CAS: 2073-35-0; (2R,3S,4S,5R)-2,3,4,5-Tetrahydroxy-6-Oxohexanoic Acid

该化合物是一种天然的松酸,在甘蓝氨基甘酸结构中,特别是在肝素和硫酸丙酸中,起着重要作用.它是D-甘蓝酸的缩微胶,在C5碳原子的配置上有所不同.该化合物的特点是其碳酸性能成份为碳盒酸功能组,它有助于其酸性,其氢氧基体组,它提高了其在水中的溶性.L-氨酸通常以环球形式出现,主要以阳素的形式存在.其结构特征允许它参与各种生物过程,包括细胞信号和细胞活动的调节.L-氨酸在聚氨基体中的存在对于保持外细胞基体的结构完整性和生物功能至关重要.此外,由于它与蛋白质和其他生物分子的相互作用,它有可能在制药和生物技术中应用.

结构式图片

上下游产品

Nerol D-myo-inositol 1,2-O-isopropylidene-α-D-glucofuranurono-6,3-lactone D-glucoseO2,O3,O4-triacetyl-O1-((S)-1-benzyl-propyl)-β-D-glucopyranuronic acid methyl esterO2,O3,O4-triacetyl-O1-((S)-1-benzyl-propyl)-β-D-glucopyranuronic acid methyl ester O2,O3,O4-triacetyl-O1-((S)-1-phenyl-butyl)-β-D-glucopyranuronic acid methyl esterO2,O3,O4-triacetyl-O1-((S)-1-phenyl-butyl)-β-D-glucopyranuronic acid methyl ester O1-((1R)-trans-1-acetoxy-1,2-dihydro-[2]naphthyl)-O2,O3,O4-triacetyl-β-D-glucopyranuronic acid methyl esterO1-((1R)-trans-1-acetoxy-1,2-dihydro-[2]naphthyl)-O2,O3,O4-triacetyl-β-D-glucopyranuronic acid methyl ester glycero-D-gulo-heptaric acidD-glycero-D-gulo-heptaric acid

合成工艺路线路线简述

    📜1,2-O-Isopropylidene-α-D-Glucofuranurono-6,3-Lactone置于acidic Cationen-Exchanger,水体系中,化学反应生成L-艾杜糖醛酸钠
    参考文献:Synthesis1 Of L-Iduronic Acid And An Improved Production1 Of D-Glucose-6-C14
    标题:Synthesis1 Of L-Iduronic Acid And An Improved Production1 Of D-Glucose-6-C14
    摘要:
    Doi:10.1021/ja01614A072

    海关参考信息

    专利信息


    专利号:WO-2010004269-A3
    优先权日:2008-07-10
    标 题 :Stereospecific synthesis of iduronic acid derivatives, deoxynojirimycin and deoxyidonojirimycin
    发明人:WEYMOUTH-WILSON ALEXANDER CHARLES; FLEET GEORGE W J
    权利人:DEXTRA LAB LTD; WEYMOUTH-WILSON ALEXANDER CHARLES; FLEET GEORGE W J
    摘要:The invention relates to a process for the preparation of a compound of general formula (IV) wherein OX, R 3 and R 3' are defined herein; and to the use of compounds of general formula (IV) as intermediates in processes for the stereospecific synthesis of biologically active molecules.

    专利号:US-6846917-B2
    优先权日:2001-01-23
    标题:Solid- and solution-phase synthesis of heparin and other glycosaminoglycans
    发明人:SEEBERGER PETER H; ORGUEIRA HERNAN; SCHELL PETER
    权利人:MASSACHUSETTS INST TECHNOLOGY
    摘要:Described is a modular, general synthetic strategy for the preparation in solution and on a solid support of heparin, heparin-like glycosaminoglycans, glycosaminoglycans and non-natural analogs of each of them. Additionally, the modular strategy provides the basis for the preparation of combinatorial libraries and parallel libraries of defined glycosaminoglycan oligosaccharides. The defined glycosaminoglycan structures may be used in high-throughput screening experiments to identify carbohydrate sequences that regulate a host of recognition and signal-transduction processes. The determination of specific sequences involved in receptor binding holds great promise for the development of molecular tools which will allow modulation of processes underlying viral entry, angiogenesis, kidney diseases and diseases of the central nervous system. Notably, the present invention enables the automated synthesis of glycosaminoglycans in much the same fashion that peptides and oligonucleotides are currently assembled.

    专利号:US-4818816-A
    优先权日:1981-04-28
    标 题:Process for the organic synthesis of oligosaccharides and derivatives thereof
    发明人:PETITOU MAURICE; JACQUINET JEAN-CLAUDE; SINAY PIERRE; CHOAY JEAN; LORMEAU JEAN-CLAUDE; NASSR MAHMOUD
    权利人:CHOAY SA
    摘要:The invention relates to a process for the organic synthesis of oligosaccharides constituting or comprising fragments of acid mucopolysaccharides comprising the reaction of two compounds constituted or terminated by units of glucosamine structure and of uronic acid structure respectively, said units being specifically substituted. This process particularly enables valuable anticoagulant drugs to be obtained.

    专利号:US-4943630-A
    优先权日:1982-10-27
    标题 :Method for carrying out the organic synthesis of oligosaccharides containing galactosamine-uronic acid patterns, new oligosaccharides obtained and biological applications thereof
    发明人:JACQUINET JEAN-CLAUDE; PETITOU MAURICE; SINAY PIERRE; CHOAY JEAN
    权利人:CHOAY SA
    摘要:Process for the organic synthesis of oligosaccharides forming or corresponding to fragments of acid mucopolysaccharides wherein two compounds comprised of or terminated respectively by patterns of galactosamine structure and patterns of uronic acid structure. Said patterns are specifically substituted. Said process results in oligosaccharides usable particularly in therapy.

    专利号:US-12054508-B1
    优先权日:2019-04-16
    标 题 :Compositions and methods for sulfation of carbohydrates and peptides via electron-deficient aryl sulfate diesters
    发明人:NIU JIA; LIU CHAO; YANG CANGJIE
    权利人:THE TRUSTEES OF BOSTON COLLEGE
    摘要:In one aspect, the disclosure relates to a facile strategy to introduce electron-deficient aryl sulfate diesters to silylated hydroxyl groups of carbohydrates and amino acids, among other substrates, wherein selective hydrolysis and the removal of an electron-deficient aromatic group allows for the efficient generation of sulfated carbohydrates, peptides, and other compounds. The incorporation of electron-deficient aryl sulfate diesters in the early stage of the synthesis of glycans, peptides, and the like, disclosed herein avoids time-consuming protecting group manipulations, simplifies the purification of sulfated products, and improves the overall yield and efficiency. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure.

    专利号:US-11306157-B2
    优先权日:2018-12-21
    标 题:Expedient synthesis of core disaccharide building blocks from natural polysaccharides for heparan sulfate oligosaccharide assembly
    发明人:HSIEH-WILSON LINDA C; PAWAR NITIN J; WANG LEI
    权利人:CALIFORNIA INST OF TECHN
    摘要:Methods for the preparation of oligosaccharide products from polysaccharide starting materials are disclosed. The methods include: hydrolyzing a glucosamine-containing polysaccharide starting material, such as heparin or heparosan, under conditions sufficient to form an oligosaccharide intermediate (e.g., a GlcN-IdoA disaccharide intermediate or a GlcA-GlcN disaccharide intermediate), and converting the oligosaccharide intermediate to the oligosaccharide product. Conversion of the oligosaccharide intermediates to the oligosaccharide products may include one or more esterification, acylation, epimerization, protection, and deprotection steps. Preparation of higher-order oligomers is described, as well as methods for selective oligosaccharide sulfation.

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    参考文献:10.5281/zenodo.5794106
    摘要:The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
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