-Barbero, L. Cipolla, F. Nicotra

P020 STUDIES ON SUBSTRATE SPECIFITY OF LIGASE WAAL ...... 453 A. Capitoli, D. Bini, L. Gabrielli, M. A. Valvano, L. Cipolla, F. Nicotra

P021 SYNTHESIS OF MULTIVALENT IMINOSUGARS...... 455 F. Cardona, G. D'Adamio, C. Matassini, A. Goti

P022 SYNTHESIS AND EVALUATION OF MODIFIED IMINOSUGARS...... 456 L. O. B. Zamoner, E. S. Rodrigues, S. K. Haddad, I. Carvalho

P023 MIXTURES OF IONIC LIQUIDS WITH FLUORIDE COUNTER-ION AND DMSO AS SOLVENTS AND REACTION MEDIA FOR CELLULOSE ...... 457 Romeu Casarano, Omar A. El Seoud

P024 NEW MOLECULES ACTIVE ON TLR4-LPS SIGNALLING: SYNTHETIC LIPID A ANALOGUES AND CHEMICALLY MODIFIED LPS...... 459 C. Ciaramelli, V. Calabrese, F. Peri

P025 NON-SYMMETRICALLY GLYCOSYLATED PHTHALOCYANINES FOR PHOTODYNAMIC THERAPY...... 460 G. Crucius, A. Lyubimtsev, M. Hanack, T. Ziegler

P026 TOWARD LONG CHAIN CARBOHYDRATES USING CHIRAL NITRONE-CHIRAL OLEFIN CYCLOADDITION ...... 461 Y. Chapleau, E. Oukani, O. E. H. Jackowski, F. Chretien

P027 CHEMO-ENZYMATIC SYNTHESIS OF HIGHLY BRANCHED AND ASYMMETRICALLY SUBSTITUTED GLYCANS ...... 463 Z. S. Chinoy, Z. Wang, G. J. Boons

P028 SYNTHESIS OF OLIGOARABINANS...... 465 M. Daugaard, M. H. Clausen

P029 SYNTHESIS OF NOVEL FUNCTIONAL BLOCK-COPOLYMERS FROM O-ACETYL GALACTOGLUCOMANNAN USING DIFFERENT POLYMERIZATION TECHNIQUES...... 466 D. Dax, C. Xu, S. Willfor

P030 EXPLORING THE USE OF N-TETRACHLOROPHTHALOYL-PROTECTED BUILDING BLOCKS FOR THE SYNTHESIS OF CHONDROITIN SULFATE OLIGOSACCHARIDES...... 467 J. L. De Paz, S. Maza, P. M. Nieto

P031 SYNTHESIS OF NEW 2-DEOXY-GLYCOSIDES AND THIO ANALOGUES WITH APPLICATION IN INFECTIOUS DISEASES AND AGEING...... 468 C. Dias, A. Martins, P. Davis, R. A. Staniforth, B. Chen, A. P. Rauter

P032 SYNTHESIS OF DIHYDROPYRIMIDINONES FROM SUGAR DERIVATIVES...... 469 M. A. Domingues, M. I. Ismael, J. A. Figueiredo, A. Tatibouet, M. Schuler

P033 ARSENIC-C-GLYCOSIDES: APPLYING THE PAUL ERLICH’ “MAGIC BULLET” CONCEPT IN THE TREATMENT OF CANCER ...... 470 G. D'Orazio, C. Zona, G. Parisi, C. Policano, R. Mechelli, G. Codacci-Pisanelli, M. Pitaro, G. Ristori, M. Salvetti, F. Nicotra, B. La Ferla

P034 ENZYMATIC GLYCOSYLATION OF DIMERIC GLYCOMIMETICS...... 471 A. Drozdova, Ch. E. Kupper, H. Pelantova, L. Elling, V. Kren

P035 SYNTHESIS OF DERMATAN SULFATE GOLD NANOPARTICLES ...... 472 Chao Cai, Yuguo Du, Vicky Gibson

P036 ELECTROPHILIC FLUORINATION OF EXO-GLYCALS FOR THE GENERATION OF BACTERIAL ENZYME INHIBITORS ...... 474 Lidia Dumitrescu, Stephane P. Vincent

P037 AUTOMATED SOLID-PHASE SYNTHESIS OF CHONDROITIN SULFATE GLYCOSAMINOGLYCANS...... 475 S. Eller, M. Collot, J. Yin, H. S. Hahm, P. H. Seeberger

P038 BENZYL-FREE APPROACH ALLOWS SYNTHESIS OF MYCOBACTERIAL ARABINOFURANOSE OLIGOSACCHARIDES WITH AZIDO GROUP IN AGLYCON...... 477 K. G. Fedina, P. I. Abronina, N. M. Podvalnyy, N. N. Kondakov, V. I. Torgov, L. O. Kononov

P039 SYNTHESIS AND ANTIOXIDANT ACTIVITY OF HYDRAZINE SUGAR DERIVATIVES ...... 478 J. A. Figueiredo, S. Santos, M. I. Ismael, A. C. Fernandes

P040 SYNTHESIS, REACTIVITY AND SELECTIVITY STUDIES ON CARBAGLYCAL-DERIVED N- PROTECTED AZIRIDINES 3α AND 3β AS NEW USEFUL CARBASUGARS SYNTHETIC TOOLS...... 479 Valeria Di Bussolo, Ileana Frau, Paolo Crotti

P041 AZASUGAR SYNTHESIS USING N-IODATION REACTIONS...... 480 M. Fusaro, V. Chagnault, D. Postel

P042 NMR STUDIES ON SUBSTRATE SPECIFICITY OF ARABINOSE 5-PHOSPHATE ISOMERASE...... 481 L. Gabrielli, S. Merlo, C. Airoldi, P. Sperandeo, A. Polissi, F. Nicotra, T. P. Holler, R. W. Woodard, L. Cipolla

P043 SYNTHESIS AND PRELIMINARY BIOLOGICAL EVALUATION OF CARBA ANALOGUES FROM NEISSERIA MENINGITIDIS A CAPSULAR POLYSACCHARIDE...... 483 Qi Gao, Laura Poletti, Marta Tontini, Luigi Lay

P044 SCALABLE SYNTHESIS OF IDURONATES AND APPLICATION TO SCALABLE SYNTHESIS AND BIOLOGY OF HEPARAN SULFATE DODECASSACCHARIDES...... 484 S. U. Hansen, G. J. Miller, M. Barath, K. Broberg, E. Avizientye, C. L. Cole, G. Rushton, G. C. Jayson, J. M. Gardiner

P045 TOTAL SYNTHESIS OF PANDAROSIDES E - J ...... 485 P. M. Golebiowska, J. Mlynarski

P046 SYNTHESIS OF ZWITTERIONIC OLIGOSACCHARIDES ANALOGOUS TO SP14 CAPSULAR POLYSACCHARIDE REPEATING UNIT...... 486 Tiziana Gragnani, Giorgio Catelani, Felicia D'Andrea, Alessio Griselli, Chiara Esposto, Laura Legnani, Lucio Toma

P047 GLYCOSYL METHANETHIOSULFONATES AS ACCEPTORS/LATENT DONORS IN GLYCOSYLATIONS ...... 487 E. J. Grayson, B. G. Davis

P048 TOWARDS NEW SYNTHETIC LIPID A MIMETICS ...... 488 S. Gugliotta, V. Calabrese, F. Peri

P049 SYNTHESIS, ANTIGENICITY AGAINST HUMAN SERA AND STRUCTURE-ACTIVITY RELATIONSHIPS OF CARBOHYDRATE MOIETY FROM TOXOCARA LARVAE AND ITS ANALOGUES ...... 489 N. Hada, A. Koizumi, T. Tsuchiya, F. Kiuchi, K. Yamano

P050 PROBING THE SUBSTRATE SPECIFICITY OF ENDO-α-MANNOSIDASE WITH EPIMERIC α-MAN- 1,3-α-MAN/α-GLC-1,3-α-MAN CONFIGURED SUBSTRATES AND INHIBITORS ...... 490 Zalihe Hakki, Andrew J. Thompson, Terry Butters, Gideon J. Davies, Spencer J. Williams

P051 DENDRIMER-VACCINES CONSISTING OF MUC1-GLYCO-DODECAPEPTIDES AND THEIR IMMUNOLOGICAL EVALUATION...... 491 A. Kaiser, N. Gaidzik, S. Hartmann, H. Kunz

P052 BIS-GLYCOSYLATED FERROCENE AS TOOLS TO INVESTIGATE CARBOHYDRATE- CARBOHYDRATE INTERACTIONS ...... 492 T. Hasegawa, S. Riku, Y. Togashi

P053 THE COMPUTATIONAL DESIGN AND SYNTHESIS OF GLYCOMIMETICS FOR THE INHIBITION OF PATHOGENHOST INTERACTIONS ...... 494 J. L. Hendel, H. Smith, P. V. Murphy, R. J. Woods

P054 SYNTHESIS OF FLUORINATED CARBOHYDRATES USING PERFLUOROALKANESULFONYL FLUORIDES...... 495 J. Hesse, A. Holemann

P055 SYNTHESES OF DERIVATIVES OF PHENOLIC GLYCOLIPID ...... 496 J. Hesse, D. Kmoch, B. Sorge, M. Tokarski, A. Holemann

P056 H-BONDING CYCLIZATION OF PEPTIDE BACKBONE OF ANTI-FREEZE GLYCOPEPTIDE IN FLUORINATED ALCOHOLS...... 497 H. Hinou, K. Hyugaji, F. Garcia-Martin, S. I. Nishimura, F. Albericio

P057 CHEMICAL SYNTHESIS OF IMMUNOGLOBULIN DOMAIN OF TIM-3 USING THE LIGATION METHOD ...... 498 H. Hojo, Y. Asahiana, S. Kamitori

P058 SYNTHESIS OF 4-AMINO-4-DEOXY-L-ARABINOSE MODIFIED LIPID A...... 499 R. Hollaus, P. Kosma, A. Zamyatina

P060 SIMPLE AND STEREOSPECIFIC STRATEGY FOR SYNTHESIS OF BIOLOGICALLY ACTIVE CARBOHYDRATES. SYNERGIC EFFECT OF MO(VI) CATALYST AND MICROWAVE FIELD...... 500 Hricoviniova Zuzana

VOLUME 2

P061 SYNTHESIS OF 3-O-SULFONATED HEPARAN SULFATE OCTASACCHARIDES THAT INHIBIT THE HERPES SIMPLEX VIRUS TYPE 1 HOST–CELL INTERACTION ...... 501 H. Yu-Peng, L. Shu-Yi, H. Shang-Shang

P062 SCALING UP THE SYNTHESIS OF A HEPARIN REPEATING REGION DODECASACCHARIDE FOR IN VIVO EVALUATION OF A HIV ENTRY INHIBITOR ...... 503 Z. Hu, C. Le Narvor, F. Baleux, H. Lortat-Jacob, D. Bonnaffe

P063 MANNOSYLATION: MECHANISTIC STUDY USING THE RELATIVE KINETIC METHOD BY INTRAMOLECULAR AND INTERMOLECULAR COMPETITION REACTIONS...... 504 M. Huang, P. Retailleau, L. Bohe, D. Crich

P064 SYNTHESIS OF CYCLOSAL-ACTIVATED GLYCOPYRANOSYL PHOSPHATES AND THEIR USE AS KEY BUILDING BLOCKS IN SYNTHESIS ...... 505 J. Huchting, C. Meier

P065 SYNTHESIS OF FLUORINATED OLIGOSACCHARIDES FOR INTERACTION STUDIES WITH LECTINS...... 506 S. Oscarson, A. S. Infantino

P066 APPLICATION OF NAP ETHER-MEDIATED INTRAMOLECULAR AGLYCON DELIVERY TO STEREOSELECTIVE CONSTRUCTION OF XYLOMANNAN FRAGMENT CONTAINING 1,2-CIS GLYCOSIDES...... 507 A. Ishiwata, A. Sakurai, Y. Ito

P067 SYNTHESIS OF NEW CARBOHYDRATE-DERIVED COMPOUNDS β-AMYLOID INHIBITORS WITH POTENTIAL APPLICATION TO ALZHEIMER´S DISEASE ...... 508 R. A. Pereira, C. M. Anjo, J. A. Figueiredo, A. P. Rauter, M. I. Ismael

P068 SYNTHESIS OF PSEUDO GLYCOPEPTIDES USING 1,3-DIOL DERIVATIVE ...... 509 Y. Ito, Y. Tomobechi, T. Inazu

P069 SYNTHETIC STUDY OF N-LINKED OLIGOSACCHARIDE USING SELECTIVELY DEPROTECTABLE COMMON MONOSACCHARIDE ...... 511 K. Iwata, C. Araki, M. Hirano, K. Totani

P070 CHEMICAL MODIFICATION OF INULIN TO DEVELOP ADVANCED BIOMATERIALS HAVING β- 2,1-FRUCTAN SCAFFOLDS ...... N/A Izawa, Kazumi

P071 CHEMICAL SYNTHESIS OF INTENTIONALLY MISFOLDED HOMOGENEOUS GLYCOPROTEIN: A UNIQUE APPROACH FOR THE STUDY OF GLYCOPROTEIN QUALITY CONTROL ...... 512 M. Izumi, Y. Makimura, S. Dedola, A. Seko, A. Kanamori, M. Sakono, Y. Ito, Y. Kajihara

P072 THE USEFULNESS OF ORTHOGONAL PROTECTING GROUP STRATEGY: SYNTHESIS OF FOUR HEPARIN TETRASACCHARIDES FROM A SINGLE PROTECTED INTERMEDIATE...... 513 Z. Jakab, P. Fugedi

P073 SYNTHESIS OF A NOVEL SERIES OF SUGAR MODIFIED CURCUMIN DERIVATIVES AND THEIR MULTI-DRUG RESISTANCE MODULATING ACTIVITY...... N/A Jiang, Tao

P074 SYNTHESIS OF FLUORESCENT BI-FUNCTIONAL METHOXY-AMINO LINKERS FOR GLYCAN ARRAY APPLICATIONS ...... 514 C. Jimenez-Castells, I. B. H. Wilson, P. Kosma

P075 N-ALKYL THIOCARBAMATES DERIVATIVES OF L-FUCOPYRANOSE IN THE SYNTHESIS OF α- GLYCOSIDES AND GLYCOCONJUGATES...... 515 Anna Kasprzycka, Agata Ptaszek-Budniok, Wieslaw Szeja

P076 PERFLUORINATED GLYCO-CLUSTER ON LIPOPHILIC CELL MEMBRANE...... 516 R. Katayama, M. C. Kasuya, K. Hatanaka, A. Tsuchida

P077 TOWARDS THE SYNTHESIS OF CHONDROITIN SULFATE OLIGOSACCHARIDES USING N- TRIFLUOROACETYLPROTECTED BUILDING BLOCKS...... 517 M. M. Kayser, S. Maza, J. L. De Paz, P. M. Nieto

P078 EFFECT OF AGLYCON STRUCTURE ON GLYCOSYLATION BY CELLS...... 518 T. Kimura, K. Miyamura, M. C. Kasuya, K. Hatanaka

P079 ASYMMETRIC SYNTHESIS OF THIOCHROMANS FROM CARBOHYDRATE CHIRAL POOL...... 519 Henok H. Kinfe, Paseka T. Moshapo

P080 A SYNTHETIC STUDY ON ERYTHROPOIETIN GLYCOFORM CONTAINING HIGH-MANNOSE TYPE OLIGOSACCHARIDE...... 520 T. Kiuchi, Y. Makimura, R. Okamoto, M. Izumi, Y. Ito, Y. Kajihara

P081 SYNTHESIS OF C-GLYCOSIDES VIA GOLD-CATALYZED OXIDATIVE FUNCTIONALIZATION OF ALKENES ...... 521 D. Kmoch, A. Holemann

P082 3,6-DIDEOXY-3,6-IMINOHEXOPYRANOSIDES AS ORGANOCATALYSTS FOR THE ASYMMETRIC MICHAEL ADDITION...... 522 M. Kojima, A. Miyazawa, Y. Yasuno, S. Takeuchi, Y. Nakamura

P083 SYNTHESIS OF NOVEL THIOGLYCOSIDE ANALOGS AS THE SUBSTRATES AND/OR THE INHIBITORS OF CELLOBIOHYDROLASES FOR FACILE AND USEFUL ENZYMATIC EVALUATION METHOD ...... 523 Shiro Komba, Takeshi Terauchi, Yoshiyuki Koyama, Sachiko Machida, Takafumi Kasumi

P084 THE NEW REACTION IN CARBOHYDRATE CHEMISTRY: ISOMERIZATION OF PYRANOSIDES INTO FURANOSIDES UNDER PER-O-SULFATION CONDITIONS ...... 525 V. Krylov, D. Argunov, D. Vinnitskiy, N. Ustyuzhanina, N. Nifantiev

P085 SYNTHESIS OF S-LINKED α(2→8) OLIGOSIALIC ACID AND GD3 ...... 526 T. C. Kuan, C. F. Liang, C. C. Lin

P086 SYNTHESIS OF FRAGMENTS OF SALMONELLA TYPHI CAPSULAR POLYSACCHARIDE AND THEIR ZWITTERIONIC ANALOGUES ...... 527 M. Fusari, D. Cancogni, A. Malvestiti, R. Piovera, L. Lay

P087 HYDROTHIOLATION OF 2-ACETOXY GLYCALS: SYNTHESIS OF S-LINKED GLYCOCONJUGATES AND SDISACCHARIDES BY THE THIOL-ENE COUPLING ...... 530 L. Lazar, M. Csavas, M. Herczeg, P. Herczegh, A. Borbas

P088 SYNTHESIS OF SULFONIC ACID-CONTAINING MALTO-OLIGOSACCHARIDES BY OLIGOMERIZATION AND BLOCK SYNTHESIS USING A 6-DEOXY-6-SULFONATOMETHYL THIOGLUCOSIDE MONOMER ...... 531 A. Fekete, M. Herczeg, L. Lazar, S. Antus, A. Borbas

P089 D-PSICOSE PRODUCTION BY A THERMOSTABILIZED D-PSICOSE 3-EPIMERASE VARIENTS FROM AGROBACTERIUM TUMEFACIEN ...... 532 S. H. Lee, J. G. Choi, D. K. Oh

P090 DESIGN, SYNTHESIS AND THE EFFECT OF 1,2,3-TRIAZOLE SIALYLMIMETIC NEOGLYCOCONJUGATES ON TRYPANOSOMA CRUZI AND ITS CELL SURFACE TRANS-SIALIDASE...... 533 V. L. Campo, R. Sesti-Costa, Z. A. Carneiro, J. S. Silva, I. Carvalho

P091 SYNTHESIS OF NEW AMINO-KETOHEPTULOSES...... 534 Yevgeniy Leshch, Anna Jacobsen, Joachim Thiem

P092 SYNTHESIS OF A-6-DEOXY-6-AMINOGLUCOGLYCEROLIPID ANALOGUES, INHIBITORS OF HUMAN MYT1-KINASE ...... 535 Y. H. Sun, J. Zhang, C. X. Li, H. S. Guan, G. L. Yu

P093 DOUBLE MICHAEL ADDITION IN THE SYNTHESIS OF ALPHA-2-DEOXY-ULOSIDES FROM BETA- ENAMINO KETONE ...... 536 P. C. Lin, Z. P. Lin, Y. B. Chen, C. W. Chang, Y. H. Chou, H. C. Lin

P094 SYNTHESIS OF AN IMMUNOMODULATOR PHOSPHOGLYCOLIPID FROM THERMOPHILIC BACTERIA ...... 537 H. J. Lin, C. C. Lin

P096 CONSTRUCTION OF NOVEL SUGAR DERIVATIVES VIA SUCCESSIVE MICHAEL ADDITION - 1,3- DIPOLAR CYCLOADDITION REACTIONS...... 538 J. Luginina, V. Rjabovs, M. Turks, S. Belyakov

P097 PROLINAMIDE-CATALYZED ALDOL REACTION OF ACETONE WITH ALDOSE IN AQUEOUS MEDIA...... 539 Daisuke Miura, Ryou Kano, Tomoe Okabe, Ayumi Tsutsui, Takashi Fujimoto, Tomoya Machinami

P098 NOVEL TRIAZOLYL GLYCOHYBRIDS WITH ALLO-, GALACTO- AND GULO-CONFIGURATION...... 540 J. Mackevica, M. Turks

P099 EFFICIENT REGIOSELECTIVE 6-O-GLYCOSYLATIONS OF UNPROTECTED THIOPHENYL GLYCOPYRANOSIDES VIA TIN ACTIVATION...... 541 A. Maggi, R. Madsen

P100 A SYNTHETIC STUDY OF HIGHLY BRANCHED COMPLEX-TYPE N-GLYCANS FROM BI- ANTENNARY N-GLYCAN...... 542 Y. Maki, R. Okamoto, Y. Kajihara

P101 HIGHLY FLEXIBLE SUZUKI-BASED MODULAR METHODOLOGY FOR THE SYNTHESIS OF NEW RIGID LANTHANIDE BINDING TAGS ...... 543 A. Mallagaray, C. P. Sousa, J. Jimenez-Barbero, G. Dominguez, J. Perez-Castells

P102 ANTI ALDOL REACTIONS BETWEEN AN L-ERYTHRULOSE DERIVATIVE AND α-CHIRAL ALDEHYDES ...... 544 S. Diaz-Oltra, P. Ruiz, E. Falomir, J. Murga, M. Carda, J. A. Marco

P103 REDUCTION OF KETONES CATALYZED BY OXO-COMPLEXES USING CARBOHYDRATES AS CHIRAL LIGANDS...... 546 Ivania Cabrita, Sara C. A. Sousa, Ana C. Fernandes

P141 AMAZING TALES ABOUT THE PRODUCTION OF A GLYCOSIDASE FROM LACTOBACILLUS PLANTARUM ...... 547 Ivan Acebron, Jose A. Curiel, Blanca De Las Rivas, Rosario Munoz, Jose M. Mancheno

P142 BRANCHED OLIGOSACCHARIDES WITH A DEFINED 3D STRUCTURE AS REVEALED BY NMR SPECTROSCOPY...... 548 T. H. Aeschbacher, M. Zierke, F. H. T. Allain, M. Schubert

P143 STRUCTURAL INVESTIGATION OF THE THERMOSTABILITY AND PRODUCT SPECIFICITY OF AMYLOSUCRASE FROM THE BACTERIUM DEINOCOCCUS GEOTHERMALIS ...... 549 F. Guerin, S. Barbe, S. Pizzut-Serin, G. Potocki-Veronese, D. Guieysse, V. Guillet, P. Monsan, L. Mourey, M. Remaud-Simeon, S. Tranier, I. Andre

P144 MOLECULAR RECOGNITION OF GLYCOSAMINOGLYCAN OLIGOSACCHARIDES BY LANGERIN ...... 550 J. Angulo, J. C. Munoz-Garcia, E. Chabrol, J. L. De Paz, J. Rojo, F. Fieschi, P. M. Nieto

P145 STRUCTURAL ELUCIDATION OF THE O-ANTIGENIC POLYSACCHARIDE FROM THE LIPOPOLYSACCHARIDE OF YERSINIA ENTEROCOLITICA SEROTYPE O:50...... 551 A. Beczala, K. A. Duda, M. Skurnik, O. Holst

P146 STD-NMR STUDIES OF N-GLYCAN RECOGNITION BY PLANT LECTINS...... 552 Pilar Blasco, Ana Arda, F. Javier Canada, Sabine Andre, Hans-Joachim Gabius, Carlo Unverzagt, Jesus Jimenez-Barbero

P147 RALSTONIA SOLANACEARUM LECTIN INTERACTIONS, A NMR STUDY...... 553 P. Bystricky, M. Polorna, K. Kubicek, L. Zidek, M. Wimmerova

P148 NEW LANTHANIDE BINDING TAGS FOR THE STRUCTURAL CHARACTERIZATION OF CARBOHYDRATES, BOTH IN THE FREE STATE AND BOUND TO PROTEIN RECEPTORS ...... 554 A. Canales, A. M. Berbis, A. Mayagaray, G. Dominguez, J. Perez-Castells, J. Jimenez-Barbero

P149 STRUCTURAL CHARACTERIZATION OF THE LIPOPOLYSACCHARIDE FROM A NOVEL HALOALKALOPHILIC BACTERIUM, SALINIVIBRIO SHARMENSIS BAGT...... 555 S. Carillo, G. Pieretti, B. Nicolaus, I. Romano, B. Lindner, R. Lanzetta, M. Parrilli, M. M. Corsaro

P150 THE SACCHARIDIC COMPOSITION OF THE OUTER MEMBRANE OF THE OBLIGATE PSYCHROPHILE MARINE BACTERIUM COLWELLIA PSYCHRERYTHRAEA STRAIN 34H...... 556 S. Carillo, G. Pieretti, E. Parrilli, F. Sannino, M. L. Tutino, R. Lanzetta, M. Parrilli, M. M. Corsaro

P151 REVISITING β-GLUCAN STRUCTURAL FEATURES OF BREWERS SPENT YEAST CELL WALLS ...... 558 Elisabete Coelho, Mariana Pinto, Manuel A. Coimbra

P152 GLUCOGALACTOFURANAN: A POLYSACCHARIDE ISOLATED FROM THE CELL-WALL OF VERTICILLIUM LECANII ...... 560 M. L. Corradi Da Silva, A. F. D. Vasconcelos, D. T. D. Exposti, S. M. A. Alexandre, J. L. M. Silveira, D. R. B. Ducatti

P153 EFFECTS OF RING SUBSTITUTIONS ON THE THERMODYNAMICS OF SUCROSE ANALOGUES HYDROLYSIS – A DENSITY FUNCTIONAL THEORY STUDY ...... 561 D. Daude, N. Tarrat, M. Remaud-Simeon, I. Andre

P154 HYDRATION OF CARBOHYDRATES: NMR STUDIES ON SOLUTE-SOLUTE AND SOLUTE- SOLVENT INTERACTION ...... 562 M. D. Diaz, K. E. Ramirez-Gualito, N. E. Schlorer, J. Jimenez-Barbero

P155 CONFORMATIONAL ANALYSIS AND MOLECULAR DYNAMICS SIMULATIONS OF α-N-LINKED GLYCOPEPTIDES...... 563 F. Doro, F. Marcelo, C. Colombo, M. Stucchi, F. Vasile, A. Bernardi, J. Jimenez-Barbero

P156 STRUCTURAL STUDIES OF THE O-ANTIGENIC POLYSACCHARIDE OF THE BOVINE MASTITIS ISOLATE ESCHERICHIA COLI SEROTYPE O174 ...... 565 K. A. Duda, O. Holst

P157 NMR AND COMPUTATIONAL APPROACHES FOR THE CHARACTERIZATION OF PROTEIN- CARBOHYDRATE INTERACTIONS ...... 566 M. C. Fernandez-Alonso, F. J. Canada-Vicinay, J. Jimenez-Barbero

P158 ANALYSIS OF DENSITY-DEPENDENT BINDING OF GLYCANS BY LECTINS USING NEOGLYCOPEPTIDE MICROARRAYS ...... 567 Pai Jaeyoung, Tian Xizhe, Yoon Taijin, Shin Injae

P159 HIGHLY ACIDIC ARABINOXYLAN FROM PINEAPPLE GUM EXUDATE ...... 568 F. F. Simas-Tosin, R. Wagner, G. C. Z. Pereira, R. R. Barraza, C. F. Wendel, L. M. Souza, G. L. Sassaki, M. Iacomini, P. A. J. Gorin

P160 A GASTROPROTECTIVE ARABINOXYLAN FROM GUM EXUDATE OF COCONUT TREES (COCOS NUCIFERA)...... 569 F. F. Simas-Tosin, R. R. Barraza, C. H. Baggio, D. Maria-Ferreira, M. F. P. Werner, R. Wagner, G. L. Sassaki, M. Iacomini, P. A. J. Gorin

P161 GLYCOMIMETIC LIGANDS OF DC-SIGN: STRUCTURAL NMR ANALYSIS OF THEIR MOLECULAR RECOGNITION EVENTS...... 570 C. Guzzi, N. Varga, D. Doknic, R. Ribeiro Viana, J. J. Reina, M. Thepaut, F. Doro, F. Fieschi, A. Bernardi, J. Rojo, J. Angulo, P. M. Nieto

P162 NMR STUDY OF THE GLYCAN-RELATED BIOLOGICAL INTERACTIONS USING SYNTHETIC GLYCANS...... 571 S. Hanashima, Y. Yamaguchi

P163 STRUCTURAL AND FUNCTIONAL CHARACTERISATION OF NEOLECTIN WITH CONTROLLED VALENCY ...... 573 J. Arnaud, A. Audfray, J. Claudinon, A. Varrot, W. Romer, A. Imberty

P164 THE STRUCTURE OF A RHAMNO-POLYSACCHARIDE ISOLATED FROM ENTEROCOCCUS FAECIUM E155 ...... 574 Z. Kaczynski, A. Bychowska, C. Theilacker, M. Czerwicka, K. Marszewska, J. Huebner, O. Holst, P. Stepnowski

P165 CHEMICAL STRUCTURE OF THE O-POLYSACCHARIDE ISOLATED FROM CRONOBACTER SAKAZAKII NTU 696...... 575 K. Marszewska, M. Czerwicka, A. Bychowska, P. Stepnowski, Z. Kaczynski

P166 INTERACTION OF BACTERIAL O-ANTIGEN POLYSACCHARIDES WITH TAILSPIKE PROTEIN OF SHIGELLA PHAGE SF6: A MOLECULAR DYNAMICS STUDY ...... 576 Y. Kang, S. Barbirz, R. Lipowsky, M. Santer

P167 A NEW TRIAMINO SUGAR, 2,3,4 TRIACETAMIDO-2,3,4 TRIDEOXY-L ARABINOSE, IN THE O- SPECIFIC POLYSACCARIDE OF PSYCHROBACTER CRYOHALOLENTIS ...... 578 A. N. Kondakova, K. A. Novototskaya, N. P. Arbatsky, M. S. Drutskaya, V. A. Shcherbakova, A. S. Shashkov, D. A. Gilichinsky, S. A. Nedospasov, Y. A. Knirel

P178 SYNTHESIS AND BIOLOGYCAL EVALUATION OF AZETIDINES DERIVED FROM CARBOHYDRATES ...... 579 N. Araujo, R. F. Martinez, G. M. J. Lenagh-Snow, A. F. G. Glawar, S. F. Jenkinson, A. Kato, G. W. J. Fleet

P179 STRUCTURE SELECTIVE VIRAL RNA RECOGNITION ...... 580 B. Simon, D. J. Berrisford

P180 STUDIES ON THE BIOSYNTHESIS OF AN EXOPOLYSACCHARIDE BY VIBRIO DIABOLICUS...... 581 V. Boursicot, C. Sinquin, J. Ratiskol, S. Colliec-Joualt, G. Lapointe, C. Delbarre-Ladrat

P181 FUNCTIONALIZED SUBSTRATES FOR GLYCOSYNTHASE-ASSISTED PRODUCTION OF ARTIFICIAL POLYSACCHARIDES...... 582 V. Codera, E. Andres, M. Faijes, A. Planas

P182 IMPROVED CANCER-SPECIFICITY OF THE CA125 (MUC16) SERUM ASSAY BY MICROARRAY...... 584 Kowa Chen, Aleksandra Gentry-Maharaj, Matthew Burnell, Ulla Mandel, Ian Jacobs, Anne Dawnay, Henrik Clausen, Usha Menon, Ola Blixt

P183 STUDY OF XYLOOLIGOSACCHARIDES OXIDATION TOWARD UNDERSTANDING BLEACHING PULP AND PAPER INDUSTRIAL PROCESS...... 585 E. V. Costa, D. V. Evtuguin, M. R. Domingues

P184 PRELIMINARY STUDIES ON A NOVEL STRATEGY FOR THE SYNTHESIS OF CARBO- AND ...... N/A Estévez Cabanas, Ramón

P185 ALKOXYAMINE-N-GLYCOSIDES IN THE SYNTHESIS OF MULTIVALENT GLYCOCONJUGATES...... 586 A. Oliete, E. Martinez-Castro, O. Lopez, I. Maya, J. G. Fernandez-Bolanos

P186 BICYCLIC NOJIRIMYCIN ANALOGUES RESCUE GLUCOCEREBROSIDASE ACTIVITY IN AN INDUCED PLURIPOTENT STEM CELL MODEL OF NEUROPATHIC GAUCHER DISEASE...... 587 G. Gustavo Tiscornia, E. Lorenzo Vivas, I. Berniakovich, L. Matalonga, C. Eguizabal Argaiz, F. Gonzalez, R. Vassena, M. Barragan Monasterio, L. Laura Gort, A. Ribes, C. Ortiz Mellet, J. M. Garcia Fernandez, A. Veiga, J. C. Izpisua Belmonte

P187 A STEREOCONTROLLED CONSTRUCTION OF 1,2-CIS-α-GALACTOSIDIC LINKAGES USING THE PHOSPHATE METHOD: STEREOSELECTIVE SYNTHESIS OF MUCIN-TYPE GLYCOPEPTIDE CORE STRUCTURES ...... 588 K. Kakita, T. Tsuda, S. Nakamura, H. Nambu, S. Hashimoto

P188 NEW CARBOHYDRATE DERIVATIVES CONTAINING SELENIUM AS ANTIOXIDANT AGENTS ...... 589 P. Merino-Montiel, S. Maza, S. Martos-Delgado, O. Lopez, I. Maya, J. G. Fernandez-Bolanos

P189 SYNTHESIS OF CLOSTRIDIUM DIFFICILE CELL-SURFACE POLYSACCHARIDE REPEATING UNITS...... 590 Christopher E. Martin, Markus W. Weishaupt, Peter H. Seeberger

P195 THE ROUTES OF UPTAKE AND CATABOLISM OF ISOMALTOOLIGOSACCHARIDES IN PROBIOTIC BACTERIA...... 591 M. Abou Hachem, M. Moller, F. Fredslund, J. M. Andersen, A. Majumder, H. Nakai, S. J. Lahtinen, J. G. Yong, T. R. Klaenhammer, R. Barrangou, L. Lo Leggio, B. Svensson

P196 SYNTHESIS AND LIQUID CRYSTAL PROPERTIES OF CLICKED GLYCOSTEROIDS...... 592 R. Beaulieu, I. Stasik, C. Meyer, E. Grand, V. Deveaux, J. Kovensky

P197 EVALUATION OF THE BIOCHEMICAL AND BIOLOGICAL ACTIVITY OF SULFOGLYCOLIPIDS TARGETING PROTEIN KINASE B (AKT)...... 593 B. Costa, M. Vetro, F. Comelli, L. Gabrielli, L. Cipolla, G. Cassinelli, C. Lanzi, D. Colombo

P199 INCLUSION COMPLEX OF ATORVASTATIN WITH β-CYCLODEXTRIN: PREPARATION, PHYSICOCHEMICAL COMPLETE CHARACTERIZATION, BIOAVAILABILITY IN-VITRO...... 594 Radia Ouarezki, Moulay-Hassane Guermouche

P200 BIOMASS DEGRADATION USING A DSM ENZYME COCKTAIL...... 595 L. E. Bevers, M. Van Den Berg, H. Pel, M. Hensing

P201 BEHAVIOR OF DENTAL/IMPLANT ALLOYS IN COMMERCIAL MOUTHWASH SOLUTION STUDIED BY ELECTROCHEMICAL TECHNIQUES ...... 596 Georgiana Bolat, Daniel Mareci, Sorin Iacob Strugaru, Sorin Iacoban, Corneliu Munteanu

P202 THE ESTIMATION OF CORROSION BEHAVIOUR OF ZRTI BINARY ALLOYS FOR DENTAL APPLICATIONS USING ELECTROCHEMICAL TECHNIQUES...... 597 Daniel Mareci, Georgiana Bolat, Adrian Cailean, Daniel Sutiman, Corneliu Munteanu

P203 CARBOHYDRATES AS BIOCOMPATIBLE SURFACE STABILIZERS FOR BISMUTH NANOPARTICLES ...... 598 A. L. Brown, A. M. Goforth

P204 HYDROXYAPATITE GRAFTED WITH CARBOHYDRATE FOR BONE TISSUE ENGINEERING APPLICATIONS...... 599 L. Cipolla, F. Taraballi, C. Lupo, L. Russo, M. Sandri, A. Tampieri, A. Natalello, F. Nicotra

P205 SUPRAMOLECULAR HYDROGELS BASED ON GLYCOAMPHIPHILES...... 601 M. J. Clemente, J. Fitremann, L. Oriol

P206 CLONING AND EXPRESSION OF β-XYLOSIDASE FROM ASPERGILLUS NIGER, AND PREDICTION OF ITS CATALYTIC NUCLEOPHILE ...... 602 K. Choengpanya, Y. K. Li, P. Kongsaeree

P207 THE CHAIN LENGTH DISTRIBUTION AND CHAIN FLEXIBILITY OF BACTERIAL POLYSACCHARIDES...... 604 M. O. Dalheim, N. Arnfinnsdottir, G. Widmalm, B. E. Christensen

P208 CARBONYL LABELLING OF OXIDIZED POLYSACCHARIDES ...... 605 M. O. Dalheim, K. A. Kristiansen, B. E. Christensen

P209 CYANOETHYL GLUCANS: FORMATION OF NANOSTRUCTURES AND ENTRAPMENT OF MAGNETIC NANOPARTICLES...... 606 K. Fiege, H. Lunsdorf, S. Atarijabarzadeh, P. Mischnick

P210 STABILITY OF CELLULOSE: A PERSPECTIVE FROM MULTI-RESOLUTION COMPUTATIONAL STUDIES ...... 607 S. Gnanakaran, G. Bellesia, R. Parthasarathi

P211 IMPROVING PROPERTIES OF STARCH/PBAT FILMS BY REACTIVE EXTRUSION WITH ITACONIC ACID ...... 609 P. S. Garcia, M. V. E. Grossmann, M. O. Reis, M. A. Shirai, J. B. Olivato, F. Yamashita

P212 RISE IN THE PRODUCTION OF THE BIO-TECHNOLOGICALLY IMPORTANT FUEL ETHANOL BY THE USE OF NANOMATERIAL ...... 611 Anil Kumar Gupta, Debmalya Roy, Babita Shastri, Ranmeet Bhalla, Nitya Shukla

P213 EXPRESSION AND CHARACTERIZATION OF GLUCAN/MALTODEXTRIN PHOSPHORYLASE FROM CRENARCHAEON PYROBACULUM ARSENATICUM ...... 614 J. W. Jung, J. H. Jung, D. H. Seo, J. F. Holden, C. S. Park

P214 TREHALOSE PRODUCTION VIA COMBINED CROSS-LINKED ENZYME AGGREGATES...... 615 D. H. Jung, J. H. Jung, D. H. Seo, C. S. Park

P215 CARACTERISTICS OF THE STARCH ISOLATED FROM SEEDS AND BULBILS CONSIDERED AS LESS IMPORTANCE AS AMYLACEOUS FOOD, AND FRUITS ACCUMULATING A SMALL QUANTITY OF STARCH...... 616 M. Kawanishi-Asaoka, C. Kikuta, A. Fujiwara, K. Iwaki, S. Fujita, Y. Sugimoto

P216 DEXTRAN MICROSPHERE-INCORPORATED HYALURONIC ACID HYDROGELS FOR DELIVERY OF HUMAN ADIPOSEDERIVED STEM CELLS...... 618 B. S. Kim, H. Y. Lee, Y. W. Cho

P217 DIRECT MONITORING OF PROTEIN-PROTEIN INTERACTIONS IN CELLS BY TRANSLOCATION ...... 619 K. B. Lee, J. M. Hwang, Z. W. Lee, S. Kim

P218 SYNTHESIS OF STEREOREGULAR POLY-O-METHYL-[M,N]-POLYURETHANES DERIVED FROM D-MANNITOL ...... 620 A. A. Kolender, D. M. Fidalgo, O. Varela

P219 CONVERTING SUBSTRATE SPECIFICITY OF DALCOCHINASE TO LINAMARASE BY MULTIPLE MUTATIONS...... 621 Prachumporn T. Kongsaeree, Nusra Tongtubtim, Khakhanang Ratananikom, Khuanjarat Choengpanya, Jisnuson Svasti

P220 SYNTHESIS OF BIODEGRADABLE GLYCOL CHITOSAN HYDROGELS CONTAINING HYDROLYTIC ESTER BONDS ...... 622 H. Y. Lee, B. S. Kim, Y. W. Cho

P221 MOLECULAR CLONING AND CHARACTERIZATION OF CYCLOMALTODEXTRINASE FROM HYPERTHERMOPHILIC ARCHEA THERMOCOCCUS ONNURIEUS NA1 ...... 623 J. E. Lee, J. H. Jung, D. H. Seo, S. G. Kang, C. S. Park

P222 A NOVEL PLATFORM TOWARDS CARBOHYDRATE-BASED ADJUVANTS AND IMMUNOMODULATORS...... 625 M. Eriksson, M. Maglinao, C. Anish, M. K. Schlegel, P. H. Seeberger, B. Lepenies

P223 DEVELOPMENT OF TRANSGENIC TRITICALE TO INCREASES AMYLOSE CONTENTS VIA THE RNAI-MEDIATED SILENCING OF STARCH BRANCHING ENZYMES ...... 626 Z. X. Lu, D. Guo, R. Goyal, A. Laroche, F. Eudes

P224 PREPARATION AND CHARACTERIZATION OF CHITOSAN-BASED FILMS WITH ENHANCED PROPERTIES...... 627 E. Maricato, C. Nunes, J. A. Lopes Da Silva, M. A. Coimbra

P225 STRUCTURATION AND IMPROVEMENT OF THE RESISTANCE TO MEDIUM CULTURE OF MODIFIED PHOTOCROSSLINKABLE GLYCOSAMINOGLYCANS...... 629 M. C. Marquez-Posadas, J. Ramiro, S. Merino, J. Becher, R. Wyrwa, M. Schnabelrauch, S. Rapoport, B. Castro

P235 A NEW WEB-TOOL TO ASSIST THE INTERPRETATION OF INTER-RESIDUE NUCLEAR OVERHAUSER EFFECTS OF CARBOHYDRATES ...... 631 T. Lutteke, M. Frank

P236 DEVELOPMENT OF ECODAB INTO A RELATIONAL DATABASE...... 632 M. A. Rojas-Macias, T. Lutteke, G. Widmalm

P237 PURIFICATION AND CHARACTERIZATION OF α-GLUCOSIDASE II FROM CULTURED RICE CELLS INVOLVED IN THE GLYCOPROTEIN FOLDING QUALITY CONTROL...... 633 S. Murata, Y. Kyotani, M. Maeda, Y. Kimura

P238 ROLE OF PROSAPOSIN IN THE EMBRYOGENESIS OF MOUSE...... 635 M. Mutou, A. Yoneshige, T. Watanabe, J. Matsuda

P239 A HIGHLY SENSITIVE ENZYMATIC ASSAY FOR LYTIC TRANSGLYCOSYLASES AND THEIR PRODUCT 1,6-ANHYDRO-N-ACETYLMURAMIC ACID...... 636 B. Nagele, A. Schneider, J. Hirscher, C. Mayer

P240 INTERACTION OF MUC1 WITH GALECTIN-3 ENHANCES THE PROLIFERATION OF EPITHELIAL TUMOR CELLS...... 637 Hiroshi Nakada

P241 HNK-1ST REGULATES THE GLYCOSYLATION OF ALPHA-DYSTROGLYCAN REQUIRED FOR LAMININ BINDING ...... 638 N. Nakagawa, H. Manya, T. Endo, S. Oka

P242 COMBINING DIELS-ALDER WITH CLICK CHEMISTRY: A DUAL LABELING STRATEGY FOR METABOLIC OLIGOSACCHARIDE ENGINEERING ...... 639 A. Niederwieser, V. Wittmann

P243 AN EFFICIENT METHOD IN SEARCHING FOR GLYCOSYLATION REGULATING COMPOUNDS ...... 640 Y. Nishiyama, K. Hatanaka

P244 ANALYSIS OF THE EFFECT OF COMMON BEVERAGES ON OLIGOSACCHARIDE BIOSYNTHESIS BY SACCHARIDE PRIMER METHOD...... 641 T. Ohigashi, E. Seki, K. Hatanaka

P245 SELECTIVE AUTOPHAGY IS INVOLVED IN EDEM1 DEGRADATION ...... 642 Sujin Park, Insook Jang, Jin Won Cho, Jurgen Roth

P246 SUBSTRATE RECOGNITION BY C. JEJUNI PYRANOSE-FURANOSE MUTASE ENZYMES ...... 643 M. B. Poulin, T. L. Lowary

P247 BIOPHYSICAL AND THEORETICAL STUDIES ON THE SELF-ASSEMBLY PROPERTIES OF AMPHIPHILIC GLYCOSIDES IN WATER...... 644 J. Schmidt-Lassen, Th. K. Lindhorst

P248 FUNCTIONAL ISOLATION OF CRD OF PAPG II AND DEVELOPMENT OF A COMPETITIVE BINDING ASSAY ...... 645 K. Stangier, S. Rabbani, B. Ernst

P249 USE OF SIALYLGLYCOPEPTIDE FROM HEN’S EGG YOLK AS A TOOL FOR BIOCHEMICAL STUDIES ...... 646 Shu-Ichi Sugahara, Takashi Shirai, Masahiro Kajiki, Atsushi Tanaka, Mamoru Mizuno, Kenji Osumi

P250 THE NEISSERIA MENINGITIDIS SEROGROUP X XCBA GENE PRODUCT CATALYSES SYNTHESIS OF THE BACTERIAL CAPSULAR POLYSACCHARIDE...... 647 Willie Vann

P251 HISTOCHEMISTRY STUDY IN HUMAN NEOPLASTIC EPITHELIAL TISSUES FROM THYROIDS USING GALACTIA LINDENII LECTIN ...... 648 B. J. Acosta Forero, O. Ricaurte Guerrero, G. Perez Gomez, N. A. Vega Castro

P252 PARTIAL PURIFICATION OF CYTOPLASMATIC GLYCOPROTEINS BY AFFINITY CHROMATOGRAPHY USING SALVIA BOGOTENSIS AND GALACTIA LINDENII LECTINS ...... 649 J. C. Torres Romero, C. E. Machuca Roa, G. Perez Gomez, N. A. Vega Castro

P253 DETERMINING THE SUB-SPECIFICITIES OF GH42 β-GALACTOSIDASES FROM PROBIOTICS ...... 650 A. H. Viborg, T. L. Christensen, M. Kitaoka, T. Katayama, M. Abou Hachem, B. Svensson

P254 FUNCTIONAL ANALYSIS OF ENDOMANNOSIDASE USING SYNTHETIC GLYCOPROBES ...... 651 C. Watanabe, S. Iwamoto, Y. Ito, M. Hirano, K. Totani

P255 MONOSACCHARIDE LIBRARIES FOR MICROARRAY STUDIES...... 652 D. E. Wieland, V. Wittmann

P256 ADIPOSE-DERIVED STEM CELL DIFFERENTIATION: CHANGES IN THE MEMBRANE GLYCOME AND PROTEOME ...... 653 K. L. Wongtrakul-Kish, S. Blaber, H. Hinneburg, B. Herbert, N. H. Packer

P257 RECOGNITION INTENSITIES OF FOUR MAMMALIAN GLYCOTOPES CONSTRUCTING DIFFERENT INTERACTION SYSTEMS AT TWO COMBINING SITES FOR ADOPTING LFUCα1→ AND DMANα1→ OF R. SOLANACEARUM LECTIN (RSL)...... 654 Albert M. Wu, Jia-Hua Liu, Anthony Herp, Dvora Sudakevitz, Nechama Gilboa-Garber

P258 STRUCTURAL FEATURES OF N-GLYCANS OF SUBMERGED AQUATIC VEGITATION GLYCOPROTEINS...... 655 Takeo Yoshiie, Megumi Maeda, Yoshinobu Kimura, Mariko Kimura

P259 SELECTION OF ACTIVE POLYSACCHARIDE PRODUCERS AMONG LACTOCOCCI ISOLATED FROM HOMEMADE MILK PRODUCTS ...... 656 H. A. Bareika, A. V. Sidarenka, A. V. Izhyk, E. L. Zdorovenko, G. I. Novik, Y. A. Knirel

P260 GLYCOSYLATION OF THERAPEUTIC PEPTIDES USING MUTANT ENGASES ...... 657 Y. Tomabechi, P. Rendle, A. J. Fairbanks

P279 IN VIVO ACTIVITY OF INDOLINE DERIVATIVES AS FIMH ANTAGONISTS IN COMPARISON TO CIPROFLOXACIN AGAINST URINARY TRACT INFECTION ...... 658 D. Abgottspon, X. Jiang, M. Haug, B. Ernst

P280 THE INTERACTION OF A DUAL LIGAND WITH GALECTIN3 AND MMP12 BY NMR...... 659 A. Arda, B. Dominguez, V. Roldos, M. Bartolini, F. J. Canada, S. Andre, H. J. Gabius, C. Nativi, J. Jimenez-Barbero

P281 THE DESIGNER AMINOGLYCOSIDE NB84 SIGNIFICANTLY REDUCES GLYCOSAMINOGLYCAN ACCUMULATION ASSOCIATED WITH MPS I-H IN THE IDUA-W392X MOUSE ...... 660 Valery Belakhov, Dan Wang, Jeyakumar Kandasamy, Su-Chen Li, Yu-The Li, David M. Bedwell, Kim M. Keeling, Timor Baasov

P282 DISCOVERY OF PG545: A HIGHLY POTENT AND SIMULTANEOUS INHIBITOR OF ANGIOGENESIS, TUMOR GROWTH AND METASTASIS...... 661 V. Ferro

P283 SYNTHESIS AND EVALUATION OF NEW PROMISING GALACTOSIDASE INHIBITORS ...... 662 J. Brabcova, M. Filice, J. M. Palomo

P285 SYNTHESIS OF α-D-GLUCOPYRANOSYL-PHENYLDIAZOMETHANES AND STUDIES ON THE PH- DEPENDENT STABILITY AND INHIBITING PROPERTY AGAINST α-GLUCOSIDASE ...... 663 Y. Geng, A. Kumar, R. R. Schmidt

P286 SYNTHESIS OF FOUR, FIVE AND SIX RING GLYCOSIDASE INHIBITORS AS POTENTIAL ANTI- CANCER THERAPIES...... 664 A. F. G. Glawar, B. Ayers, S. F. Jenkinson, T. D. Butters, A. Kato, G. W. J. Fleet

P287 RAPID ASSEMBLY OF A LIBRARY OF LIPOPHILIC IMINOSUGARS VIA THE THIOL-ENE REACTION YIELDS PROMISING PHARMACOLOGICAL CHARPERONES FOR THE TREATMENT OF GAUCHER DISEASE ...... 665 E. D. Goddard-Borger, M. B. Tropak, S. Yonekawa, C. Tysoe, D. J. Mahuran, S. G. Withers

P288 URIDINE GLYCOSYLOTHIOPHOSPHOESTERS - SYNTHESIS AND DETERMINATION OF CYTOTOXICITY ...... 666 M. Grec, K. Papaj, G. Pastuch, A. Rusin

P289 MORAXELLA BOVIS LOS - STICKY SECRETS TO BOVINE GOOD HEALTH...... 667 Darren Grice, Tessa Daal, Ian Peak, Antonio Molinaro, Cristina De Castro, Jennifer C. Wilson

P290 NEURAMINIDASE INSENSITIVE SIALIC ACID DERIVATIVES FOR DETECTION AND INHIBITION OF INFLUENZA VIRUS GLYCOPROTEINS AND INTACT VIRUSES...... 668 S. S. Iyer, Y. He, Y. Yang

P291 MODELLING AND CRYSTALLOGRAPHY OF E. COLI STX2 TOXIN WITH BOUND LIGAND: DESIGN AND PRELIMINARY EVALUATION OF INHIBITORS IN A TRANSGENIC MOUSE MODEL OF DISEASE ...... 669 J. M. Jacobsen, J. Yin, P. I. Kitov, G. L. Mulvey, M. James, G. D. Armstrong, D. R. Bundle

P292 BUILDING MULTIFUNCTIONAL POLYMERIC PROBES ON A VERSATILE AMPHIPHILIC POLYMERIC SCAFFOLD POLY(N-VINYL-2-PYRROLIDONE-CO-VINYL ALCOHOL)...... 670 P. I. Kitov, E. Paszkiewicz, D. Wilhelm, Y. Kotsuchibashi, R. Narain, D. R. Bundle

P293 BIOPOLYMERS OF BIFIDOBACTERIUM BIFIDUM 791 THAT INTERACT SELECTIVELY WITH HUMAN SERUM ANTIBODIES AGAINST THYROID PEROXIDASE AND THYROGLOBULIN: ISOLATION, IDENTIFICATION, AND ROLE IN PATHOGENESIS AND TREATMENT OF AUTOIMMUNE THYROID DISEASES...... 671 E. P. Kiseleva, K. I. Mikhailopulo, G. I. Novik, E. L. Zdorovenko, A. S. Shashkov, Y. A. Knirel

P294 PRODUCTION AND CHARACTERIZATION OF A SINGLE-CHAIN ANTIBODY THAT RECOGNIZES MYCOBACTERIAL LIPOARABINOMANNAN FRAGMENTS ...... 672 P. Lak, R. B. Zheng, T. L. Lowary

P295 THE ANTICOAGULANT ACTIVITY OF GLYCOCONJUGATE FRACTION FROM AGRIMONIA EUPATORIA L. OBTAINED WITH ANION-EXCHANGE CHROMATOGRAPHY TECHNIQUE ...... 673 M. Lewik-Tsirigotis, I. Pawlaczyk, L. Czerchawski, W. Pilecki, R. Gancarz

P296 GLYCOBLOTTING-BASED HIGH THROUGHPUT ANALYSIS OF HYALURONAN DEGRADATION PRODUCTS DURING ENZYMATIC FRAGMENTATION...... 675 M. Arai, T. Furukawa, F. Garcia-Martin, M. Amano, H. Hinou, S. I. Nishimura

P297 PREPARATION AND IN-VITRO EVALUATION OF CHITOSAN POLYSACCHARIDE NANOPARTICLES CONTAINING SODIUM DICLOFENAC USING ION-GELATION METHOD...... 677 A. Azarpanah, M. Kouchak

P298 ANALYTICAL STANDARDS FOR RELIABLE QUANTITATION OF N-GLYCANS IN BIOPHARMACEUTICAL CHARACTERISATION AND COMPARABILITY STUDIES ...... 678 C. Badia Tortosa, D. I. R. Spencer, D. L. Fernandes

P299 OLIGOMER ANALYSIS OF NON-IONIC CELLULOSE ETHERS BY QUANTITATIVE (HPLC-)ESI-IT MS ...... 680 J. Cuers, I. Unterieser, K. Voiges, M. Rinken, R. Adden, P. Mischnick

P301 ABSOLUTE CONFIGURATION OF GLYCANS BASED SOLELY ON NMR SPECTROSCOPY...... 681 C. Fontana, M. Lundborg, G. Widmalm

P302 A GREEN AND EFFICIENT APPROACH FOR THE SYNTHESIS OF N-ACETYLLACTOSAMINE USING IMMOBILIZED BIOLACTA β-GALACTOSIDASE ON MACROPOROUS POLYMERS...... 682 A. Aires, M. Sandoval, A. Rumbero, M. J. Hernaiz

P303 AUTOMATED SOLID-PHASE SYNTHESIS OF N-ACETYLLACTOSAMINE OLIGOMERS ...... 683 H. S. Hahm, M. Hurevich, P. H. Seeberger

P304 COMPARISON OF GLYCOFORMS OF INNOVATOR AND BIOSIMILAR EPOETINS USING LC/ESI/MS OF INTACT PROTEINS...... 684 A. Harazono, N. Hashii, R. Kuribayashi, N. Kawasaki

P305 THEORETICAL ANALYSIS OF SULFATED OLIGOSACCHARIDES. INFLUENCE OF COUNTER- IONS UPON 3D STRUCTURE AND NMR DATA...... 685 M. Hricovini

P306 EXTRACTION, PURIFICATION AND CHARACTERIZATION OF A NEW WATER-SOLUBLE POLYSACCHARIDE FROM ACANTHOPHYLLUM PUNGENS ROOTS...... 686 Kambiz Jahanbin, Marjan Nouri

P307 ANALYSIS OF CARBOHYDRATES BASED ON ENERGY-RESOLVED MASS SPECTROMETRY ...... 687 O. Kanie

P308 FLOW CYTOMETRIC ANALYSIS OF LECTIN-OLIGOSACCHARIDE INTERACTIONS BY USING FLUORESCENT OLIGOSACCHARIDE PROBES ...... 688 T. Kato, M. C. Z. Kasuya, K. Hatanaka

P309 A LIM-DOMAIN PROTEIN FROM RICE REGULATE TILLER AND SEED DEVELOPMENT ...... 689 D. Y. Kim, J. K. Na, I. S. Yoon, B. G. Kim, M. O. Byun

P310 HYDROPHOBICATION AND CHARACTERIZATION OF O-ACETYL- GALACTOGLUCOMANNANS FOR BARRIER APPLICATIONS...... 690 V. Kisonen, P. Eklund, A. Pranovich, J. Hemming, A. Sundberg, C. Xu, V. Aseyev, S. Willfor

P312 DETERMINATION OF RESIDUAL PESTICIDES IN AGRICULTURAL PRODUCTS BY LC/MS/MS- BASED MULTI RESIDUE ANALYSIS...... 693 L. Hwa-Mi, Y. Moo Song, L. Hyun-Sook, P. Seung Young, C. Keun Hwa, H. Soo Jeong, C. Sang-Sook, C. Dae Hyun

P313 TRANSIENT ABSORPTION SPECTROSCOPY FOR THE STUDY OF CYAMEMAZINE BIDING TO HUMAN SERUM ALBUMIN AND ALPHA-ACID-GLUYCOPROTEIN...... 694 D. Limones-Herrero, R. Perez-Ruiz, M. C. Jimenez, M. A. Miranda

P314 MODIFICATION OF A BETA GLUCAN AFFECTS AGGREGATION BEHAVIOR AND BIOLOGICAL ACTIVITY ...... 695 A. S. Magee, R. R. Langeslay, P. M. Will, N. A. Elmasry, M. E. Danielson

P315 VACUUM-ULTRAVIOLET CIRCULAR DICHROISM STUDY OF METHYL α-D- GLUCOPYRANOSIDE BY TIMEDEPENDENT DENSITY FUNCTIONAL THEORY...... 696 K. Matsuo, H. Namatame, M. Taniguchi, K. Gekko

P321 GLUCOSE RECOGNITION USING FLUORESCENT ARYLBORONIC ACID SENSORS...... 697 J. S. Hansen, J. B. Christensen, T. Hoeg-Jensen

P322 LARGE-SCALE SYNTHESIS OF C6-MODIFIED GLUCOSE DERIVATIVES FROM CURDLAN AS A STARTING MATERIAL ...... 699 H. Abe, T. Hasegawa

P323 SYNTHESIS OF MUCIN O-GLYCAN CORE STRUCTURES WITH VARIOUS α-LINKED AGLYCONS...... 702 F. Abraha, M. Hollinger, S. Oscarson

P324 ALOIN DERIVATIVES EXHIBIT POTENT ANTIBACTERIAL EFFECTS ...... 703 I. A. Abu-Yousef, D. P. Matharasi, S. G. Gopi, S. Kanan, C. Conjeevaram Gunasekar, N. Narasimhan

P325 SYNTHESIS OF 1,1'-α,α-DISACCHARIDES EN ROUTE TO LIPID A MIMETICS...... 704 F. Adanitsch, P. Kosma, A. Zamyatina

P326 PHOTOINDUCED ELECTRON TRANSFER α-DEOXYGENATION OF ALDONOLACTONES. SYNTHESIS OF 2,5-DIDEOXY-D-MANNARO-1,4:6,3-DILACTONE...... 705 C. Attorresi, C. Marino

P327 GOLD GLYCONANOPARTICLES AS ELECTROCHEMICAL PROBES FOR THE DETECTION OF CONCANAVALIN A...... 706 M. C. Martos-Maldonado, M. B. Thygesen, K. J. Jensen, A. Vargas-Berenguel

P328 CONVERGENT SYNTHESIS OF GLYCODENDROPEPTIDES BY “CLICK CHEMISTRY” APPROACHES...... 708 A. Mascaraque, W. Kowalczyk, M. Sanchez-Navarro, D. Andreu, J. Rojo

P329 REACTIONS OF 3,4,6-TRI-O-ACETYL-2-AMINO-2-DEOXY-D-GLUCOPYRANOSYL AZIDE WITH HETEROCUMULENES...... 709 E. Matamoros, M. Avalos, R. Babiano, P. Cintas, J. L. Jimenez, J. C. Palacios

P330 SYNTHESIS OF (THIO)UREIDO-LINKED AMINOPOLYOL-DERIVED AMPHIPHILES AND BOLAAMPHIPHILES ...... 710 E. Matamoros, A. M. Sanchez, M. Avalos, R. Babiano, P. Cintas, J. L. Jimenez, J. C. Palacios

P331 SYNTHESIS OF (-)-QUINIC ACID DERIVED PHOSPHATIDYLINOSITOL MANNOSIDE (PIM) MIMICS ...... 711 I. J. Maxwell-Cameron, D. S. Larsen, C. M. Hayman, L. Larsen

P332 INVESTIGATION OF CARBOHYDRATE-PROTEIN INTERACTIONS IN MICROTITER PLATES USING AMINEFUNCTIONALIZED HEPARIN OLIGOSACCHARIDES...... 712 S. Maza, G. Macchione, R. Ojeda, J. Lopez-Prados, J. Angulo, J. L. De Paz, P. M. Nieto

P333 TOTAL SYNTHESIS OF PELTALOSA - A HYPOGLYCEMICALLY ACTIVE DIULOSE DERIVED FROM PSACALIUM PELTATUM - AND ANALOGUES THEREOF ...... 713 M. Menzel, T. Ziegler

P334 OXIDATIVE FUNCTIONALISATION OF ISOMALTULOSE USING ALKYLATED AND ACYLATED DERIVATIVES ...... 714 D. Michalik, S. M. L. Borowski, C. Vogel

P335 SYNTHESIS AND NMR STUDIES OF RHAMNOGALACTURONAN I FRAGMENTS BY USING A NEW DGALACTURONATE GLYCOSYL DONOR ...... 715 D. Michalik, A. Pogosyan, A. Gottwald, C. Vogel, H. U. Endress

P336 SYNTHESIS OF β-(1,6)-BRANCHED β-(1,3)-OLIGOGLUCANS AND EVALUATION OF HYDROLYSIS ACTIVITY OF β-(1,3)-GLUCANASE...... 716 A. Miyagawa, Y. Tanabe, S. Motoki, M. Oda, H. Yamamura

P337 EVALUATION OF THE MARINE BACTERIAL <2,3-SIALYLTRANSFERASE ACTIVITY TOWARD INOSITOLS ...... 717 T. Miyazaki, T. Mine, N. Tateda, T. Watanabe, H. Kajiwara, K. Ajisaka, T. Yamamoto

P338 SYNTHESIS OF HYBRID GLYCOPEPTIDE ...... 718 M. Mizuno, K. Koichi, M. C. Z. Kasuya, K. Hatanaka

P339 CARBOHYDRATE SYNTHESIS USING FLUOROUS CHEMISTRY ...... 719 M. Mizuno, K. Goto, K. Hiroko, M. Tojino

P341 SYNTHESIS AND CHARACTERIZATION OF LACTULOSUCROSE AND DERIVED OLIGOSACCHARIDES BY LEUCONOSTOC MESENTEROIDES B-512F DEXTRANSUCRASE...... 720 F. Javier Moreno

P342 ENZYMATIC SYNTHESIS AND CHARACTERIZATION OF FRUCTO-OLIGOSACCHARIDES AND MALTOSYLFRUCTOSIDES PRODUCED BY INULOSUCRASE FROM LACTOBACILLUS GASSERI DSM 2...... 721 F. Javier Moreno

P343 TRIVALENT CLUSTER GLYCOSIDES OF A MIXED TYPE TO MIMIC GLYCAN DIVERSITY OF THE CELL SURFACE...... 722 C. Muller, Th. K. Lindhorst

P344 REVERSIBLE AND EFFICIENT INHIBITION OF UDP-GALACTOSE MUTASE BY ELECTROPHILIC, CONSTRAINED AND UNSATURATED UDP-GALACTOSES...... 723 Ines N'Go, Christphe Ansiaux, Guillaume Eppe, Stephane P. Vincent

P345 INFLUENCE OF CROWN-ETHERS DERIVATIVES ON THE BIOENERGETICS PROCESSES AT THE MYOCARDIUM...... 724 Iryna Nizhenkovska, Alexey Nizhenkovskiy, Olena Welchinska

P346 C- AND S-GLYCOSYLATIONS OF N-ACETYLNEURAMINIC ACID DERIVATIVES...... 725 A. Noel, B. Delpech, D. Crich

P347 PREPARATION OF POLYSACCHARIDE SUPRAMOLECULAR HYDROGELS THROUGH FORMATION OF INCLUSION COMPLEX OF AMYLOSE...... 726 S. Nomura, K. Yamamoto, J. Kadokawa

P348 STEREOSELECTIVE SYNTHESIS OF P-MODIFIED α-GLYCOSYL PHOSPHATES BY THE OXAZAPHOSPHOLIDINE APPROACH...... 727 M. Noro, S. Fujita, T. Wada

P349 STEREOSELECTIVE APPROACH OF 3-C-FUCOSYLATED TRISACCHARIDES FROM L-FUCOSE ...... 728 B. Oroszova, Z. Lovyova, K. Parkan, L. Kniezo

P350 ANOMERISATION OF THIO PYRANOSES...... 730 S. O'Sullivan, P. V. Murphy

P351 SYNTHESIS AND IMMUNOLOGIC EVALUATION OF CYCLIC MUC1 PEPTIDES AS VACCINES FOR CANCER THERAPY...... 731 S. Wittrock, N. Gaidzik, B. Palitzsch, H. Kunz

P352 NEW MODULAR PD-CATALYZED APPROACH TO α- OR β-C-GLYCOSIDES ...... 732 K. Parkan

P353 SYNTHESIS OF C3-FUNCTIONALIZED NEU5AC2EN DERIVATIVES AS INFLUENZA VIRUS SIALIDASE INHIBITORS ...... 733 Maoro Pascolutti, Robin Thomson, Mark Von Itzstein

P354 DIVERGENT STRATEGY FOR THE SYNTHESIS OF α2-3-LINKED SIALO-OLIGOSACCHARIDE LIBRARIES USING A NEU5TFA-(α2-3)-GAL BUILDING BLOCK...... 734 G. V. Pazynina, T. V. Tyrtysh, V. V. Nasonov, I. M. Belyanchikov, A. Paramonov, N. N. Malysheva, A. I. Zinin, L. O. Kononov, N. V. Bovin

P355 SYNTHESIS OF A PENTASACCHARIDE CORE COMPONENT FROM THE LIPOOLIGOSACCHARIDE OF MORAXELLA CATARRHALIS ...... 735 A. G. Pearson, I. R. Peak, J. C. Wilson, I. D. Grice

P356 TOWARDS THE SYNTHESIS OF OLIGOXYLANS...... 736 M. J. Pedersen, M. H. Clausen

P357 HYALURONIC ACID LIPOATE: INTERACTION WITH SILVER IONS...... 737 M. Bosco, R. Gianni, A. Trevisan, F. Picotti

P358 FUNCTIONALIZED N-HETEROCYCLIC CARBENE OF PALLADIUM (II) AS EFFICIENT HETEROGENEOUS CATALYST IN WATER...... 738 S. Delacroix, A. Nguyen Vna Nhien, M. Armand, D. Postel

P359 NEW GLYCOLIPIDS FROM EPOXIDISED OLEIC ESTERS...... 739 C. Epoune Lingome, S. Moebs-Sanchez, B. Gadenne, C. Alfos, H. Cramail, Y. Queneau

P360 PROGRESS TOWARDS THE TOTAL SYNTHESIS OF ANTIGENIC GLYCOLIPIDS FROM MYCOBACTERIUM TUBERCULOSIS...... 740 M. B. Richardson, S. J. Williams

P361 SYNTHESIS AND BIOLOGICAL EVALUATION OF S-GALACTOSIDES AND THEIR GLYCOCLUSTERS WITH POTENTIAL AFFINITY TOWARDS ENTEROTOXINS ...... 741 F. J. Ramos Soriano, U. Niss, A. J. Moreno-Vargas, A. T. Carmona, E. Moreno-Clavijo, S. Ohlson, I. Robina

P362 EXPLOITING THE RING STRAIN IN [2.2.N]BICYCLIC SYSTEMS FOR THE STEREOSELECTIVE PREPARATION OF SUGAR ANALOGUES ...... 742 E. Moreno-Clavijo, A. J. Moreno-Vargas, A. T. Carmona, I. Robina

P363 SCALABLE SYNTHESIS OF SUGAR-DERIVED SPIRO-OXAZOLIDINONES VIA CARBAMATE INTERMEDIATES ...... 743 E. Rolava, V. Rodins, J. Luginina, J. Mackevica, S. Belyakov, M. Turks

P364 SYNTHESIS AND STRUCTURAL STUDY OF VINAMIDINES AND 3-AMINOACROLEINS DERIVED FROM D-GLUCAMINE ...... 744 M. P. Romero, M. Avalos, R. Babiano, P. Cintas, J. L. Jimenez, J. C. Palacios

P365 CHIRAL O-ARYLSUBSTITUTED THIOISOMÜNCHNONES DERIVED FROM D-GLUCOSAMINE ...... 745 M. P. Romero, C. Sosa, M. Avalos, R. Babiano, P. Cintas, J. L. Jimenez, J. C. Palacios

P366 SYNTHESIS OF BLOCK-STRUCTURED-1,4-GLUCANS BY RARE-EARTH TRIFLATE INITIATED CROP OF CYCLODEXTRIN MACROMONOMERS...... 746 M. Rother, P. Mischnick

P367 NEW ORGANOGELATORS DERIVED FROM MONOSACCHARIDES AND DIACID-BASED HYDRAZIDES ...... 747 A. M. Sanchez, M. Avalos, R. Babiano, P. Cintas, J. L. Jimenez, J. C. Palacios

P368 PRODUCTION OF FRUCTOOLIGOSACCHARIDES (FOS) BY SOLUBLE AND ALGINATE- ENTRAPPED LEVANSUCRASE FROM ZYMOMONAS MOBILIS ...... 748 P. C. Santos-Moriano, L. Fernandez-Arrojo, A. O. Ballesteros, F. J. Plou

P369 ONE-POT CONVERSION REACTIONS OF GLYCOSYL BORANOPHOSPHATES INTO GLYCOSYL PHOSPHATE DERIVATIVES ...... 749 K. Sato, T. Wada

P370 SYNTHESIS OF 2,4-DIACETAMIDO-2,4,6-TRIDEOXY GALACTOSE: A MAIN COMPONENT OF THE CELL WALL GLYCOPOLYMER OF S. PNEUMONIAE...... 750 C. Schmolzer, W. Schmid

P371 SYNTHESIS OF NEW 1,2,3-TRIAZOLE-BASED CARBOHYDRATE LIGANDS ...... 751 D. Schmollinger, F. Bachle, J. Kraft, T. Ziegler

P372 INVESTIGATING MULTIVALENT WGA BINDING WITH SPIN-LABELED CARBOHYDRATES BY EPR SPECTROSCOPY: WHERE TO PUT THE SPIN LABEL? ...... 752 T. Seitz, V. Wittmann

P373 SYNTHESIS OF THE REPEATING UNIT OF THE O-ANTIGENIC POLYSACCHARIDE OF VIBRIO CHOLERAE O-10...... 753 S. Sarkar, N. Chatterjee, S. J. Gupta, S. Dutta, A. K. Sen

P374 SYNTHESIS OF GLYCOCONJUGATE PRECURSORS CONTAINING IN ACIDIC CORE OLIGOSACCHARIDE EXPRESSED IN LPS/LOS...... 755 M. Shimada, M. Fukunaga, T. Ichiyanagi

P375 ELECTRO-OPTIC PROPERTIES OF LCD DOPED WITH POLY(CYCLODEXTRIN) STABILIZED ZIRCONIA NANOCLUSTERS...... 756 Yukihide Shiraishi, Hiroya Sawai, Shunsuke Kobayashi, Naoki Toshima

P376 SYNTHESIS OF DIMERIC KDO BY USING A COMMON KDO INTERMEDIATE...... 757 K. Shono, A. Ogaki, M. Shimada, T. Ichiyanagi

P377 ACETOLYSIS OF BRIDGED CHIRAL BENZOPYRANS, LEADING TO SYNTHESIS OF GALACTAL- BASED OXEPANES...... 758 S. B. Simelane, D. B. G. Williams, H. H. Kinfe

P378 SUGAR THIAZOLINE DERIVATIVES...... 759 Petr Simon, Eva Vavrikova, Jana Hofmeisterova, Helena Pelantova, Vladimir Kren

P379 RAPID ROUTES TO FAMILIES OF IMINOSUGAR-RELATED HETEROCYCLES WIH ANTI- HEPATITIS C ACTIVITY ...... 761 Sambhaji Chavan, Saumya Roy, Omprakash Bande, Arif Lodhi, Dilip Dhavale, Dhiraj Sonawane, Senthil Kumar, Sundarababu Baskaran, Laure Elkrief, Francios Helle, Jean Dubuisson, Aloysius Siriwardena

P380 SYNTHESIS OF SUBSTITUTED 2-β-D-GLYCOPYRANOSYL BENZIMIDAZOLES FOR INHIBITION OF GLYCOGEN PHOSPHORYLASE ...... 762 E. Bokor, E. Szilagyi, T. Docsa, P. Gergely, L. Somsak

P381 SYNTHESIS OF AMPHIPHILES AND BOLAAMPHIPHILES DERIVED FROM AMINOPOLYOLS AND EPOXIDES...... 763 C. Sosa, M. Avalos, R. Babiano, J. L. Bravo, P. Cintas, J. L. Jimenez, J. C. Palacios

P382 STRUCTURAL ANALYSIS OF METHYL 6-O-BENZYL-2-DEOXY-2-DIMETHYLMALEIMIDO-α-D- ALLOPYRANOSIDE BY X-RAY CRYSTALLOGRAPHY, AND QM CALCULATIONS: COMPARISON OF DENSITY FUNCTIONALS ...... 764 M. I. Colombo, E. A. Ruveda, O. Gorlova, R. Lalncette, C. A. Stortz

P383 SYNTHESIS OF FLUORESCENTLY LABELED CMP-SIALIC ACID DERIVATIVES AND THEIR BEHAVIOR IN LIVING CELLS...... 765 K. Suzuki, A. Ohtake, S. Daikoku, Y. Ito, O. Kanie

P384 SYNTHETIC STUDY ON SELENIUM-CONTAINING GLYCANS...... 766 T. Suzuki, C. Hayashi, H. Ando, H. Ishida, M. Kiso

P385 SIPROPS - A SET OF NEW SEMIORTHOGONAL PROTECTING GROUPS ...... 767 D. Svatunek, E. T. Knittle, T. Weigl-Pollack, H. Mikula, C. Hametner, J. Frohlich

P386 ENZYMATIC SYNTHESIS OF OLIGO-ALPHA-MANNANS BY PHOSPHORYLASE-CATALYZED SUCCESSIVE MANNOSYLATIONS...... 768 Y. Takemoto, K. Yamamoto, J. Kadokawa

P387 MICROWAVE-ASSISTED RAPID SYNTHESIS OF ISOSORBIDE-BASED POLYESTERS ...... 769 K. Takeuchi, R. Nagahata, Y. Saito, Y. Mori, T. Nakamura, H. IIda

P388 THE TOTAL SYNTHESIS OF NEUROGENIC GANGLIOSIDE GAA-7 FROM STARFISH ASTERIAS AMURENSIS VERSICOLOR ...... 770 H. Tamai, H. Ando, H. Ishida, M. Kiso

P389 PROTECTING-GROUP-FREE SYNTHESIS OF SACCHARIDE-TERMINATED POLYLACTIDES BY DIRECT AZIDATION OF UNPROTECTED SUGAR AND CLICK CHEMISTRY...... 771 T. Tanaka, H. Fukuhara, Y. Kimura

P390 TARGET-SELECTIVE PHOTO-DEGRADATION OF HIV-1 PROTEASE AND INHIBITION OF HIV-1 REPLICATION IN LIVING CELLS BY A FULLERENE-SUGAR HYBRID ...... 772 S. Tanimoto, D. Takahashi, K. Toshima

P391 A STUDY ON SYNTHESIS OF 5a-CARBA-β-D-MANNOPYRANOSE AND 5A-CARBA-β-D-N- ACETYLMANNOSAMINE FROM 2-DEOXY-SCYLLO-INOSOSE ...... 773 N. Tateda, T. Miyazaki, K. Arisaka, T. Kano, K. Ajisaka

P392 SYNTHESIS OF CONFORMATIONALLY CONSTRAINED HEPTOSIDES THROUGH AN UNPRECEDENTED DEBENZYLATIVE 3,6-ETHER FORMATION...... 774 Abdellatif Tikad, Stephane P. Vincent

P393 SYNTHESIS OF A FLUORINATED ANALOGUE OF PHENOLIC GLYCOLIPID I...... 775 M. Tokarski, A. Holemann

P394 MEASURMENT OF ALDER SEEDLING ROOT’S CARBOHYDRATES BY HIGH PERFORMANCE LIQUID CHROMATOGRAPHY(HPLC)...... 776 Javad Torkaman, Taymor Rostami Shahraji, Maryam Taherzadeh

P395 CHEMOENZYMATIC SYNTHESIS OF GDP-L-FUCOSE DERIVATIVES AS POTENT AND SELECTIVE α-1,3-FUCOSYLTRANSFERASE INHIBITORS...... 777 Zhijay Tu, Yu-Nong Lin, Ting-Chien Lin, Chun-Hung Hans Lin

P396 SYNTHESIS OF NOVEL GLYCOSYLATED CHOLESTEROLS AND EVALUATION OF GLYCO- COATED LIPOSOMES FOR DDS ...... 778 A. Ueki, Y. Mino, K. Un, M. Yoshida, S. Kawakami, H. Ando, H. Ishida, F. Yamashita, M. Hashida, M. Kiso

P397 SYNTHESIS OF MULTIVALENT GLYCOCLUSTERS BEARING THIODIGALACTOSIDE ANALOGUES...... 779 A. J. Cagnoni, O. Varela, J. Kovensky, M. L. Uhrig

P398 READY ACCESS TO A BRANCHED MAN5 OLIGOSACCHARIDE BASED ON REGIOSELECTIVE GLYCOSYLATIONS OF A STARTING MANNOSE-TETRAOL WITH N-PENTENYL ORTHOESTERS...... 780 C. Uriel, A. M. Gomez, J. C. Lopez, B. Fraser-Reid

P399 SYNTHESIS OF 3-(β-D-GLUCOPYRANOSYL)-1,3,4-OXA- AND THIADIAZOLES AND 3-(β- DGLUCOPYRANOSYLAMINO)- 1,3,4-OXADIAZOLES FOR INHIBITION OF GLYCOGEN PHOSPHORYLASE ...... 781 B. Szocs, M. Toth, T. Kaszas, T. Docsa, P. Gergely, L. Somsak

P400 SYNTHESIS OF THIODISACCHARIDES AS INHIBITORS OF GLYCOSIDASES. OXIDATION OF THE INTERGLYCOSIDIC SULFUR ATOM TO SULFOXIDES AND SULFONES ...... 782 J. P. Colomer, V. E. Manzano, O. Varela

P401 SYNTHESIS AND GLYCOSYLATION OF PROPERLY PROTECTED SPHINGOSINE AND PHYTOSPHINGOSINE ...... 783 M. Varese, L. Zanetti, A. Vecchi, L. Panza

P403 SYNTHETIC STRATEGIES FOR SULFATED MANNOOLIGOSACCHARIDES RELATED TO THE ANTIANGIOGENIC AGENT PI-88...... 785 J. Ventura, C. Uriel, A. M. Gomez, J. C. Lopez, B. Fraser-Reid

P404 C-3" SUBSTITUTED GLOBOTRIOSE DERIVATIVES AS INHIBITORS OF STREPTOCOCCUS SUIS ADHESINS...... P. Verma, U. J. Nilsson

P405 TMSOTF-CATALYZED SILYLATION: STREAMLINED REGIOSELECTIVE ONE-POT PROTECTION AND FUNCTIONALIZATION OF CARBOHYDRATES ...... 787 C. C. Wang, C. H. Wu

P406 SYNTHESIS AND ANTITUMOUR ACTIVITY OF THE MOLECULAR COMPLEXES OF URACILES AND BACTERIAL LECTINES...... 788 Olena Welchinska, Valeria Vilchinska

P407 SYNTHESIS OF MULTIVALENT GLYCOPEPTIDES TO STUDY MUCIN BINDING EVENTS...... 789 C. Pett, M. Schorlemer, U. Westerlind

P408 SYNTHESIS OF N-ACYL-MODIFIED CMP-NEURAMINIC ACIDS BY THE CYCLOSAL-APPROACH ...... 790 S. Wolf, C. Meier, F. Freiberger, R. Gerardy-Schahn

P409 SYNTHESIS OF NITROGEN-CONTAINING CARBOHYDRATE DERIVATIVES BEARING AN α,β- UNSATURATED CARBONYL SYSTEM...... 791 N. M. Xavier, A. P. Rauter

P410 REMODELLING OF N-GLYCAN ON AN INTACT IGG WITH ENDOS ...... 792 K. Yamamoto, J. J. Goodfellow, B. G. Davis

P411 3,6-DIDEOXY-3,6-IMINOFURANOSIDE DERIVATIVES AS ORGANOCATALYSTS FOR THE ASYMMETRIC MICHAEL ADDITION ...... 793 M. Kojima, Y. Yasuno, S. Takeuchi, Y. Nakamura

P412 CHEMO-ENZYMATIC SYNTHESIS OF FLUORESCENTLY LABELED GLYCOSPINGOLIPIDS AND ANALOGS ...... 794 Y. Yoshimura, H. Tanaka, N. J. Dovichi, O. Hindsgaul, M. M. Palcic

P413 SYNTHESIS OF ANTAGONISTIC CONFORMATIONALLY CONSTRAINED LIPID A MEMETICS...... 795 D. Artner, A. Oblak, R. Jerala, P. Kosma, A. Zamyatina

P414 COMBINATORIAL GLYCOPEPTIDE LIBRARIES AS MIMICS OF SACCHARIDES ...... 796 K. Gunther, H. Schafer, T. Ziegler

P415 PREPARATION OF MANNOSYL PHOSPHOPRENOLS ANALOGS AND THEIR USE IN THE STUDY OF LIPOARABINOMANNAN BIOSYNTHESIS ...... 797 L. Zou, R. B. Zheng, M. B. Poulin, T. L. Lowary

P452 STRUCTURAL INVESTIGATION OF GLYCOSAMINOGLYCAN BINDING BY THE IMMUNE- REGULATORY PROTEIN INTERLEUKIN-10...... 798 G. Kunze, D. Huster

P453 NOVEL SOFTWARE FOR VISUALIZATION AND ANALYSIS OF CARBOHYDRATE RING CONFORMATION...... 799 M. M. Kuttel, G. Widmalm, S. Cross

P454 EXPLORING DISTINCTIVE STRUCTURAL FEATURES AND ACTIVITY CORRELATIONS FOR THE THREE PROTOTYPE CHICKEN GALECTINS...... 800 L. Lopez-Merino, L. Lagartera, I. S. Fernandez, F. M. Ruiz, H. Kaltner, S. Andre, M. Menendez, H. J. Gabius, A. Romero, D. Solis

P455 LECTINS AND MUCINS: KEY ELEMENTS RESPONSIBLE FOR MOLECULAR RECOGNITION ...... 801 D. Madariaga, N. Martinez-Saez, A. Avenoza, J. H. Busto, F. Corzana, J. M. Peregrina

P456 STD-NMR STUDIES ON THE INTERACTION OF FLUORINE-CONTAINING GLYCOMIMETICS WITH LECTINS...... 803 Ana I. Manzano, Pilar Blasco, Khouzaima El Biari, Ana Arda, Samuel Golten, F. Javier Canada, Bruno J. Linclau, Jesus Jimenez- Barbero

P457 THE INTERACTIONS OF BACTERIAL CELL DIVISION PROTEIN FTSZ WITH C8-SUBSTITUTED GUANINE NUCLEOTIDE INHIBITORS: NMR, BIOCHEMICAL AND MODEL INSIGHTS ...... 804 F. Marcelo, S. Huecas, F. J. Canada, A. Perona, A. Poveda, S. Martin-Santamaria, A. Morreale, J. M. Andreu, J. Jimenez-Barbero

P458 CONFORMATIONAL STUDIES OF SEROGROUP 6 PNEUMOCOCCAL ANTIGENS...... 805 N. S. Mathai, N. Ravenscroft, M. Kuttel

P459 A MODEL FOR LECTIN-CARBOHYDRATE RECOGNITION EXPLOITED FOR NMR INTERACTION STUDIES IN HETEROGENEOUS SYSTEMS...... 807 S. Merlo, C. Airoldi, E. Sironi, E. Macchi, F. Nicotra, J. Jimenez-Barbero

P460 STRUCTURE AND GENE CLUSTER OF THE O-ANTIGEN OF PROVIDENCIA ALCALIFACIENS O22 CONTAINING DGLYCERAMIDE 2-PHOSPHATE ...... 808 O. G. Ovchinnikova, B. Liu, N. A. Kocharova, D. Guo, A. S. Shashkov, M. Bialczak-Kokot, L. Feng, A. Rozalski, L. Wang, Y. A. Knirel

P461 STRUCTURES OF THE O-ANTIGENS OF ESCHERICHIA COLI O37, O100, O110 AND 0146...... 809 S. N. Senchenkova, Y. A. Knirel, A. V. Perepelov, O. G. Ovchinnikova, A. S. Shashkov, Q. Wang

P462 AFFINITY OF RECOMBINANT ALEURIA AURANTIA LECTIN TOWARDS FUCOSE INVESTIGATED USING NMR SPECTROSCOPY AND MOLECULAR MODELING...... 810 R. Pendrill, E. Astrom, P. Pahlsson, G. Widmalm

P463 CONFORMATIONAL FLEXIBILITY OF N-GLYCAN IN WATER STUDIED BY REPLICA- EXCHANGE MOLECULAR DYNAMICS SIMULATION...... 811 S. Re, W. Nishima, N. Miyashita, Y. Yamaguchi, Y. Sugita

P464 GOLD GLYCONANOPARTICLE CHARACTERISATION USING SMALL ANGLE SCATTERING: INFLUENCE OF GNP DECORATION ON LIGAND PRESENTATION ...... 813 M. Reynolds, M. Marradi, A. Imberty, M. Burghammer, S. Penades, S. Perez

P465 STRUCTURE OF ENDOTOXIN FROM OPPORTUNIST CYSTIC FIBROSIS PATHOGENS ...... 814 A. Silipo, F. Di Lorenzo, C. Elefante, R. Lanzetta, A. Molinaro

P466 CRYSTAL STRUCTURE OF BARLEY LIMIT DEXTRINASE IN COMPLEX WITH A BRANCHED CYCLODEXTRIN SUBSTRATE ANALOGUE...... 816 M. S. Windahl, L. Sim, M. Bojstrup, O. Hindsgaul, A. Henriksen

P467 WHAT DOES MAKE THE CONSENSUS SEQUENCE FOR β-O-GLUCOSYLATION UNIQUE?...... 817 V. J. Somovilla, F. Corzana, J. H. Busto, A. Avenoza, J. M. Peregrina

P468 COMPOSITIONAL CHANGES IN ‘BARTLETT’ PEAR (PYRUS COMMUNIS L.) CELL WALL POLYSACCHARIDES AS AFFECTED BY SUNLIGHT CONDITIONS...... 819 M. D. Raffo, N. M. A. Ponce, G. O. Sozzi, A. R. Vicente, C. A> Stortz

P469 STRUCTURAL STUDIES OF GLYCOMIMETIC INHIBITORS INTERACTION WITH DC-SIGN: TOWARDS THE LEAD COMPOUND IDENTIFICATION...... 820 I. Sutkeviciute, M. Thepaut, S. Sattin, N. Varga, A. Audfray, C. Ebel, A. Appourchaux, J. Rojo, A. Bernardi, F. Fieschi

P470 A CATIONIC VECTOR FOR CARBOHYDRATE-DNA BINDING STUDIES...... 821 A. Taladriz-Sender, M. C. Fernandez Alonso, J. Canada, J. Jimenez-Barbero, C. Vicent

P471 CHARACTERISTICS OF N-GLYCAN STRUCTURE FROM MAIN BUD OF AMORPHOPHALLUS KONJAC ...... 822 R. Tamura, S. Natsuka, S. Nakakita, H. Saitou, N. Miyanishi

P472 CHEMICAL CHARACTERIZATION OF ACIDIC OLIGOSACCHARIDES IN MILK OF THE RED KANGAROO (MACROPUS RUFUS)...... 823 Tadasu Urashima

P473 SULFONATION AND ANTICOAGULANT ACTIVITY OF EXTRACELLULAR FUNGAL β-(1-6)-D- GLUCAN...... 824 A. F. D. Vasconcelos, M. L. Corradi Da Silva, O. Santos Jr., R. F. H. Dekker, A. M. Barbosa, B. Glauser, M. S. Pereira

P474 ATOMISTIC MODELING OF THE GLYCOSYLPHOSPHATIDYLINOSITOL ANCHOR ...... 825 M. Wehle, I. Vilotijevic, R. Lipowsky, P. H. Seeberger, D. Varon-Silva, M. Santer

P475 STRUCTURES OF THE O-POLYSACCHARIDES OF PRAGIA AND BUDVICIA, NEW CLOSELY RELATED GENERA OF ENTEROBACTERIACEAE ...... 826 E. L. Zdorovenko, O. A. Valueva, L. D. Varbanets, A. S. Shashkov, Y. A. Knirel

P476 INSIGHTS INTO THE GLYCOCODE – STRUCTURAL ANALYSIS OF CARBOHYDRATES IN SOLUTION ...... 827 M. Zierke, S. Rabbani, M. Smiesko, T. Aeschbacher, F. H. T. Allain, M. Schubert, B. Ernst

P487 BINDING OF GLYCOPEPTIDE ANTIBIOTICS TO CELL WALL ANALOGS USING SPR AND NMR SPECTROSCOPY...... 828 C. Bayon, J. Trevino, A. Arda, R. Gandolfi, F. Marinelli, F. Molinari, J. Jimenez-Barbero, M. J. Hernaiz

P488 SUBSTRATE DISTORTION DURING 1,3-1,4-β-GLUCANASE CATALYSIS. CHARGE IS NOT YET FULLY DEVELOPED AT THE TRANSITION STATE...... 829 X. Biarnes, A. Planas, C. Rovira

P489 SYNTHESIS OF GLYCOSIDASE INHIBITORS BASED ON BICYCLIC AZETIDINES FOR THE TREATMENT OF CANCER ...... 830 R. F. Martinez, N. Araujo, S. F. Jenkinson, A. Kato, G. W. J. Fleet

P490 ROASTING-INDUCED CHANGES IN SIDE CHAINS OF COFFEE ARABINOGALACTANS: A MODEL STUDY TO EVALUATE CHANGES IN ARABINOSE RESIDUES...... 831 A. S. P. Moreira, M. A. Coimbra, F. M. Nunes, M. R. M. Domingues

P491 A NOVEL GLYCOSYLPHOSPHATIDYLINOSITOL-ANCHORED β-1,3-GLUCANASE FROM USTILAGO ESCULENTA...... 832 M. Nakajima, T. Yamashita, T. Takeda

P492 CELLULAR PROTECTIVE EFFECT OF HESPERETIN 7-RHAMNOGLUCOSIDE...... 833 S. H. Park, J. A. Kang, M. H. Choi, B. S. Jang

P493 COPPER(II) AND PALLADIUM(II) COMPLEXES WITH D-GALACTURONIC ACID...... 834 M. Pfister, P. Klufers

P494 CRITICAL RESIDUES IN THE GLYCOSYLTRANSFERASE OF MYCOPLASMA GENITALIUM MG517 AS REVEALED BY HOMOLOGY MODELING, MOLECULAR DYNAMICS AND MUTAGENESIS...... 835 J. Romero, C. Francisco, X. Biarnes, A. Planas

P495 DESIGN, SYNTHESIS AND BIOLOGICAL EVALUATION OF SIALIC ACID DERIVATIVES WITH A POSSIBLE INHIBITORY ACTIVITY AGAINST SPECIFIC SIALYLTRANSFERASES...... 836 Antonio Gregorio, Paola Rota, Pietro Allevi, Irene S. Agnolin, Mario Anastasia

P496 INFLUENCE OF GREEN SOLVENTS ON ENZYMATIC ACTIVITY OF FREE AND INMOBILIZED TTP0042 RECOMBINANT β-GALACTOSIDASE FROM THERMUS THERMOPHILUS...... 838 L. Ruiz, S. Navarrete, M. Sandoval, C. Bayon, A. Aires, A. Rumbero, J. Berenguer, M. J. Hernaiz

P497 SCREENING OF LIPASES AND GREEN SOLVENTS FOR EFFICIENT REGIOSELECTIVE ASYMETRIC DEACYLATION OF PERACETYLATED SUGARS ...... 839 M. Sandoval, L. Ruiz, T. Bavaro, A. Alcantara, M. Terreni, M. J. Hernaiz

P498 OPEN-CHAIN CARBOHYDRATES AS LIGANDS ...... 840 J. Schulten, P. Klufers

P499 ALTERATION OF TRANSGLYCOSYLATION PRODUCT FORMATION BY PROTEIN ENGINEERING OF BETAMANNANASES ...... 841 A. Rosengren, S. Reddy, E. Kulcinskaja, J. Svantesson, L. L. Lo Leggio, H. Stalbrand

P500 THE FUNCTIONAL DOMAIN OF BIFIDOBACTERIUM BIFIDUM LACTO-N-BIOSIDASE, A GLYCOSYL HYDROLASE ENZYME SPECIFIC FOR TYPE I HUMAN MILK OLIGOSACCHARIDES...... 842 C. Val, M. Faijes, A. Planas

P501 THE STEREOSELECTIVITY OF THE UGI REACTION ON FURANOSYL IMINES...... 843 E. R. Van Rijssel, T. P. M. Goumans, H. S. Overkleeft, J. D. C. Codee, G. A. Van Der Marel

P502 MIMICKING LACTOSE BY GLYCOMIMENTICS: THE GALECTIN-1 BOUND CONFORMATION OF THE C-GLYCOSYL ANALOGUE OF GAL β(1→3)GLC. A CONFORMATIONAL SELECTION CASE...... 844 P. Vidal, V. Roldos, F. J. Canada, S. Andre, H. J. Gabius, J. Jimenez-Barbero, S. Martin-Santamaria, J. F. Espinosa

P503 A HIGH MANNOSE TYPE CYCLOPHELLITOL PRODRUG FOR THE TARGETED DELIVERY OF A GLUCOCEREBROSIDASE ACTIVITY BASED PROBE ...... 845 C. S. Wong, J. D. C. Codee, H. S. Overkleeft, G. A. Van Der Marel

P504 THE INTERACTION OF A PLANT ANTICOAGULANT ISOLATED FROM CHAMOMILLA RECUTITA (L.) RAUSCHERT WITH THROMBIN IMMOBILIZED ON BIOSENSOR ...... 846 R. Ziewiecki, I. Pawlaczyk, H. Krotkiewski, R. Gancarz

P509 CONSTRUCTION OF CARBOHYDRATE MICROARRAYS BY USING DIRECT IMMOBILIZATIONS OF UNMODIFIED GLYCANS AND ITS APPLICATIONS ...... 848 Jaeyoung Pai, Sungjin Park, Taejin Yoon, Injae Shin

P510 MACROCYCLIC MECHANISM-BASED INHIBITOR FOR NEURAMINIDASES ...... 849 H. Hinou, H. Kai, S. I. Nishimura

P511 EFFECTS OF NATIVE AND MODIFIED TAPIOCA STARCHES ON THE PROPERTIES OF SPONGE CAKES...... 850 C. Kikuta, Y. Sugimoto, K. Sakai, A. Yamazaki, K. Iwaki, N. Tanaka, M. Kawanishi-Asaoka

P512 OPTICAL ROTATION ENLIGHTENING THE MOLECULAR ENVIRONMENT...... 852 A. V. Orlova, A. I. Zinin, R. R. Andrade, C. O. Silva, L. O. Kononov

P513 LEARNING FROM OLD BUGS...... 853 J. Sauvageau, J. Ryan, K. Lagutin, I. Sims, B. L. Stocker, M. S. M. Timmer

P514 ALGINATE: SMART CARBOHYDRATE POLYMER...... 854 Aleksandra Dimitrijevic, Dusan Velickovic, Dejan Bezbradica, Nenad Milosavic

P515 DOMAIN ORGANIZATION AND CATALYTIC AMINO ACIDS OF DEXTRAN DEXTRINASE: STRUCTURAL SIMILARITY TO INVERTING GLUCODEXTRANASE IN CATALYTIC DOMAIN...... 855 J. Sadahiro, W. Saburi, H. Mori, M. Okuyama, A. Kimura

P516 CHARACTERIZATION OF RECALCITRANT POLYSACCHARIDES AND THEIR FURTHER DEGRADATION BY SYNERGISTIC MULTI-COMPONENT ENZYME PREPARATIONS...... 856 K. G. Neumuller, H. Streekstra, H. A. Schols, H. Gruppen

P517 AMINO ACID RESIDUES IN CONSERVED REGION II INVOLVED IN SPECIFIC FUNCTION OF EUROPEAN HONEYBEE (APIS MELLIFERA) α-GLUCOSIDASE ISOZYMES ...... 857 L. Ngiwsara, G. Iwai, H. Mori, M. Okuyama, A. Kimura

P518 HIGH-THROUGHPUT ASSAY FOR GNB/ LNB PHOSPHORYLASE ...... 858 M. Nishimoto, M. Kiyohara, M. Kitoaka

P519 CARBOXYMETHYL-GELLAN GUM DERIVATIVE FOR POTENTIAL FUTURE BIOMEDICAL APPLICATIONS. SYNTHESIS AND CHARACTERIZATION...... 859 O. Novac, G. Lisa, I. M. Popa

P520 BIOLOGICALLY ACTIVE POLYSACCHARIDES AND GLYCOLIPIDS OF PROBIOTIC BACTERIA ...... 860 G. I. Novik, E. L. Zdorovenko, V. G. Melnikov, Y. A. Knirel

P521 SCREENING OF EXOPOLYSACCHARIDE-PRODUCING STRAINS OF BIFIDOBACTERIA ISOLATED FROM FECES OF HUMANS AND ANIMALS...... 861 A. V. Sidarenka, G. I. Novik, V. G. Melnikov, Y. A. Knirel

P522 POLYSACCHARIDES OF BARENTS SEA HYDROBIONTS: EXTRACTION AND PROPERTIES...... 862 V. Yu Novikov, M. N. Portsel, I. N. Konovalova

P523 HYDROPHILIC VS LIPOPHILIC DOMINATION IN THE FORMATION OF LIQUID CRYSTALLINE PHASES OF NEW GLYCO-AMPHIPHILES AND BOLAPHILES ...... 864 R. Xu, M. K. Singh, S. Chambert, S. Moebs-Sanchez, A. Kumar, S. J. Cowling, J. W. Goodby, Y. Queneau

P524 WATER ADSORPTION KINETIC OF A BIOPOLYMER FROM CHIA SEEDS (SALVIA HISPANICA L.) ...... 865 J. J. Mariano Cristobal, J. R. Rendon Villalobos, J. Solorza Feria, E. Flores Huicochea

P525 BIOCHEMICAL CHARACTERIZATION OF TWO MANNOSYL GLUCOSE PHOSPHORYLASE ISOZYMES FROM RUMINOCOCCUS ALBUS...... 866 Wataru Saburi, Ryosuke Kawahara, Hidenori Taguchi, Haruhide Mori, Hirokazu Matsui

P526 SYNTHESIS AND INVESTIGATION OF A NOVEL PH- AND SALT-RESPONSIVE SUPERABSORBENT HYDROGEL BASED ON PECTIN AS A POLYSACCHARIDE...... 867 Mohammad Sadeghi

P527 THE GLUCAN PHOSPHATASE LSF2 DEPHOSPHORYLATES STARCH AT THE C3-POSITION IN ARABIDOPSIS...... 868 M. Schubert, D. Santelia, O. Kotting, D. Seung, M. Thalmann, S. Bischof, D. A. Meekins, A. Lutz, N. Patron, M. S. Gentry, F. H. T. Allain, S. C. Zeeman

P528 SURFACE-INITIATED RING-OPENING POLYMERIZATION OF L-LACTIDE/E-CAPROLACTONE FROM CHITIN NANOFIBER FILMS ...... 869 T. Setoguchi, K. Yamamoto, J. Kadokawa

P529 HIGH-GRADE CELLULOSE FIBERS FROM XYLAN-FREE RESIDUES OF ENERGY AGRO-CROPS ...... 870 A. A. Shatalov, H. Pereira

P530 RELEASE OF ALDOURONIC ACIDS DURING XYLANASE TREATMENT OF CHEMICAL PULPS...... 871 A. A. Shatalov, H. Pereira

P531 PRODUCTION OF L-RIBOSE FROM L-RIBULOSE BY SITE-DIRECTED MUTAGENESIS OF MANNOSE-6-PHOSPHATE ISOMERASE FROM GEOBACILLUS THERMODENITRIFICANS ...... 872 K. C. Shin, Y. R. Lim, D. K. Oh

P532 OLD STARCH: NEW APPROACHES ON SYNTHESIS OF ZNO WITH SPHERICAL STRUCTURES...... 874 G. M. Socoteanu, M. Tudose, J. M. Calderon-Moreno, R. Birjega, O. Carp

P533 CARRAGEENAN-BASED SUPERABSORBENT HYDROGEL WITH ON-OFF SWITCHING PROPERTIES FOR CONTROLLED RELEASING DRUG...... 875 Fatemeh Soleimani

P534 IDENTIFICATION OF A KEY RESIDUE FOR REGIOSELECTIVITY OF α-GLUCOSIDASE FROM SCHWANNIOMYCES OCCIDENTALIS...... 876 K. M. Song, M. Nishimura, M. Okuyama, H. Mori, A. Kimura

P535 SUGAR DERIVED ORGANOGELS FOR SOFT OPTICS...... 877 Adiyala Vidyasagar, Kana M. Sureshan

P538 BIODEGRADABLE FILMS OF STARCH AND POLY (LACTIC ACID) PLASTICIZED WITH CITRATE ESTERS PRODUCED BY BLOWN EXTRUSION...... 878 M. A. Shirai, P. S. Garcia, J. B. Olivato, M. V. E. Grossmann, F. Yamashita

P539 THE EFFECT OF SODIUM ALGINATE AND GLYCEROL ON THE PROPERTIES OF LAMINATED THERMOPLASTIC STARCH...... 880 C. M. O. Muller, J. M. Muller, F. Yamashita

P540 SYNTHESIS OF CHITIN NANOFIBER-POLYACRYLATE COMPOSITE FILMS BY SURFACE- INITIATED POLYMERIZATION...... 882 S. Yoshida, K. Yamamoto, J. Kadokawa

P547 MASS SPECTROMETRY-BASED GLYCAN ANALYSES OF HUMAN α1-ACID GLYCOPROTEIN AS A TUMOR MARKER...... 883 T. Asao, T. Nishimura, T. Hayashi, H. Shimaoka, H. Kuwano, S. Yazawa

P548 PRESERVATION OF ANTIOXIDANTS DURING SUGAR MANUFACTURING ...... 885 Sudhir Gupta, Archita Gupta

P549 STUDY OF THE ADDITIVE PROPERTIES OF THE CARBOHYDRATE-AROMATIC CH-II INTERACTION BY THE DFT AND AB INITIO CALCULATIONS...... 887 S. Kozmon, R. Matuska, V. Spiwok, J. Koca

P562 AMPHIPHILIC GLYCOLIPIDS AS POTENTIAL ANTI-ADHESION GLYCOCLUSTERS AND NOVEL SOFT MATERIALS ...... 888 L. Abbey, T. Velasco-Torrijos

P563 SPECIFICITY ANALYSIS OF CALRETICULIN, A LECTIN-LIKE MOLECULAR CHAPERONE, BASED ON THERMAL SHIFT ASSAY...... 889 Y. Adachi, Y. Ito, M. Hirano, K. Totani

P564 CELLULAR UPTAKE OF GOLD NANOPARTICLES BEARING HIV GP120 OLIGOMANNOSIDES...... 890 B. Arnaiz, O. Martinez-Avila, J. M. Falcon-Perez, S. Penades

P565 LEGUME RECEPTORS PERCEIVE THE RHIZOBIAL LIPOCHITO-OLIGOSACCHARIDE SIGNAL MOLECULES...... 891 A. Broghammer, L. Krusell, M. Blaise, J. T. Sullvan, N. Maolanon, K. J. Jensen, C. W. Ronson, P. Roepstorff, M. B. Thygesen, J. Stougaard

P566 CONFORMATIONAL CONTROL IN GLYCOBIOLOGY: PHOTOSWITCHABLE CARBOHYDRATE CENTERED GLYCOTHYMINE DERIVATIVES ...... 893 A. K. Ciuk, T. K. Lindhorst

P567 SWEET SWITCHES: GLYCOAZOBENZENES IN CARBOHYDRATE RECOGNITION ...... 894 V. Chandrasekaran, Th. K. Lindhorst

P568 STRUCTURE AND MECHANISM OF HUMAN UDP-XYLOSE SYNTHASE: EVIDENCE FOR A THREE-STEP CATALYTIC CONVERSION OF UDP-GLUCURONIC ACID ...... 895 T. Eixelberger, S. Sykora, S. Egger, M. Brunsteiner, K. L. Kavanagh, U. Oppermann, L. Brecker, B. Nidetzky

P569 IMMUNOLOGICAL CHARACTERIZATION OF NEW FULLY SYNTHETIC ANALOGS OF TYPE A NEISSERIA MENINGITIDIS CAPSULAR POLYSACCHARIDES ...... 896 S. Fallarini, T. Paoletti, L. Lay, G. Lombardi

P570 SYNTHESIS OF "HIGH-MANNOSE" OLIGOSACCHARIDE MIMICS ...... 897 M. Francois-Heude, V. Cendret, A. Mendez-Ardow, V. Moreau, J. M. Garcia-Fernandez, F. Djedaini-Pilard

P571 CHARACTERISATION OF THE GLYCOSYLATION PATTERN OF INTESTINAL MUCINS IN MOUSE MODELS...... 898 C. Fuell, I. Hautefort, O. Kober, N. Juge

P572 TUMOR BIOMARKER GLYCOPROTEINS IN HUMAN SEMINAL PLASMA ARE LIGANDS FOR DC- SIGN...... 899 Grassi, Paola

P573 A STUDY OF ANTIDIABETIC PROPERTIES IN POLYPHENOLIC ANTIOXIDANTS...... N/A Gupta, Sudhir

P574 TOOLS TO STUDY LACTO-N-BIOSIDASE: AN IMPORTANT ENZYME INVOLVED IN THE BREAKDOWN OF HUMAN MILK OLIGOSACCHARIDES ...... 901 M. Hattie, A. W. Debowski, K. A. Stubbs

P575 ROLE OF N-GLYCANS ON MEGALIN IN THE LIGAND-BINDING ACTIVITY ...... 902 M. Hirano, K. Totani, A. Suzuki

P576 A NEW FRET-BASED HIGH-THROUGHPUT BACTERIAL TRANSGLYCOSYLASE ACTIVITY ASSAY VIA CHROMOPHORE-QUENCHER SYSTEM OF LIPID II ANALOGUES ...... 904 S. S. Huang, W. S. Wu, T. J. Cheng, W. C. Cheng, J. M. Fang, C. H. Wong

P577 PULIFICATION AND CONSTRUCTION OF GENE EXPRESSION SYSTEM OF RICE α-1,2- GLUCOSIDASE I INVOLVED IN PROTEIN FOLDING IN ENDOPLASMIC RETICULUM...... 906 A. Hyogo, Y. Kyotani, M. Maeda, Y. Kimura

P578 SYNTHETIC LIPOARABINAN AND LIPOARABINOMANNAN GLYCOLIPIDS INHIBIT BIOFILM GROWTH AND THE MOTILITY OF MYCOBACTERIA ...... 908 K. Naresh, B. K. Bharati, P. G. Avaji, K. G. Maiti, K. Sayal, D. Chatterji, N. Jayaraman

P579 IDENTIFYING THE GALFNAC-TRANSFERASE IN THE BIOSYNTHETIC PATHWAY OF CAMPYLOBACTER JEJUNI STRAIN NCTC11168 CAPSULAR POLYSACCHARIDE...... 909 A. B. Jayasuriya, W. Peng, T. L. Lowary

P580 ARE BACTERIAL LECTINS IMPORTANT FOR TUBERCULOSIS? INVESTIGATION OF THE CARBOHYDRATE BINDING SPECIFICITY OF MYCOBACTERIUM TUBERCULOSIS...... 910 K. Kolbe, T. K. Lindhorst

P581 LPS-LYSOZYME INTERACTION STUDIES IN RELATION TO CHRONIC LUNG DISEASES ...... 911 H. Ch. Siebert, Th. Eckert, M. Burg-Roderfeld, Th. Lutteke, M. Rojas, V. Krylov, L. Wu, A. Bhunia, M. Billeter, Ph. Markart, A. Gunther, N. Nifantiev

P582 AN OLEFIN METATHESIS APPROACH TOWARDS SELECTIVE GALECTIN-3 INHIBITORS...... 912 Santanu Mandal, Kristoffer Peterson, Elodie Guiheux, Hakon Leffler, Ulf J. Nilsson

P583 ROLE OF HYDROXYLATION AT SPHINGANINE C-4 OF GLYCOSPHINGOLIPIDS IN THE MOUSE ...... 914 J. Matsuda, T. Watanabe, A. Yoneshige, A. Koike, M. Mutou, A. Suzuki

P584 SYNTHESIS OF A VERSATILE PROBE FOR ANALYSIS OF CYTOPLASMIC PEPTIDE-N- GLYCANASE ...... 915 M. Masuda, S. Miyazawa, Y. Ito, I. Matsuo

P585 SURFACE MODIFICATION OF LIVE BACTERIA BASED ON POLYSACCHARIDES ON THE BACTERIAL SURFACE ...... 916 C. Morisaki, Y. Uemura, K. Sekimata, R. Sadamoto

P586 INITIAL ADDITION OF α-O-GLCNAC DEFINES THE POST-TRANSLATIONAL MODIFICATION OF MUCIN-LIKE MOLECULES IN THE PROTOZOAN TRYPANOSOMA CRUZI...... 917 L. Mendonca Previato, L. Penha, T. C. Galvez, C. Jones, J. O. Previato

P596 CYCLODEXTRIN-BASED NANOCARRIERS FOR IMAGING AND SELECTIVE TARGETING OF CANCER CELLS...... 918 M. Malanga, A. Aykac, L. Jicsinszky, E. Fenyvesi, R. Gref, V. Kirejev, M. Ericson, A. Vargas-Berenguel

P597 POLYCATIONIC AMPHIPHILIC CYCLODEXTRINS AS GENE VECTORS: EFFECT OF THE MACROCYCLIC RING SIZE IN THE DNA COMPLEXING AND DELIVERY PROPERTIES...... 919 C. Ortiz Mellet, C. Bienvenu, A. Martinez-Ceballos, J. L. Jimenez Blanco, C. Di Giorgio, P. Vierling, J. Defaye, J. M. Garcia Fernandez

P598 POLYCATIONIC AMPHIPHILIC GLYCOSYSTEMS-PDNA COMPLEXES (GLYCOPLEXES) FOR GENE DELIVERY...... 920 C. Ortiz Mellet, J. Rodriguez-Lavado, A. Mendez-Ardoy, J. L. Jimenez Blanco, J. M. Garcia Fernandez

P599 FIMH ANTAGONISTS FOR THE TREATMENT OF URINARY TRACT INFECTIONS ...... 921 L. Pang, S. Kleeb, K. Lemme, S. Rabbani, M. Scharenberg, B. Ernst

P600 NEW DIVALENT INHIBITORS WITH RIGID SPACERS FOR THE PSEUDOMONAS AERUGINOSA LECTIN LEC A...... 922 F. Pertici, R. J. Pieters

P601 TRIPODAL RECEPTORS BASED ON A TRIETHYLBENZENE...... 923 E. Rivero-Buceta, E. G. Doyaguez, E. Casanova, E. Quesada, M. J. Camarasa, J. Balzarini, M. J. Perez-Perez, A. San-Felix

P602 GLYCODENDRITIC STRUCTURES: SYNTHESIS AND BIOLOGICAL ACTIVITY ...... 924 Renato Ribeiro-Viana, Ainhoa Mascaraque, Macarena Sanchez-Navarro, Joanna Luczkowiak, Ieva Sutkeviciute, Franck Fieschi, Rafael Delgado, Beatriz Illescas, Nazario Martin, Ben Davis, Juan Garcia Vallejo, Yvette Van Kooyk, Javier Rojo

P603 THE KINETIC PROFILE OF FIMH ANTAGONISTS MONITORED BY SURFACE PLASMON RESONANCE AND THEIR TARGET SELECTIVITY...... N/A Meike Scharenberg

P604 DESIGN, SYNTHESIS AND BIOLOGICAL EVALUATION OF MANNOSYLATED DIARYLAMINES AS FIMH ANTAGONISTS ...... 925 O. Schwardt, S. Rabbani, M. Scharenberg, D. Abgottspon, S. Kleep, A. Zalewski, B . Ernst

P605 INHIBITION OF MAMMALIAN MITOCHONDRIAL PROTEIN SYNTHESIS BY AMINOGLYCOSIDES AND ITS ROLE IN THE AMINOGLYCOSIDE'S TOXICITY ...... 926 Eli Shulman, Dana Atia-Glikin, Jeyakumar Kandasamy, Valery Belakhov, Timor Baasov

P606 SYNTHESIS AND NMR CHARACTERIZATION OF GLYCOFUSED TRICYCLES AS NEW Aβ PEPTIDE LIGANDS FOR THE DIAGNOSIS AND THERAPY OF ALZHEIMER’S DISEASE...... 927 E. Sironi, C. Airoldi, F. Cardona, B. La Ferla, L. Colombo, M. Messa, F. Nicotra

P607 NON-CARBOHYDRATE INHIBITORS OF PSEUDOMONAS AERUGINOSA LECTIN LECB ...... 930 R. Sommer, D. Hauck, A. Titz

P608 SULFATIDE NEGATIVELY REGULATES THE FUSION PROCESS OF HUMAN PARAINFLUENZA VIRUS TYPE 3 ...... 931 T. Takahashi, K. Ito, K. Fukushima, M. Takaguchi, T. Hayakawa, Y. Suzuki, T. Suzuki

P609 AN HEPTAVALENT CONJUGATE VACCINE AGAINST THE LATINOAMERICAN MOST PREVALENT SEROTYPES OF STREPTOCOCCUS PNEUMONIAE...... 932 Y. Valdes Balbin, D. Santana Medero, D. Garcia-Rivera, J. Chang Calderon, J. Pedroso Fernandez, F. Cardoso San Jorge, R. Garrido Arteaga, A. Villar Aneiros, L. Rodriguez Noda, V. Fernandez Santana, V. Verez Bencomo

P610 MEDICINAL MATERIALS FOR DIAGNOSING AND CURING CANCER (5): SUGAR DENDRITIC GD- DTPA COMPLEX MRI CONTRAST AGENTS AND PHOSPHA SUGAR MULTIPLE TYPE MOLECULAR TARGETED ANTITUMOR AGENTS...... 933 R. Makita, M. Yamashita, M. Yamaoka, M. Fujie, S. Nakamura, M. Yamada, K. Kiyofuji, N. Ozaki, M. Sugiyama, K. Asai, J. Yamashita, K. Srinivasulu, M. Toda, Y. Tanaka, Y. Magata, H. Sugimura, K. Ohnishi, Y. Takehara, H. Sakahara, S. Laurent , C. Burtea, R. N. Muller

P611 THE EFFECTS OF CHEMICALLY SYNTHESIZED SAPOSIN C ON GLUCOSYLCERAMIDE-β- GLUCOSIDASE...... 934 A. Yoneshige, M. Mutou, T. Watanabe, C. Tano, H. Hojo, J. Matsuda,

P612 NOVEL PYRANOSE-ARENE RING FUSED HYBRID STRUCTURES AS SELECTIVE GALECTIN INHIBITORS...... 935 Y. Y. Zhang, H. Leffler, U. J. Nilsson

P613 FRUIT FRUCTO-OLIGOSACCHARIDES AND WATER BINDING...... 936 M. Blanch, M. T. Sanchez-Ballesta, M. I. Escribano, C. Merodio

P614 ENZYMATIC HYDROLYSIS OF MICROCRYSTALLINE CELLULOSE AND PRETREATED WHEAT STRAW: A DETAILED COMPARISON USING PRACTICAL KINETIC ANALYSIS ...... 938 Mareike Monschein, Bernd Nidetzky

P616 SYNTHESIS OF NEW MOLECULAR TOOLS FOR ELUCIDATION OF CARBOHYDRATES ROLES BY PHOTOAFFINITY LABELING ~ CARBOHYDRATE – PROTEIN INTERACTIONS ARE AFFECTED BY DIFFERENT OF GLYCOSIDIC FORMATIONS ~ ...... 939 I. Ohtsuka, Y. Sadakane, M. Higuchi, N. Kakiuchi

P617 FLUOROPHORE-LABELED, PEPTIDE-BASED GLYCOCLUSTERS: SYNTHESIS, BINDING PROPERTIES FOR LECTINS AND DETECTION OF CARBOHYDRATE-BINDING PROTEINS IN CELLS ...... 940 Xizhe Tian, Jaeyoung Pai, Kyung-Hwa Baek, Sung-Kyun Ko, Taejin Yoon, Injae Shin

P618 DETECTION OF CELL SURFACE LECTINS USING DUALLY LABELED MULTIVALENT GLYCOCONJUGATES ...... 941 Xizhe Tian, Jaeyoung Pai, Kyung-Hwa Baek, Sung-Kyun Ko, Taejin Yoon, Injae Shin

P620 THE POLYPHENOLIC GLYCOCONJUGATE FROM SANGUISORBA OFFICINALIS L. WITH ANTICOAGULANT ACTIVITY ON BLOOD PLASMA ...... 942 I. Pawlaczyk, A. Drozdzynska, P. Capek, M. Lewik-Tsirigotis, R. Ziewiecki, L. Czerchawski, R. Gancarz

P621 THE NAPHTHALENE TRIPLET EXCITED STATE AS PROBE FOR THE ASSESSMENT OF DRUG DISTRIBUTION INBINARY PROTEIN SYSTEMS...... 944 R. Perez-Ruiz, R. Alonso, E. Nuin, I. Andreu, M. C. Jimenez, M. A. Miranda

P622 CONFORMATIONAL CHANGES OF METHYL THREOFURANOSIDES UPON ACETYLATION: COMBINED COMPUTATIONAL AND EXPERIMENTAL STUDY ...... 945 I. Raich, K. Tomcakova, K. Novakova, L. Trnka

P623 GLYCOPROTEIN OLIGOSACCHARIDE PEAK AREA RESPONSE IN HIGH-PERFORMANCE ANION-EXCHANGE CHROMATOGRAPHY WITH PULSED AMPEROMETRIC DETECTION...... 946 J. S. Rohrer

P624 IMPROVED HIGH-PERFORMANCE ANION-EXCHANGE CHROMATOGRAPHY WITH PULSED AMPEROMETRIC DETECTION SEPARATION OF POLYSIALIC ACIDS...... 947 J. S. Rohrer, L. Basumallick

P625 COUPLING THIN-LAYER CHROMATOGRAPHY TO MALDI MASS SPECTROMETRY: A STRAIGHT AND PERFORMANT METHOD FOR THE ANALYSIS OF REGIOISOMERIC OLIGOSACCHARIDES ...... 948 D. Ropartz, Y. Bittebiere, F. Daligault, C. Tellier, H. Rogniaux

P626 THEORETICAL MOLECULAR DESIGN OF NOVEL INHIBITOR FOR DENGUE VIRUS INFECTION ...... 949 A. Sando, Y. Itoh, K. N. Kirschner, K. Hidari, K. Ikeda, T. Suzuki, Tokiwa Hiroaki

P627 CHARACTERIZATION OF OLIGOSACCHARIDES USING HYDROPHILIC INTERACTION LIQUID CHROMATOGRAPHY (HILIC) COUPLED TO TANDEM MASS SPECTROMETRY...... 950 O. Hernandez Hernandez, R. Lebron Aguilar, F. J. Moreno, M. L. Sanz

P628 STUDY ON THE CHEMICAL STRUCTURE AND ITS ADJUVANT ACTIVITY OF POLYSACCHARIDE FROM ROOT OF ISATIS INDIGOTICA FORT...... 951 Jun-Jie Shan, Ting Zhu, Na Dong, Qian Li, Yu-Xia Wang

P629 LECTIN ENRICHMENT BY GLYCOMAGNETIC BEADS WITH LIPOSOME ENCAPSULATION ...... 953 Y. Suzuki, H. Matsushima, M. Hirano, K. Totani

P630 THEORETICAL INTERACTION ANALYSIS BETWEEN NOVEL INFLUENZA VIRUS INHIBITORS AND ALL SUBTYPES (N1-N9) OF NEURANIMIDASES BASED ON THE FIRST-PRINCIPLES CALCULATIONS...... 954 A. Sando, M. Sakai, N. Sriwilaijaroen, S. Magesh, H. Ando, H. Ishida, M. Kiso, Y. Suzuki, Tokiwa Hiroaki

P631 ISOLATION OF NOVEL WATER-SOLUBLE POLYSACCHARIDES FROM THE FRUITING BODIES OF CANTHARELLUS CIBARIUS ...... 955 I. Palacios, M. D'Arrigo, L. Mateo-Vivaracho, A. Garcia-Lafuente, E. Guillamon, A. Villares

P632 SUCCESSIVE LABELING AND KINETIC STUDIES IN POLYSACCHARIDE DERIVATIVE ANALYSIS ...... 957 K. Voiges, J. Cuers, I. Unterieser, M. Rinken, R. Adden, Petra Mischnick

P633 DEVELOPMENT OF A RAPID AND SENSITIVE POSTCOLUMN FLUORESCENCE DERIVATIZATION METHOD FOR MICROANALYSIS OF ANTIDIABETIC OLIGOSACCHARIDE HS203 IN BEAGLE DOG PLASMA...... 958 Xia Zhao, Guangli Yu, Shumeng Sun, Guangsheng Li, Xiaoxu Xing, Yangyang Zeng, Jian Wu, Jianing Wang

P634 STRUCTURAL AND EXPRESSION ANALYSIS OF STARCH METABOLISM GENES IN RICE...... 959 Ung-Han Yoon, Gang-Seob Lee, Yeon-Ki Kim, Hyeon-So Ji, Sung-Won Yoon, Young-Mi Kim, Jang-Ho Hahn, Tae-Ho Kim

P635 TWO STEPS NEGATIVE-ION ES-CID-MS/MS ANALYSIS OF SULFATED FUCO- OLIGOSACCHARIDES FROM BRAWN ALGA KJELLMANIELLA CRASSIFOLIA...... 961 G. Yu, J. Wu, G. Jiao, W. Tai, X. Liu, P. Wang, C. Hao, W. Chai

P645 MONITORING ENTRY OF PERACETYLATED N-ACETYL GLUCOSAMINE INTO NEURONAL CELLS BY NMR SPECTROSCOPY USING A SIMPLE 13C LABELING SCHEME...... 962 H. Peters, K. Karow, T. Peters

TOXICITY AND BIOLOGICAL ACTIVITY OF THE SUBSTITUTED BENZIMIDAZOLE ...... 963 Olena Welchinska, Iryna Nizhenkovska, Marina Antonenko, Valeria Vilchinska

ADDITIONAL PAPERS

INTRACELLULAR DEXTRANSUCRASE: PURIFICATION AND CHARACTERIZATION OF A UNIQUE GLUCOSYLTRANSFERASE FROM LEUCONOSTOC MESENTEROIDES AA1 ...... 964 Afsheen Aman, Shah Ali Ul Qadar

STABILITY EVALUATION ACCORDING TO THE POLARITY OF HASSI-MESSAOUD ASPHALTENES FRACTIONS...... 965 K. Kradra Brahma, D. Bendedouch, Y. Bouhadda

LANTANA CAMARA A POTENTIAL WEED FOR PREPARING ALFA CELLULOSE AND ITS METHYL CELLULOSE DERIVATIVE...... 966 Neetu Pandey, P. K. Gupta, Sanjay Naithani

NOVEL DEGRADATION PATHWAY FOR GLYCANS: NON-LYSOSOMAL CATABOLISM IN EUKARYOTES ...... 967 Tadashi Suzuki, Yoichiro Harada, Junichi Seino, Hiroto Hirayama

RHEOLOGICAL AND PRINTING PROPERTIES OF MIXED THICKENERS BASED ON STARCH CARBAMATE, ALGINATE AND POLYACRYLIC ACID ...... 968 F. M. Tera, E. A. Al Alfy, H. E. Nasr, S. H. Samaha

VISUALIZATION OF MULTIVALENT LECTIN BINDING EVENTS ...... 969 P. E. Gregoir, B. G. Davis

DETERMINATION OF CARBOHYDRATE AND CARBOHYDRATE-BINDING PROTEINS BY USING CARBOHYDRATE-STABILIZED GOLD NANOPARTICLES...... 970 Won-Yong Lee, Kyung Rae Lim, Kwang-Sooo Ahn, Byung Kun Kim

SIMULATION OF MEG PACKED DISTILLATION COLUMN USING AN EQUILIBRIUM STAGE MODEL- CASE STUDY ON OPERATING PARAMETERS OF FARSA PETROCHEMICAL COMPANY- ASSALUYEH- IRAN ...... 971 N. Kasiri, Y. Dorj

APPLICATIONS OF FREE RADICAL REACTIONS FOR THE SYNTHESIS OF CARBOHYDRATES AND GLYCOCONJUGATES: NEW SYNTHETIC ROUTES TO GLYCOSIDASE INHIBITORS AND GLYCOPEPTIDES...... 973 E. M. Scanlan, A. Malone

CAFFEINE AND SUGARS INTERACT IN AQUEOUS SOLUTIONS: A SIMULATION AND NMR STUDY ...... 974 L. Tavagnacco, O. Engstrom, U. Schnupf, M. L. Saboungi, M. Himmel, G. Widmalm, A. Cesaro, J. W. Brady

DEVELOPMENT OF THE MCAW TOOL FOR ALIGNING GLYCANS TO ELUCIDATE GLYCAN BINDING PATTERNS...... 975 M. Hosoda, K. F. Aoki-Kinoshita

NITROGEN HETEROCYCLES FROM DEHYDRO-L-ASCORBIC ACID HYDRAZONES ...... 977 S. H. Mansy, M. A. El Sekily

TWO EXOPOLYSACCHARIDES PRODUCED BY LACTOBACILLUS JOHNSONII FI9785...... 978 E. Dertli, I. J. Colquhoun, G. Le Gall, M. J. Mayer, A. Narbad

IMPACT OF EXOPOLYSACCHARIDES ON THE PHENOTYPE OF LACTOBACILLUS JOHNSONII FI9785...... 979 E. Dertli, N. Horn, M. J. Mayer, R. Bongaerts, A. Narbad

GOLD-CATALYZED GLYCOSYLATION OF GLYCALS...... 980 K. Belger, A. Holemann, N. Krause

GREEN LASER INDUCED GRAFT COPOLYMERIZATION OF ACRYLAMIDE ONTO GUM ARABIC (ACACIA SENEGAL) ...... 981 Nafie A. Almuslet, Elfatih Ahmed Hassan, Al Sayed Abd-El-Magied Al-Sherbini, Mohamed Gusm Alla Muhgoub

ANALYSIS OF GLYCAN SCORE MATRICES TO ELUCIDATE SIMILARITIES BETWEEN PAIRS OF MONOSACCHARIDES AND THEIR GLYCOSIDIC BONDS ...... 982 Y. Akune, K. F. Aoki-Kinoshita

MANNOSE-GLYCODENDRIMERS AS ELECTROCHEMICAL SENSORS...... 984 Manuel C. Martos-Maldonado, Juan M. Casas-Solvas, Indalecio Quesada-Soriano, Luis Garcia-Fuentes, Antonio Vargas- Berenguel

INSIGHTS INTO THE CHIRAL RECOGNITION OF PROPRANOLOL ANALOGUES BY CELLOBIOHYDROLASE CEL7A...... 986 C. Hamark, R. Pendrill, J. Landstrom, A. Fagerstrom, J. Stahlberg, G. Widmalm

SYNTHESIS AND CHARACTERIZATION OF RENEWABLE SURFACTANTS FROM BIO-BASED WASTE ...... 987 Zarif Farhana Mohd Aris, Vishal Bahvishi, Natalia D. Muniz-Rivera, Bridgette Budhlall, Ramaswamy Nagarajan

ITACONIC ACID BASED HYBRID HYDROGELS. CONTROLLED RELEASE OF SILVER ION AND ANTIMICROBIAL ACTIVITY STUDIES...... 988 S. L. Tomic, J. S. Jovasevic, M. D. Vojisavljevic, S. I. Dimitrijevic, A. A. Peric-Grujic, J. M. Filipovic

SECOND GENERATION CHEMICAL SYNTHESIS OF SUGAR PHOSPHOROTHIOATE ANALOGUES...... 989 V. S. Borodkin, D. M. F. Van Aalten

ISOLATION, STRUCTURAL CHARACTERIZATION AND ANTIOXIDANT ACTIVITY OF A NEW WATER- SOLUBLE POLYSACCHARIDE FROM ACANTHOPHYLLUM PUNGENS ROOTS...... 990 Nouri Marjan, Jahanbin Kambiz

STRUCTURE OF THE O-SPECIFIC POLYSACCHARIDE CHAIN OF THE LIPOPOLYSACCHARIDE ISOLATED FROM PANTOEA SP. AEP17...... 991 R. Contreras, S. Gonzalez Barroso, M. A. Rodriguez Carvajal, M. R. Espuny, F. Espinar-Marchena, A. M. Gil Serrano

SYNTHESIS OF A TARGETED LIBRARY OF HEPARAN SULFATE HEXA- TO DODECA-SACCHARIDES AS INHIBITORS OF Β-SECRETASE: POTENTIAL THERAPEUTICS FOR ALZHEIMER’S DISEASE ...... 992 Ralf Schworer, Olga V. Zubkova, Jeremy E. Turnbull, Peter C. Tyler

SYNTHESIS OF UNCOMMON SUGAR DERIVATIVES PRESENT IN A TRISACCHARIDE MOIETY OF A PREGNANE GLYCOSIDE WITH APPETITE SUPPRESSANT ACTIVITY...... 993 Buyiswa G. Hlangothi, Fanie R. Van Heerden

HIGHLY EFFICIENT TRANSGLYCOSYLATION SYNTHESIS OF VANILLYL ALCOHOL GLUCOSIDE BY MALTASE FROM SACCHAROMYCES CEREVISIAE ...... 994 Dusan Velickovic, Aleksandra Dimitrijevic, Dejan Bezbradica, Nenad Milosavic

REGIOSELECTIVE FUNCTIONALIZATION OF CARBOHYDRATES CATALYZED BY ORGANOTIN DICHLORIDES...... 995 Wataru Muramatsu

Author Index