Glutaric Acid Production by Systems Metabolic Engineering of an L-Lysine–Overproducing Corynebacterium Glutamicum
Total Page:16
File Type:pdf, Size:1020Kb
Load more
Recommended publications
-
Optimization of the Production of Long-Chain Dicarboxylic Acids from Distillers Corn Oil Using Candida Viswanathii
Rose-Hulman Institute of Technology Rose-Hulman Scholar Graduate Theses - Chemical Engineering Graduate Theses Summer 8-2018 Optimization of the Production of Long-Chain Dicarboxylic Acids from Distillers Corn Oil Using Candida viswanathii Jennifer Ann Mobley Rose-Hulman Institute of Technology Follow this and additional works at: https://scholar.rose-hulman.edu/ chemical_engineering_grad_theses Recommended Citation Mobley, Jennifer Ann, "Optimization of the Production of Long-Chain Dicarboxylic Acids from Distillers Corn Oil Using Candida viswanathii" (2018). Graduate Theses - Chemical Engineering. 11. https://scholar.rose-hulman.edu/chemical_engineering_grad_theses/11 This Thesis is brought to you for free and open access by the Graduate Theses at Rose-Hulman Scholar. It has been accepted for inclusion in Graduate Theses - Chemical Engineering by an authorized administrator of Rose-Hulman Scholar. For more information, please contact weir1@rose- hulman.edu. Optimization of the Production of Long-Chain Dicarboxylic Acids from Distillers Corn Oil Using Candida viswanathii A Thesis Submitted to the Faculty of Rose-Hulman Institute of Technology by Jennifer Ann Mobley In Partial Fulfillment of the Requirements for the Degree of Master of Science in Chemical Engineering August 2018 © 2018 Jennifer Ann Mobley ABSTRACT Mobley, Jennifer Ann M.S.Ch.E. Rose-Hulman Institute of Technology August 2018 Optimization of the Production of Long-Chain Dicarboxylic Acids from Distillers Corn Oil Using Candida viswanathii Thesis Advisor: Dr. Irene Reizman -
Synthesis and Characterization of New Polyesters Based on Renewable Resources
View metadata, citation and similar papers at core.ac.uk brought to you by CORE provided by Open Archive Toulouse Archive Ouverte OATAO is an open access repository that collects the work of Toulouse researchers and makes it freely available over the web where possible This is an author’s version published in: http://oatao.univ-toulouse.fr/23262 Official URL: https://doi.org/10.1016/j.indcrop.2012.07.027 To cite this version: Waig Fang, Sandrine and Satgé-De Caro, Pascale and Pennarun, Pierre- Yves and Vaca-Garcia, Carlos and Thiebaud-Roux, Sophie Synthesis and characterization of new polyesters based on renewable resources. (2013) Industrial Crops and Products, 43. 398-404. ISSN 0926-6690 Any correspondence concerning this service should be sent to the repository administrator: [email protected] Synthesis and characterization of new polyesters based on renewable resources Sandrine Waig Fang a , b , Pascale De Caro a , b, Pierre-Yves Pennarun c, Carlos Vaca-Garcia a , b, Sophie Thiebaud-Roux a ,b,* a Universitéde Toulouse, !NP, LCA(Laboratoire de Chimie Agro-Industrielle),4 allée Emile Monso, F 31432 Toulouse, France b UMR1010 INRA/INP-ENSIACET, Toulouse, France c 915, Route de Moundas, FR-31600 Lamasquère, France ARTICLE INFO ABSTRACT A series ofnon-crosslinked biobased polyesters were prepared from pentaerythritol and aliphatic dicar Keywords: boxylic acids, including fatty acids grafted as side-chains to the backbone of the polymer. The strategy Bio-based polymers Fatty acids utilized tends to create linear polymers by protecting two of the hydroxyl groups in pentaerythritol Pentaerythritol by esterification with fatty acids before the polymerization reaction. -
Toxicological Basis Data for the Derivation of EU-LCI Values For
TEXTE 223/2020 Toxicological basis data for the derivation of EU- LCI values for neopentyl glycol, diisobutyl succinate, diisobutyl glutarate, 1,2- dimethoxyethane and 1,2-diethoxyethane Final report German Environment Agency TEXTE 223/2020 Ressortforschungsplan of the Federal Ministry for the Enviroment, Nature Conservation and Nuclear Safety Project No. (FKZ) 3719 62 205 0 Report No. FB000359/ENG Toxicological basis data for the derivation of EU-LCI values for neopentyl glycol, diisobutyl succinate, diisobutyl glutarate, 1,2- dimethoxyethane and 1,2-diethoxyethane Final report by Dr. Barbara Werschkun Wissenschaftsbüro, Berlin On behalf of the German Environment Agency Imprint Publisher Umweltbundesamt Wörlitzer Platz 1 06844 Dessau-Roßlau Tel: +49 340-2103-0 Fax: +49 340-2103-2285 [email protected] Internet: www.umweltbundesamt.de /umweltbundesamt.de /umweltbundesamt Report performed by: Wissenschaftsbüro Dr. Barbara Werschkun Monumentenstr. 31a 10829 Berlin Germany Report completed in: May 2020 Edited by: Section II 1.3 Indoor Hygiene, Health-related Environmental Impacts Dr. Ana Maria Scutaru Publication as pdf: http://www.umweltbundesamt.de/publikationen ISSN 1862-4804 Dessau-Roßlau, December 2020 The responsibility for the content of this publication lies with the author(s). TEXTE Toxicological basis data for the derivation of EU-LCI values for neopentyl glycol, diisobutyl succinate, diisobutyl glutarate, 1,2-dimethoxyethane and 1,2-diethoxyethane – Final report Abstract: Toxicological basis data for the derivation of EU-LCI values for neopentyl glycol, diisobutyl succinate, diisobutyl glutarate, 1,2-dimethoxyethane and 1,2-diethoxyethane The objective of this study was the evaluation of toxicological data for five substances as basis for the derivation of EU-LCI values. -
Glutaric Aciduria Lactic Acidosis Glutaryl-Coa Dehydrogenase Deficiency Short-Chain Monocarboxylic Acids
Pediat. Res. 13: 977-981 (1979) C6-C l~-dicarboxylicacid ketosis glutaric aciduria lactic acidosis glutaryl-CoA dehydrogenase deficiency short-chain monocarboxylic acids Ketotic Episodes in Glutaryl-CoA Dehydrogenase Deficiency (Glutaric Aciduria) NIELS GREGERSEN AND NIELS JACOB BRANDT Research Laboratory for Metabolic Disorders, University Department of Clinical Chemistry, Aarhus Kommunehospital, Aarhus, and Section of Clinical Genetics, University Department of Paediatrics, Obstetrics, and Gynaecology, Rigshospitalet, Copenhagen, Denmark Summaw the ketoacidosis, a pronounced lactic acidosis and lactic aciduria is seen in most cases. The present report, together with a recent A 7-yr-old boy with glutaryl-CoA dehydrogenase deficiency (glu- report of Goodman et al. (7), indicates that glutaryl-CoA dehy- taric aciduria), presenting periodic episodes of lethargy and keto- drogenase deficiency (glutaric aciduria) may present ketotic epi- sis, was studied during two such episodes. The urinary excretions sodes, similar to those of the other organic acidurias. of glutaric and 3-OH-glutaric acids were 3100-7900 and 460-660 The patient described by Goodman et al. (7) died in a Reye's &mg creatinine, respectively, during these episodes. Urine sam- syndromelike state. Our patient has had two episodes of ketosis ples collected before and after the attacks contained 100-5300 and and lethargy. During these episodes, the urinary metabolic profiles 230-370 &mg creatinine of glutaric acid and 3-OH-glutaric of organic acids were studied in detail, in an attempt to elucidate acids, respectively. During the episodes, glutaconic acid excretion the pathogenic mechanism leading to the severe clinical and rose from 14-89 to 93-630 pg/mg creatinine. -
Microwave-Assisted Low-Temperature Dehydration Polycondensation of Dicarboxylic Acids and Diols
Polymer Journal (2011) 43, 1003–1007 & The Society of Polymer Science, Japan (SPSJ) All rights reserved 0032-3896/11 $32.00 www.nature.com/pj RAPID COMMUNICATION Microwave-assisted low-temperature dehydration polycondensation of dicarboxylic acids and diols Polymer Journal (2011) 43, 1003–1007; doi:10.1038/pj.2011.107; published online 26 October 2011 INTRODUCTION time (4100 h). Therefore, we next focused on has been no report concerning a Currently, because of increasing concerns identifying more active catalysts and found that non-thermal effect in microwave-assisted about damage to the environment, the devel- scandium and thulium bis(nonafluorobutane- polycondensation reactions,33,34 although opment of new, eco-friendly (industrially sulfonyl)imide ((Sc(NNf2)3) and (Tm(NNf2)3)) there has been a report that non-thermal relevant) chemical reactions and materials is were more efficient catalysts and allowed us microwaves have a role in the chain polymer- crucial. Aliphatic polyesters have attracted to obtain high-molecular-weight polyesters ization of a lactone.32 Therefore, we studied 4 much interest as environmentally benign, (Mn42.0Â10 ) from adipic acid (AdA) and microwave-assisted syntheses of polyesters at biodegradable polymers.1,2 In general, alipha- 3-methyl-1,5-pentanediol (MPD) at 60 1Cina a relatively low temperature (80 1C) using a tic polyesters are commercially produced by shortperiodoftime(24h)andwithasmaller microwave chamber equipped with a tem- polycondensation of a dicarboxylic acid and a amount of catalyst (0.1 mol%) than had pre- perature control, and the results are reported 1.1–1.5 mol excess of a diol at a temperature viously been possible.26 herein. -
ALIPHATIC DICARBOXYLIC ACIDS from OIL SHALE ORGANIC MATTER – HISTORIC REVIEW REIN VESKI(A)
Oil Shale, 2019, Vol. 36, No. 1, pp. 76–95 ISSN 0208-189X doi: https://doi.org/10.3176/oil.2019.1.06 © 2019 Estonian Academy Publishers ALIPHATIC DICARBOXYLIC ACIDS FROM OIL SHALE ORGANIC MATTER ‒ HISTORIC REVIEW REIN VESKI(a)*, SIIM VESKI(b) (a) Peat Info Ltd, Sõpruse pst 233–48, 13420 Tallinn, Estonia (b) Department of Geology, Tallinn University of Technology, Ehitajate tee 5, 19086 Tallinn, Estonia Abstract. This paper gives a historic overview of the innovation activities in the former Soviet Union, including the Estonian SSR, in the direct chemical processing of organic matter concentrates of Estonian oil shale kukersite (kukersite) as well as other sapropelites. The overview sheds light on the laboratory experiments started in the 1950s and subsequent extensive, triple- shift work on a pilot scale on nitric acid, to produce individual dicarboxylic acids from succinic to sebacic acids, their dimethyl esters or mixtures in the 1980s. Keywords: dicarboxylic acids, nitric acid oxidation, plant growth stimulator, Estonian oil shale kukersite, Krasava oil shale, Budagovo sapropelite. 1. Introduction According to the National Development Plan for the Use of Oil Shale 2016– 2030 [1], the oil shale industry in Estonia will consume 28 or 9.1 million tons of oil shale in the years to come in a “rational manner”, which in today’s context means the production of power, oil and gas. This article discusses the reasonability to produce aliphatic dicarboxylic acids and plant growth stimulators from oil shale organic matter concentrates. The technology to produce said acids and plant growth stimulators was developed by Estonian researchers in the early 1950s, bearing in mind the economic interests and situation of the Soviet Union. -
APPENDIX G Acid Dissociation Constants
harxxxxx_App-G.qxd 3/8/10 1:34 PM Page AP11 APPENDIX G Acid Dissociation Constants § ϭ 0.1 M 0 ؍ (Ionic strength ( † ‡ † Name Structure* pKa Ka pKa ϫ Ϫ5 Acetic acid CH3CO2H 4.756 1.75 10 4.56 (ethanoic acid) N ϩ H3 ϫ Ϫ3 Alanine CHCH3 2.344 (CO2H) 4.53 10 2.33 ϫ Ϫ10 9.868 (NH3) 1.36 10 9.71 CO2H ϩ Ϫ5 Aminobenzene NH3 4.601 2.51 ϫ 10 4.64 (aniline) ϪO SNϩ Ϫ4 4-Aminobenzenesulfonic acid 3 H3 3.232 5.86 ϫ 10 3.01 (sulfanilic acid) ϩ NH3 ϫ Ϫ3 2-Aminobenzoic acid 2.08 (CO2H) 8.3 10 2.01 ϫ Ϫ5 (anthranilic acid) 4.96 (NH3) 1.10 10 4.78 CO2H ϩ 2-Aminoethanethiol HSCH2CH2NH3 —— 8.21 (SH) (2-mercaptoethylamine) —— 10.73 (NH3) ϩ ϫ Ϫ10 2-Aminoethanol HOCH2CH2NH3 9.498 3.18 10 9.52 (ethanolamine) O H ϫ Ϫ5 4.70 (NH3) (20°) 2.0 10 4.74 2-Aminophenol Ϫ 9.97 (OH) (20°) 1.05 ϫ 10 10 9.87 ϩ NH3 ϩ ϫ Ϫ10 Ammonia NH4 9.245 5.69 10 9.26 N ϩ H3 N ϩ H2 ϫ Ϫ2 1.823 (CO2H) 1.50 10 2.03 CHCH CH CH NHC ϫ Ϫ9 Arginine 2 2 2 8.991 (NH3) 1.02 10 9.00 NH —— (NH2) —— (12.1) CO2H 2 O Ϫ 2.24 5.8 ϫ 10 3 2.15 Ϫ Arsenic acid HO As OH 6.96 1.10 ϫ 10 7 6.65 Ϫ (hydrogen arsenate) (11.50) 3.2 ϫ 10 12 (11.18) OH ϫ Ϫ10 Arsenious acid As(OH)3 9.29 5.1 10 9.14 (hydrogen arsenite) N ϩ O H3 Asparagine CHCH2CNH2 —— —— 2.16 (CO2H) —— —— 8.73 (NH3) CO2H *Each acid is written in its protonated form. -
Transformation of Dicarboxylic Acids by Three Airborne Fungi
This document is the unedited Author’s version of a Submitted Work that was subsequently accepted for publication in 'Environmental Science & Technology', copyright © American Chemical Society after peer review. To access the final edited and published work https://www.sciencedirect.com/science/article/pii/S0048969707010972 doi: 10.1016/j.scitotenv.2007.10.035 Microbial and “de novo” transformation of dicarboxylic acids by three airborne fungi Valérie Côté, Gregor Kos, Roya Mortazavi, Parisa A. Ariya Abstract Micro-organisms and organic compounds of biogenic or anthropogenic origins are important constituents of atmospheric aerosols, which are involved in atmospheric processes and climate change. In order to investigate the role of fungi and their metabolisation activity, we collected airborne fungi using a biosampler in an urban location of Montreal, Quebec, Canada (45° 28′ N, 73° 45′ E). After isolation on Sabouraud dextrose agar, we exposed isolated colonies to dicarboxylic acids (C2–C7), a major group of organic aerosols and monitored their growth. Depending on the acid, total fungi numbers varied from 35 (oxalic acid) to 180 CFU/mL (glutaric acid). Transformation kinetics of malonic acid, presumably the most abundant dicarboxylic acid, at concentrations of 0.25 and 1.00 mM for isolated airborne fungi belonging to the genera Aspergillus, Penicillium, Eupenicillium, and Thysanophora with the fastest transformation rate are presented. The initial concentration was halved within 4.5 and 11.4 days. Other collected fungi did not show a significant degradation and the malonic acid concentration remained unchanged (0.25 and 1.00 mM) within 20 days. Degradation of acid with formation of metabolites was followed using high performance liquid chromatography-ultraviolet detection (HPLC/UV) and gas chromatography–mass spectrometry (GC/MS), as well as monitoring of 13C labelled malonic acid degradation with solid-state nuclear magnetic resonance spectroscopy (NMR). -
Catalyzed Synthesis of Zinc Clays by Prebiotic Central Metabolites
bioRxiv preprint doi: https://doi.org/10.1101/075176; this version posted September 14, 2016. The copyright holder for this preprint (which was not certified by peer review) is the author/funder, who has granted bioRxiv a license to display the preprint in perpetuity. It is made available under aCC-BY-NC-ND 4.0 International license. Catalyzed Synthesis of Zinc Clays by Prebiotic Central Metabolites Ruixin Zhoua, Kaustuv Basub, Hyman Hartmanc, Christopher J. Matochad, S. Kelly Searsb, Hojatollah Valib,e, and Marcelo I. Guzman*,a *Corresponding Author: [email protected] aDepartment of Chemistry, University of Kentucky, Lexington, KY, 40506, USA; bFacility for Electron Microscopy Research, McGill University, 3640 University Street, Montreal, Quebec H3A 0C7, Canada; cEarth, Atmosphere, and Planetary Science Department, Massachusetts Institute of Technology, Cambridge, MA 02139, USA; dDepartment of Plant and Soil Sciences, University of Kentucky, Lexington, KY, 40546, USA; eDepartment of Anatomy & Cell Biology, 3640 University Street, Montreal H3A 0C7, Canada The authors declare no competing financial interest. Number of text pages: 20 Number of Figures: 9 Number of Tables: 0 bioRxiv preprint doi: https://doi.org/10.1101/075176; this version posted September 14, 2016. The copyright holder for this preprint (which was not certified by peer review) is the author/funder, who has granted bioRxiv a license to display the preprint in perpetuity. It is made available under aCC-BY-NC-ND 4.0 International license. Abstract How primordial metabolic networks such as the reverse tricarboxylic acid (rTCA) cycle and clay mineral catalysts coevolved remains a mystery in the puzzle to understand the origin of life. -
Fatty Acid Oxidation
FATTY ACID OXIDATION 1 FATTY ACIDS A fatty acid contains a long hydrocarbon chain and a terminal carboxylate group. The hydrocarbon chain may be saturated (with no double bond) or may be unsaturated (containing double bond). Fatty acids can be obtained from- Diet Adipolysis De novo synthesis 2 FUNCTIONS OF FATTY ACIDS Fatty acids have four major physiological roles. 1)Fatty acids are building blocks of phospholipids and glycolipids. 2)Many proteins are modified by the covalent attachment of fatty acids, which target them to membrane locations 3)Fatty acids are fuel molecules. They are stored as triacylglycerols. Fatty acids mobilized from triacylglycerols are oxidized to meet the energy needs of a cell or organism. 4)Fatty acid derivatives serve as hormones and intracellular messengers e.g. steroids, sex hormones and prostaglandins. 3 TRIGLYCERIDES Triglycerides are a highly concentrated stores of energy because they are reduced and anhydrous. The yield from the complete oxidation of fatty acids is about 9 kcal g-1 (38 kJ g-1) Triacylglycerols are nonpolar, and are stored in a nearly anhydrous form, whereas much more polar proteins and carbohydrates are more highly 4 TRIGLYCERIDES V/S GLYCOGEN A gram of nearly anhydrous fat stores more than six times as much energy as a gram of hydrated glycogen, which is likely the reason that triacylglycerols rather than glycogen were selected in evolution as the major energy reservoir. The glycogen and glucose stores provide enough energy to sustain biological function for about 24 hours, whereas the Triacylglycerol stores allow survival for several weeks. 5 PROVISION OF DIETARY FATTY ACIDS Most lipids are ingested in the form of triacylglycerols, that must be degraded to fatty acids for absorption across the intestinal epithelium. -
Investigations on Acid Hydrolysis of Polyesters*
Investigations on Acid Hydrolysis of Polyesters* E. SZABÓ-RÉTHY and I. VANCSÓ-SZMERCSÁNYI Research Institute f or the Plastics Industry, Budapest XIV Received August 31, 1971 Accepted for publication March 17, 1972 The present investigations aimed at the relationships by which the acid hydrolysis of polyesters can be treated kinetically and consequently effects of the essential variables on the acid-catalyzed hydrolysis of polyesters were determined. In this respect, our results are concerned with hydrolysis of polyesters from different types of dicarboxylic acids and diols in the presence of various acid catalysts under different conditions of reaction variables. In some cases, activation energies were also determined based on temperature dependence of the rate constants. The results may refer to the possible re action mechanisms. Several papers have covered the kinetics and mechanism of hydrolysis of monoesters both in acid and in alkaline media. In the fundamental work of Day and Ingold [1], the possible reaction mechanisms of ester hydrolysis were summarized and classified. The subsequent studies directed principally to supporting these mechanisms or determining the category into which a particular ester hydrolysis can be placed according to the classification reported. Studies on hydrolysis of polyesters are far less comprehensive. Only a few papers have treated this field being confined merely to investigations of hydrolyses in alkaline media [2 — 6]. The present paper deals with acid hydrolysis of polyesters connected partly with our previous studies on kinetics and mechanism of polyesterification [7-11]. Experimental The experiments were performed in inert atmosphere in two ways: 1. Hydrolysis was carried out in a double-walled thermoregulated vessel equipped with a reflux condenser. -
United States Patent Office Patented Oct
3,471,548 United States Patent Office Patented Oct. 7, 1969 2 CH-NH 3,471,548 GAMMA-AMNO-BETA-(PARA-HALOPHENYL)- B-( )-(H-CH-C OOR." BUTYRIC ACDS AND THEIR ESTERS Heinrich Keberle, Basel, Johann Werner Faigle, Riehen, in which formulae R has the meaning given above, R' and Max Wilhelm, Allschwil, Switzerland, assignors to represents an acyl group, such as a lower alkanoyl group Ciba Corporation, New York, N.Y., a corporation of (e.g. an acetyl, propionyl or butyryl group), a phenyl Delaware lower alkanoyl group (e.g. a phenylacetyl group) or a No Drawing. Filed June 30, 1964, Ser. No. 379,365 benzoyl group, and -COOR' represents an esterified Claims priority, application Switzerland, July 9, 1963, carboxyl group (R' representing for example a lower 8,537/63; May 22, 1964, 6,729/64 10 alkyl or phenyl lower alkyl group, such as a methyl, ethyl, Int. C. C07c 101/00, 101/02 propyl, butyl or benzyl group). U.S. C. 260-471 14 Claims The hydrolysis is carried out in the usual manner, for example in the presence of an aqueous acid or alkali at room temperature or with heating. ABSTRACT OF THE DISCLOSURE 15 Depending on the reaction conditions and starting ma New compounds of the formula terials used the final products are obtained in the free CH-NH form or in the form of their salts which are likewise in cluded in the present invention. Thus, for example, basic, R-( >- E-CH-COOH neutral, acid or mixed salts, possibly also hemi-, mono-, R=halogen, e.g.