CAS: 15572-79-9; (2S,3R,4R,5S)-2,3,4,5,6-Pentahydroxyhexanal

该化合物是自然形成的赫克索糖, 也是更常见的D-galactose的对应体. 它在植物和一些动物中作为活性酸(vitamin C) 生物合成的关键中间体. L-Galactose 用于生物化学研究, 研究代谢途径, 酶特性和碳水化合物代谢. 它在Smirnoff-Wheeler 路径上的作用凸显了它在植物生理学中的重要性. 这个单色素也用于遗传学, 用于调查聚合过程和合成专门性凝固孔. 由于高纯度和定义明确的立体化学学, L-Galactose 是生命科学中分析和预测性应用的宝贵试剂.

结构式图片

相似化合物

2595-97-3 1949-88-8 2595-98-4

上下游产品

CAS号526-99-8 黏酸 | CAS号608-66-2 卫矛醇

合成工艺路线路线简述

  • 合成目标产物 L-Galactose 主要起始原料 L-Galactopyranoside, Phenylmethyl 2,3,4-Tris-O-(Phenylmethyl)-
  • (文献来源)合成步骤主要原料 L-Galactopyranoside, Phenylmethyl 2,3,4-Tris-O-(Phenylmethyl)-
D-Galactitol置于platinum(Iv) Oxide,Air,水体系中,化学反应生成L-(-)-半乳糖
参考文献:The Catalytic Dehydrogenation Of Sugar Alcohols1
标题:The Catalytic Dehydrogenation Of Sugar Alcohols1
摘要:
Doi:10.1021/ja01276A001

海关参考信息

专利信息


专利号:US-2023212216-A1
优先权日:2019-12-20
标 题:Synthesis of lactone derivatives and their use in the modification of proteins
发明人:MORRIS ALEXANDER REDFERN; SUTOV GRIGORIJ; BRUNE KARL DIETRICH
权利人:GENIE BIOTECH UK LTD
摘要:Site-specific modifications of proteins are desirable in biotechnological applications such as biopharmaceuticals, immunotherapy, vaccines, and are useful in chemical biology. Gluconoylation is a non-enzymatic, covalent, post-translational modification commonly observed on N-terminal His-Tags bearing proteins. We synthesized glucono-1,5-lactone derivatives, including azido variants for selective acylation. High yield acylation is achieved by simply mixing derivatives with target protein amidst diverse conditions of temperatures, aqueous buffers, excipients, or complex cell lysate.

专利号:WO-2025037347-A1
优先权日:2023-08-16
标 题:Formulation for improving sweetness of the rare sugars without altering the texture and flavour and to the method thereof
发明人:KANUMURU RAHUL RAJU
权利人:FERTIS INDIA PVT LTD
摘要:Disclosed herein is a formulation comprising sweet protein with rare sugars for improving the sweetness of the rare sugars with low glycemic index without changing the texture and flavours of said rare sugars and to the method for improving the sweetness of the rare sugars. More particularly, the present invention discloses method for improving the sweetness of the rare sugars without changing the sweetness profile, texture and flavours of the primary sugars. The present invention further discloses addition of Brazzein with Liquid Rare sugars before crystallization or at pre caramalization stage or post caramalization stage of rare sugars at different temperatures during the synthesis of rare sugars to increase the sweetness. Brazzein increases the sweetness of Rare sugars but not limited to D-Allulose, D-tagatose, D-Allose, Isomaltulose, Trehalulose, Sorbose, turanose, Leucrose, etc. The present invention further provides evaluation of non-nutritive sweeteners such as aspartame, acesulfame-K, Cyclamate, Neotame, Saccharin, Sucralose, Stevia etc., as each one has limitations for taste quality if used with Rare sugars. However, the use of Brazzein did not change the flavour and texture of the rare sugars and the taste profile matches the sucrose.

专利号:US-2025282806-A1
优先权日:2024-05-14
标 题:Chemical synthesis method for disaccharide fragment of vibrio vulnificus biotype 2 serovar a o-antigen
发明人:YIN JIAN; HU JING; ZHU SHENGYONG; QIN CHUNJUN
权利人:UNIV JIANGNAN
摘要:The disclosure provides a chemical synthesis method for a disaccharide fragment of a Vibrio vulnificus biotype 2 serovar A O-antigen, belonging to the chemical field. The disclosure utilizes D-glucose and L-galactose as raw materials to prepare two types of glycosylated building blocks, and designs an efficient synthesis route for constructing the disaccharide fragment. By optimizing protecting groups and optimizing the time of introducing modifying groups, the preparation of the target disaccharide is successfully completed. The raw materials for preparing the disaccharide in the disclosure are readily available, the preparation method is simple and easy to repeat, and will have a good application prospect in the development of new drugs and vaccines for V. vulnificus.

专利号:WO-02103001-A1
优先权日:2001-06-15
标 题 :Gdp-mannose-3',5'-epimerase and methods of use thereof
发明人:WOLUCKA BEATA
权利人:VLAAMS INTERUNIV INST BIOTECH; WOLUCKA BEATA
摘要:The identification of a new key enzyme in vitamin C synthesis, and its use to modulate vitamin C synthesis in eukaryotic cells are disclosed. Specifically, the isolation of a multimeric GDP-mannose-3',5'-epimerase, the identification, cloning and expression of a nucleic acid sequence encoding GDP-mannose-3',5'-epimerase, methods of producing GDP-mannose-3',5'-epimerase, transgenic plants and microorganisms that express the GDP-mannose-3',5'-epimerase, and methods of production of ascorbic acid using the GDP-mannose-3',5'-epimerase are disclosed.

专利号:US-5078796-A
优先权日:1989-07-19
标 题:Process for manufacturing tagatose
发明人:BEADLE JAMES R; SAUNDERS JAMES P; WAJDA JR THOMAS J
权利人:BIOSPHERICS INC
摘要:A process is disclosed for the synthesis of D-tagatose by isomerizing a mixture containing D-galactose with a metal hydroxide in the presence of a catalyst at a relatively low temperature to form an intermediate metal hydroxide-D-tagatose complex, and then neutralizing the intermediate with acid to yield D-tagatose. The method is also suitable for the synthesis of L-tagatose from L-galactose, and for the recovery of pure tagatose from crude tagatose syrups. Whey, deproteinized whey, or lactose may be used as the raw material for the D-galactose. The lactose in such cases is hydrolyzed to D-galactose and D-glucose before the isomerization step.

专利号:US-5002612-A
优先权日:1989-07-19
标题 :Process for manufacturing tagatose
发明人:BEADLE JAMES R; SAUNDERS JAMES P; WAJDA JR THOMAS J
权利人:BIOSPHERICS INC
摘要:A process is disclosed for the synthesis of D-tagatose by isomerizing a mixture containing D-galactose with a metal hydroxide in the presence of a catalyst at a relatively low temperature to form an intermediate metal hydroxide-D-tagatose complex, and then neutralizing the intermediate with acid to yield D-tagatose. The method is also suitable for the synthesis of L-tagatose from L-galactose, and for the recovery of pure tagatose from crude tagatose syrups. Whey, deproteinized whey, or lactose may be used as the raw material for the D-galactose. The lactose in such cases is hydrolyzed to D-galactose and D-glucose before the isomerization step.
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主要参考文献


1: Pathiraja D, Lee S, Choi IG. Model-based complete enzymatic production of 3,6-anhydro-L-galactose from red algal biomass. J Agric Food Chem. 2018 Jun 13. doi: 10.1021/acs.jafc.8b01792. [Epub ahead of print] doi: 10.1371/journal.pone.0194835. eCollection 2018.
5: Nagy V, Vidal-Meireles A, Podmaniczki A, Szentmihályi K, Rákhely G, Zsigmond L, Kovács L, Tóth SZ. The mechanism of photosystem-II inactivation during sulphur deprivation-induced H(2) production in Chlamydomonas reinhardtii. Plant J. 2018 May;94(3):548-561. doi: 10.1111/tpj.13878. Epub 2018 Mar 31. doi: 10.1016/j.jbiotec.2018.01.017. Epub 2018 Jan 31. doi: 10.1007/s00253-018-8762-6. Epub 2018 Jan 20. doi: 10.1016/j.plaphy.2018.01.005. Epub 2018 Jan 6. doi: 10.1017/S0007114517003245. Epub 2017 Dec 4. pii: E321. doi: 10.3390/md15100321.
12: Zhao X, Jiao G, Yang Y, Li M, Li Q, Wang X, Cai C, Li G, Hao J, Yu G. Structure and immunomodulatory activity of a sulfated agarose with pyruvate and xylose substitutes from Polysiphonia senticulosa Harvey. Carbohydr Polym. 2017 Nov 15;176:29-37. doi: 10.1016/j.carbpol.2017.08.065. Epub 2017 Aug 18. doi: 10.1016/j.biortech.2017.09.001. Epub 2017 Sep 5. doi: 10.1107/S2053230X17011797. Epub 2017 Aug 21. doi: 10.1038/s41598-017-10765-5.

合成参考文献


摘要:Faber, K.; Glueck, S. M., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 464.
参考文献:10.1007/bf00731446
摘要:Baldus SE, Thiele J, Park YO, Hanisch FG, Bara J, Fischer R. Characterization of the binding specificity of Anguilla anguilla agglutinin (AAA) in comparison to Ulex europaeus agglutinin I (UEA-I). Glycoconj J. 1996 Aug;13(4):585–90. doi: 10.1007/bf00731446.
参考文献:10.1007/bf00731453
摘要:Fan JQ, Huynh LH, Reinhold BB, Reinhold VN, Takegawa K, Iwahara S, Kondo A, Kato I, Lee YC. Transfer of Man9GlcNAc to L-fucose by endo-beta-N-acetylglucosaminidase from Arthrobacter protophormiae. Glycoconj J. 1996 Aug;13(4):643–52. doi: 10.1007/bf00731453.
参考文献:10.1186/1471-2229-9-145
摘要:Melino VJ, Soole KL, Ford CM. Ascorbate metabolism and the developmental demand for tartaric and oxalic acids in ripening grape berries. BMC Plant Biol. 2009 Dec 09;9():145.
参考文献:10.1186/1471-2229-12-239
摘要:Mellidou I, Keulemans J, Kanellis AK, Davey MW. Regulation of fruit ascorbic acid concentrations during ripening in high and low vitamin C tomato cultivars. BMC Plant Biology. 2012 Dec 17;12(1):239. doi: 10.1186/1471-2229-12-239.
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