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A Two-Directional Synthesis of the C58–C71 Fragment of Palytoxin
A two-directional synthesis of the C58–C71 fragment of palytoxin Robert Hodgson and Adam Nelson* Department of Chemistry, University of Leeds, Leeds, UK LS2 9JT Received 14th July 2003, Accepted 18th November 2003 First published as an Advance Article on the web 5th January 2004 A two directional approach, in which asymmetric dihydroxylation and reduction reactions were used to control fi absolute con guration, was exploited in the preparation of a C2-symmetrical dipyranone. The homotopic dihydropyran (DHP) rings of this precursor were differentiated statistically using by a Prévost reaction and further functionalisation. A second Prévost reaction was used to functionalise the other DHP; global deprotection and peracetylation gave a protected version of the C58–C71 fragment of palytoxin. Methods which might be of value in future synthetic work were developed for the stereoselective functionalisation of THP rings similar to those found in this fragment. Introduction Table 1 Deprotection of the bis silyl ether 7 Palytoxin, 1, was isolated from marine soft corals of the genus Entry Conditions Product Yield a (%) Palythoa.1 Palytoxin acts by interacting with sodium-potas- sium-activated APTase 2 and its toxicity is rivalled only by a few 1 TBAF, THF, 20 ЊC b — 1 Њ c naturally occurring proteins. The connectivity of palytoxin was 2NH4F, MeOH, 60 C — 3 Њ c determined in 1981, and its complete structure elucidated a 3 AcOH–H2O, 20 C — Њ year later.4 A total synthesis of palytoxin was reported in 1989.5 4 TBAF, AcOH, 20 C 12 43 5HFؒpyridine, 20 ЊC 12 20 Palytoxin remains one of the most complex molecules to have a Yield of purified product. -
An Aquarium Hobbyist Poisoning: Identification of New Palytoxins in Palythoa Cf
Toxicon 121 (2016) 41e50 Contents lists available at ScienceDirect Toxicon journal homepage: www.elsevier.com/locate/toxicon An aquarium hobbyist poisoning: Identification of new palytoxins in Palythoa cf. toxica and complete detoxification of the aquarium water by activated carbon * Luciana Tartaglione a, Marco Pelin b, Massimo Morpurgo c, Carmela Dell'Aversano a, , Javier Montenegro d, Giuseppe Sacco e, Silvio Sosa b, James Davis Reimer f, ** Patrizia Ciminiello a, Aurelia Tubaro b, a Department of Pharmacy, University of Napoli Federico II, Via D. Montesano 49, 80131 Napoli, Italy b Department of Life Sciences, University of Trieste, Via A. Valerio 6, 34127 Trieste, Italy c Museum of Nature South Tyrol, Via Bottai 1, 39100 Bolzano, Italy d Molecular Invertebrate Systematics and Ecology Laboratory, Graduate School of Science and Engineering, University of the Ryukyus, 1 Senbaru, Nishihara, Okinawa 903-0212, Japan e General Hospital of Bolzano, Via L. Bohler€ 5, 39100 Bolzano, Italy f Molecular Invertebrate Systematics and Ecology Laboratory, Faculty of Science, University of the Ryukyus, 1 Senbaru, Nishihara, Okinawa 903-0212, Japan article info abstract Article history: Palytoxin (PLTX) is a lethal natural toxin often found in Palythoa zoantharians that, together with its Received 13 June 2016 congeners, may induce adverse effects in humans after inhalation of toxic aerosols both in open-air and Received in revised form domestic environments, namely in the vicinity of public and private aquaria. In this study, we describe a 15 August 2016 poisoning of an aquarium hobbyist who was hospitalized after handling a PLTXs-containing zoantharian Accepted 17 August 2016 hexacoral. Furthermore, we provide evidence for water detoxification. -
Fermented and Ripened Fish Products in the Northern European Countries
Accepted Manuscript Fermented and ripened fish products in the Northern European countries Torstein Skåra, Lars Axelsson, Gudmundur Stefánsson, Bo Ekstrand, Helge Hagen PII: S2352-6181(15)00005-0 DOI: 10.1016/j.jef.2015.02.004 Reference: JEF 12 To appear in: Journal of Ethnic Foods Received Date: 16 January 2015 Revised Date: 23 January 2015 Accepted Date: 2 February 2015 Please cite this article as: Skåra T, Axelsson L, Stefánsson G, Ekstrand B, Hagen H, Fermented and ripened fish products in the Northern European countries, Journal of Ethnic Foods (2015), doi: 10.1016/ j.jef.2015.02.004. This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain. ACCEPTED MANUSCRIPT 1 Fermented and ripened fish products in the Northern European countries 2 Torstein Skåra 1* , Lars Axelsson 2, Gudmundur Stefánsson 3, Bo Ekstrand 4 and Helge Hagen 5 3 1 Nofima - Norwegian Institute of Food, Fisheries, and Aquaculture Research, Postboks 8034, 4 NO-4068 Stavanger, Norway 5 2 Nofima - Norwegian Institute of Food, Fisheries, and Aquaculture Research, P.O.Box 210, 6 NO-1431 Ås, Norway 7 3 Matis, Vinlandsleid 12, 113 Reykjavik, Iceland 8 4 Bioconsult AB, Stora Vägen 49, SE-523 61 Gällstad, Sweden 5 MANUSCRIPT 9 Dælivegen 118, NO-2385 Brumunddal, Norway 10 *Author for correspondence: Tel: +47-51844600; Fax: +47-51844651 11 E-mail. -
Recommendations to Marine Reef Aquarists on How to Prevent
What to do if you suspect palytoxin poisoning The main symptoms of palytoxin poisoning following exposure either via the skin, eyes or by inhalation are: Fever (more than 38°C), cough, headache, difficulty breathing, sore throat, runny nose, chest pain, rapid heart rate, skin redness/rash, swelling, numbness/tingling, muscle pain, irritation of the eye, sensitivity to light and conjunctivitis. Additional indicators may include the detection of a foul smell or a bitter/metallic taste in the mouth. It is important to note that currently there have been NO fatal cases involving marine reef aquarists and palytoxin poisoning recorded. However, the symptoms of palytoxin poisoning can develop quickly following exposure. If you suspect palytoxin poisoning has occurred, you should seek urgent medical attention and advise medical staff that you have been handling corals and that palytoxin poisoning is suspected. Inactivating palytoxin Recommendations to marine Palytoxin can be inactivated by household bleach (sodium hypochlorite). Regular (‘standard’) household bleach is typically sold at a concentration of 5% sodium reef aquarists on how to hypochlorite. This should be used (i.e. standard, unscented household bleach) and not the gel-type/thick household bleach, when preparing a bleach solution. A suitable solution can be made from one part household bleach to nine parts water. Surfaces/equipment prevent palytoxin poisoning which have had contact with palytoxin can be cleaned using the 1:9 bleach to water solution. Be aware that household bleach can give off chlorine gas and should therefore never be used in addition with other household cleaners and should be used in a well ventilated room. -
Cutting. We Started a Research Program to Investigate the Process of Curing Fish in Traditional Kilns
THE TORRY KILN ITS DESIGN AND APPLICATION WITH PARTICULAR REFERENCE TO THE COLD SMOKING OF SALMON, HERRING, AND COD Alex M cK . Bannerman, M BE A. I. F . S. T. Independent Consultant Swanland, North Ferriby Yorkshire HU14 3QT En gland 44! 0482-633124 In 1933, I was privileged to join the Torry Research Station in Aberdeen, Scotland. I worked for the director, the late Dr. G. A. Reay, investigating fish proteins, freezing, cold storage, salting, and dehydration of herring and cod, and the analytical techniques to test these processes ~ In 1936 37, I became involved in smoke curing fish, working with Dr. Charles Cutting. We started a research program to investigate the process of curing fish in traditional kilns. Some of these kiln s were 800 ft square and 30 ft high. We measured air flow, temperatures, humidities, and weight loss of fish during smoking. From the data, we built a picture of the irregularities and disadvantages of smoking in these old kilns. However, this also led to improving the process. After several attempts, we developed a simple tunnel design in which fish could be smoked under controlled conditions. The process was more economical, faster, and the product more uniform. This is a bit of history, but it was from this work that we built our expertise and knowledge of fish. A previous speaker suggested that with modern, programmable smoking equipment it is only necessary to push buttons, and "witch doctors" are no longer needed. I would agr ee with this for products such as salami, sausages, and other products manufactured from uniform ingredients in skins of uniform length and thickness ~ However, fish come in all shapes and sizes, with differing fat, protein and water content. -
WO 2010/046313 Al
(12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date 29 April 2010 (29.04.2010) WO 2010/046313 Al (51) International Patent Classification: (81) Designated States (unless otherwise indicated, for every A23L 1/226 (2006.01) kind of national protection available): AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BR, BW, BY, BZ, (21) International Application Number: CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, DO, PCT/EP2009/06355 1 DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, (22) International Filing Date: HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, 16 October 2009 (16.10.2009) KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, (25) Filing Language: English NO, NZ, OM, PE, PG, PH, PL, PT, RO, RS, RU, SC, SD, (26) Publication Language: English SE, SG, SK, SL, SM, ST, SV, SY, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (30) Priority Data: 08166995.4 20 October 2008 (20.10.2008) EP (84) Designated States (unless otherwise indicated, for every kind of regional protection available): ARIPO (BW, GH, (71) Applicant (for all designated States except US): DSM IP GM, KE, LS, MW, MZ, NA, SD, SL, SZ, TZ, UG, ZM, Assets B.V. [NITNL]; Het Overloon 1, NL-64 11 TE ZW), Eurasian (AM, AZ, BY, KG, KZ, MD, RU, TJ, Heerlen (NL). -
MANILA MARRIOTT HOTEL 2 Resorts Drive, Pasay City, Manila 1309 Philippines | +63 2 988 9999 | APPETIZER
MANILA MARRIOTT HOTEL 2 Resorts Drive, Pasay City, Manila 1309 Philippines | +63 2 988 9999 | www.manilamarriott.com APPETIZER 江南小食 Wok fried french beans with salted egg yolk 咸蛋四季豆 P380 Slow braised Australian beef shank in Palawan honey 蜜汁牛筋肉 P480 Chilled marinated jellyfish 凉拌海蜇 P480 Wok fried silken tofu dusted in Man Ho spice 椒鹽脆皮豆腐 P280 Marinated Japanese cucumber with black vinegar 陳醋熗黃瓜 P220 Wok fried pork parcels with szechuan chilis (6 pieces per order) 川式炸雲吞 P360 24 hours poached five spice thinly sliced pork knuckle 白切鹵水薰蹄 P480 Please let us know any special requirements, or allergies, we will gladly customize your dining experience. 02/2019 Prices are inclusive of applicable taxes and subject to 10% service charge. MANILA MARRIOTT HOTEL 2 Resorts Drive, Pasay City, Manila 1309 Philippines | +63 2 988 9999 | www.manilamarriott.com MANILA MARRIOTT HOTEL 2 Resorts Drive, Pasay City, Manila 1309 Philippines | +63 2 988 9999 | www.manilamarriott.com ROASTING 港式燒味 MAN HO FLAMBEED SPECIALS Signature roasts flambeed tableside with premium rum 萬豪特別 Suckling pig combination Shredded chicken with jellyfish Roasted flambeed peking duck 乳豬拼盤 海蜇手撕鷄 served with Chinese pancake P1580 P980 (small) / P1600 (large) 现烤火焰片皮鴨 P3288 Two ways Barbecued pork Ginger & onion chicken 蜜汁叉焼 姜葱霸鷄 Roasted duck P520 P980 (1/2 PC) / P1800 (1 PC) 明爐燒鸭 P888 (1/4 pc) / P1688 (1/2 pc) / P2800 (1 Whole) Roasted suckling pig Soy marinated chicken 化皮乳豬 玫瑰豉油鷄 P2500 (1/4 pc) / P4800 (1/2 pc) / P8800 (1 whole) P700 (1/2 pc) / P1200 (1 Whole) Assorted barbecued meat combination 燒味拼盤 P1380 Please let us know any special requirements, or allergies, we will gladly customize your dining experience. -
Δtb = M × Kb, Δtf = M × Kf
8.1HW Colligative Properties.doc Colligative Properties of Solvents Use the Equations given in your notes to solve the Colligative Property Questions. ΔTb = m × Kb, ΔTf = m × Kf Freezing Boiling K K Solvent Formula Point f b Point (°C) (°C/m) (°C/m) (°C) Water H2O 0.000 100.000 1.858 0.521 Acetic acid HC2H3O2 16.60 118.5 3.59 3.08 Benzene C6H6 5.455 80.2 5.065 2.61 Camphor C10H16O 179.5 ... 40 ... Carbon disulfide CS2 ... 46.3 ... 2.40 Cyclohexane C6H12 6.55 80.74 20.0 2.79 Ethanol C2H5OH ... 78.3 ... 1.07 1. Which solvent’s freezing point is depressed the most by the addition of a solute? This is determined by the Freezing Point Depression constant, Kf. The substance with the highest value for Kf will be affected the most. This would be Camphor with a constant of 40. 2. Which solvent’s freezing point is depressed the least by the addition of a solute? By the same logic as above, the substance with the lowest value for Kf will be affected the least. This is water. Certainly the case could be made that Carbon disulfide and Ethanol are affected the least as they do not have a constant. 3. Which solvent’s boiling point is elevated the least by the addition of a solute? Water 4. Which solvent’s boiling point is elevated the most by the addition of a solute? Acetic Acid 5. How does Kf relate to Kb? Kf > Kb (fill in the blank) The freezing point constant is always greater. -
Disrupting Crystalline Order to Restore Superfluidity
Abteilung Kommunikation und Öffentlichkeitsarbeit Referat Medien- und Öffentlichkeitsarbeit Tel. +49 40 42838-2968 Fax +49 40 42838-2449 E-Mail: [email protected] 12. Oktober 2018 Pressedienst 57/18 Disrupting crystalline order to restore superfluidity When we put water in a freezer, water molecules crystallize and form ice. This change from one phase of matter to another is called a phase transition. While this transition, and countless others that occur in nature, typically takes place at the same fixed conditions, such as the freezing point, one can ask how it can be influenced in a controlled way. We are all familiar with such control of the freezing transition, as it is an essential ingredient in the art of making a sorbet or a slushy. To make a cold and refreshing slushy with the perfect consistency, constant mixing of the liquid is needed. For example, a slush machine with constantly rotating blades helps prevent water molecules from crystalizing and turning the slushy into a solid block of ice. Imagine now controlling quantum matter in this same way. Rather than forming a normal liquid, like a melted slushy under the sun for too long, quantum matter can form a superfluid. This mysterious and counterintuitive form of matter was first observed in liquid helium at very low temperatures, less than 2 Kelvin above absolute zero. The helium atoms have a strong tendency to form a crystal, like the water molecules in a slushy, and this restricts the superfluid state of helium to very low temperatures and low pressures. But what if you could turn on the blades in your slush machine for quantum matter? What if you could disrupt the crystalline order so that the superfluid could flow freely even at temperatures and pressures where it usually does not? This is indeed the idea that was demonstrated by a team of scientists led by Ludwig Mathey and Andreas Hemmerich from the University of Hamburg. -
Fish Flavour Fischgeschmack Saveur De Poisson
(19) TZZ ¥ ¥ _T (11) EP 2 352 392 B1 (12) EUROPEAN PATENT SPECIFICATION (45) Date of publication and mention (51) Int Cl.: of the grant of the patent: A23L 27/20 (2016.01) 03.08.2016 Bulletin 2016/31 (86) International application number: (21) Application number: 09784043.3 PCT/EP2009/063551 (22) Date of filing: 16.10.2009 (87) International publication number: WO 2010/046313 (29.04.2010 Gazette 2010/17) (54) FISH FLAVOUR FISCHGESCHMACK SAVEUR DE POISSON (84) Designated Contracting States: (56) References cited: AT BE BG CH CY CZ DE DK EE ES FI FR GB GR EP-A1- 1 902 626 DE-A1- 3 235 966 HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL JP-A- 59 039 266 US-A- 4 604 290 PT RO SE SI SK SM TR US-A- 5 178 892 US-A- 5 958 755 US-B1- 6 482 433 (30) Priority: 20.10.2008 EP 08166995 • DATABASE EPODOC EUROPEAN PATENT (43) Date of publication of application: OFFICE, THE HAGUE, NL; 10 October 2007 10.08.2011 Bulletin 2011/32 (2007-10-10), XP002527369 & CN 1 904 011 A (SHANGHAI COLLEGE OF APPLIED TE [CN]) 31 (73) Proprietor: DSM IP Assets B.V. January 2007 (2007-01-31) 6411 TE Heerlen (NL) • DATABASE WPI Week 200823 Thomson Scientific, London, GB; AN 2008-D16810 (72) Inventor: KORTES, Jan, Gerrit XP002562997 & CN 101 050 431 A (UNIV NL-3833 HV Leusden (NL) ZHEJIANG TECHNOLOGY) 10 October 2007 (2007-10-10) (74) Representative: Kuster, Janaart Frans et al • Scherz H. -
Physical Changes
How Matter Changes By Cindy Grigg Changes in matter happen around you every day. Some changes make matter look different. Other changes make one kind of matter become another kind of matter. When you scrunch a sheet of paper up into a ball, it is still paper. It only changed shape. You can cut a large, rectangular piece of paper into many small triangles. It changed shape and size, but it is still paper. These kinds of changes are called physical changes. Physical changes are changes in the way matter looks. Changes in size and shape, like the changes in the cut pieces of paper, are physical changes. Physical changes are changes in the size, shape, state, or appearance of matter. Another kind of physical change happens when matter changes from one state to another state. When water freezes and makes ice, it is still water. It has only changed its state of matter from a liquid to a solid. It has changed its appearance and shape, but it is still water. You can change the ice back into water by letting it melt. Matter looks different when it changes states, but it stays the same kind of matter. Solids like ice can change into liquids. Heat speeds up the moving particles in ice. The particles move apart. Heat melts ice and changes it to liquid water. Metals can be changed from a solid to a liquid state also. Metals must be heated to a high temperature to melt. Melting is changing from a solid state to a liquid state. -
Low Acyl Gellan Gum for Inclusion on the National List of Substances Allowed in Organic Production and Handling (7 CFR 205.605 (B)
Petition for Evaluation of Low Acyl Gellan Gum for Inclusion on the National List of Substances Allowed in Organic Production and Handling (7 CFR 205.605 (b) Submitted by: CP Kelco U.S., Inc. 3100 Cumberland Blvd., Suite 600 Atlanta, GA 30339 Date: 08 August 2019 CP Kelco U.S., Inc. 08 August 2019 National Organic List Petiion Low Acyl Gellan Gum Table of Contents Item A.1 — Section of National List ........................................................................................................... 4 Item A.2 — OFPA Category - Crop and Livestock Materials .................................................................... 4 Item A.3 — Inert Ingredients ....................................................................................................................... 4 1. Substance Name ................................................................................................................................... 5 2. Petitioner and Manufacturer Information ............................................................................................. 5 2.1. Corporate Headquarters ................................................................................................................5 2.2. Manufacturing/Processing Facility ...............................................................................................5 2.3. Contact for USDA Correspondence .............................................................................................5 3. Intended or Current Use .......................................................................................................................5