(2S,3R,4S,5R)-2,3,5-三羟基-6-氧代-4-磺基氧基己酸 | 110231-93-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (2S,3R,4S,5R)-2,3,5-三羟基-6-氧代-4-磺基氧基己酸
• 英文名称: 3-Sulfoglucuronic acid
• 英文别名: (2S,3R,4S,5R)-2,3,5-trihydroxy-6-oxo-4-sulfooxyhexanoic acid
• CAS: 110231-93-1
• 化学式: C₆H₁₀O₁₀S
• 分子量: 274.2
• InChiKey: DLJXFFATZRGSBR-SKNVOMKLSA-N

物化性质

• 密度：
  1.980±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  187
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  D-Glucosamine 3-sulfate 、 2-Deoxy-2-sulfoamino-D-glucose 、 (2S,3R,4S,5R)-2,3,5-三羟基-6-氧代-4-磺基氧基己酸 、 、 Iduronic acid 3-O-sulfate 、 生成 D-glucosamine 6-sulfate
  参考文献：
  名称：

  PROCESS FOR THE PREPARATION OF HIGHLY O-SULFATED EPIMERIZED DERIVATIVES OF K5 POLYSACCHARIDE AND INTERMEDIATES THEREIN

  摘要：

  一种新方法被描述用于过度硫酸化epiK5-N-硫酸盐以获得具有非常高的硫酸化程度的epiK5-胺基-O-过度硫酸盐，通过随后的N-硫酸化，提供至少4个硫酸化程度的新的epiK5-N，O-过度硫酸盐衍生物，在凝血参数上基本上没有活性，并且在化妆品或制药领域中有用。还描述了新的低分子量epiK5-N-硫酸盐，可用作制备相应的LMW-epiK5-N，O-过度硫酸盐衍生物的中间体。

  公开号：

  US20120253029A1

文献信息

• [EN] CARBOHYDRATE LIGANDS THAT BIND TO IGM ANTIBODIES AGAINST MYELIN-ASSOCIATED GLYCOPROTEIN<br/>[FR] LIGANDS GLUCIDIQUES QUI SE LIENT AUX ANTICORPS IGM CONTRE LA GLYCOPROTÉINE ASSOCIÉE À LA MYÉLINE
  申请人：UNIV BASEL

  公开号：WO2015136027A1

  公开（公告）日：2015-09-17

  The invention relates to carbohydrate ligands presenting the minimal Human Natural Killer-1 (HNK-1) epitope that bind to anti-MAG (myelin-associated glycoprotein) IgM antibodies, and their use in diagnosis as well as for the treatment of anti-MAG neuropathy. In particular, the invention relates to disaccharides of formula (I) and (II) wherein Z is optionally substituted phenyl, heteroaryl, arylcarbonyl, or heteroarylmethyl, and to therapeutically acceptable polymers comprising a multitude of substituents of formula (I) and/or formula (II), wherein Z is a bifunctional linker connecting the disaccharides to the polymer backbone.

  该发明涉及与抗MAG（髓鞘相关糖蛋白）IgM抗体结合的呈现最小人类天然杀伤细胞-1（HNK-1）表位的碳水化合物配体，并且它们在诊断以及治疗抗MAG神经病变中的用途。具体而言，该发明涉及具有式（I）和（II）的二糖，其中Z是可选择取代的苯基、杂环烷基、芳基酰基或杂环烷基甲基，并且涉及包含多个式（I）和/或式（II）取代基的治疗可接受聚合物，其中Z是将二糖连接到聚合物骨架的双功能连接剂。
• Low molecular weight polysaccharides having antithrombotic activity
  申请人：Oreste Anna Pasqua

  公开号：US20070155694A1

  公开（公告）日：2007-07-05

  Novel depolymerized-LMWepiK5-N,O-sulfates obtainable starting from a LMW-epiK5-N-sulfate prepared by nitrous depolymerization of an epiK5-N-sulfate or by C5-epimerization of a LMW-K5-N-sulfate obtained by nitrous depolymerization of a K5-N-sulfate. A process consists of submitting the starting depolymerized-LMW-epiK5-N-sulfate to four steps: a O-oversulfation, a partila O-desulfation, a 6-O-sulfation and a N-sulfation. The new depolymerized-LMWepiK5-N,O-sulfates present a di- or trisulfated 2,5-anhydromannitol unit at the reducing end of the majority of its chains, have a content of iduronic acid of 40-60%, a sulfation degree of from 2.3 to 2.9 and a mean molecular weight of from about 1,500 to about 12,000. They exhibit a good antithrombotic activity with a low pro-hemorrhagic risk.

  由通过硝基降解epiK5-N-硫酸盐或通过硝基降解K5-N-硫酸盐获得的LMW-epiK5-N-硫酸盐制备的Novel depolymerized-LMWepiK5-N,O-硫酸盐，或通过C5-表异构化得到的LMW-K5-N-硫酸盐。该过程包括将起始的去聚合-LMW-epiK5-N-硫酸盐提交给四个步骤：O-过度硫酸化，部分O-脱硫酸化，6-O-硫酸化和N-硫酸化。新的去聚合-LMWepiK5-N,O-硫酸盐在其大部分链的还原端具有二硫酸化或三硫酸化的2,5-脱水甘露糖单元，具有40-60％的异硫酸酸含量，2.3至2.9的硫酸化程度和约1,500至约12,000的平均分子量。它们表现出良好的抗血栓形成活性，低的促出血风险。
• NOVEL POLYPEPTIDE
  申请人：KYOWA HAKKO KOGYO CO., LTD.

  公开号：EP1316608A1

  公开（公告）日：2003-06-04

  The present invention provides a novel polypeptide having a β1, 3-N-acetylglucosaminyltransferase activity, an agent for synthesizing a sugar chain comprising the polypeptide, a process for producing a sugar chain or a complex carbohydrate using the agent for synthesizing a sugar chain, DNA encoding the polypeptide, a process for producing the polypeptide, an antibody against the polypeptide, and a diagnosis method and a medicament for treatment for inflammation, cancer or tumor metastasis using the DNA or the antibody. The present invention is useful for synthesis of a useful sugar chain and diagnosis and treatment for inflammatory diseases, cancer or tumor metastasis.

  本发明提供了一种具有β1，3-N-乙酰葡萄糖氨基转移酶活性的新型多肽，一种包含该多肽的糖链合成剂，一种使用该糖链合成剂生产糖链或复合碳水化合物的工艺、编码该多肽的 DNA，生产该多肽的工艺，针对该多肽的抗体，以及使用该 DNA 或抗体治疗炎症、癌症或肿瘤转移的诊断方法和药物。本发明可用于合成有用的糖链，以及炎症、癌症或肿瘤转移的诊断和治疗。
• Carbohydrate ligands that bind to IGM antibodies against myelin-associated glycoprotein
  申请人：UNIVERSITÄT BASEL

  公开号：US10662212B2

  公开（公告）日：2020-05-26

  The invention relates to carbohydrate ligands presenting the minimal Human Natural Killer-1 (HNK-1) epitope that bind to anti-MAG (myelin-associated glycoprotein) IgM antibodies, and their use in diagnosis as well as for the treatment of anti-MAG neuropathy. In particular, the invention relates to disaccharides of formula (I) and (II) wherein Z is optionally substituted phenyl, heteroaryl, arylcarbonyl, or heteroarylmethyl, and to therapeutically acceptable polymers comprising a multitude of substitutents of formula (I) and/or formula (II), wherein Z is a bifunctional linker connecting the disaccharides to the polymer backbone.

  本发明涉及呈现与抗 MAG（髓鞘相关糖蛋白）IgM 抗体结合的最小人类天然杀手-1（HNK-1）表位的碳水化合物配体，以及它们在诊断和治疗抗 MAG 神经病变中的用途。特别是，本发明涉及式（I）和（II）的二糖，其中 Z 是任选取代的苯基、杂芳基、芳羰基或杂芳基甲基；本发明还涉及治疗上可接受的聚合物，包括式（I）和/或式（II）的多种取代基，其中 Z 是连接二糖和聚合物骨架的双官能团连接剂。
• Carbohydrate ligands that bind to IgM antibodies against myelin-associated glycoprotein
  申请人：UNIVERSITÄT BASEL

  公开号：US11220523B2

  公开（公告）日：2022-01-11

  The invention relates to carbohydrate ligands presenting the minimal Human Natural Killer-1 (HNK-1) epitope that bind to anti-MAG (myelin-associated glycoprotein) IgM antibodies, and their use in diagnosis as well as for the treatment of anti-MAG neuropathy. In particular, the invention relates to disaccharides of formula (I) and (II) wherein Z is optionally substituted phenyl, heteroaryl, arylcarbonyl, or heteroarylmethyl, and to therapeutically acceptable polymers comprising a multitude of substituents of formula (I) and/or formula (II), wherein Z is a bifunctional linker connecting the disaccharides to the polymer backbone.

  本发明涉及呈现与抗 MAG（髓鞘相关糖蛋白）IgM 抗体结合的最小人类天然杀手-1（HNK-1）表位的碳水化合物配体，以及它们在诊断和治疗抗 MAG 神经病变中的用途。特别是，本发明涉及式（I）和（II）的二糖，其中 Z 是任选取代的苯基、杂芳基、芳羰基或杂芳基甲基；本发明还涉及治疗上可接受的聚合物，包括式（I）和/或式（II）的多种取代基，其中 Z 是连接二糖和聚合物骨架的双官能团连接剂。