1-(O-α-D-Glucopyranosyl)-3-keto-25R-hexacosanol | 142922-45-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-(O-α-D-Glucopyranosyl)-3-keto-25R-hexacosanol
• 英文别名: Zaocregshhbkie-jjpwukmosa-；(25R)-25-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexacosan-3-one
• CAS: 142922-45-0
• 化学式: C₃₂H₆₂O₈
• 分子量: 574.839
• InChiKey: ZAOCREGSHHBKIE-JJPWUKMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  40
• 可旋转键数：
  27
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  137
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(O-α-D-Glucopyranosyl)-3-keto-25R-hexacosanol 在 吡啶 、 4-二甲氨基吡啶 、 硫酸 、 水 作用下， 反应 46.0h， 生成 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-25-methoxy-1-methyl-23-oxo-pentacosyl ester
  参考文献：
  名称：

  Structure of the “heterocyst glycolipids” of the marine cyanobacterium Nodularia harveyana

  摘要：

  The ''heterocyst glycolipids'' have been reported to take part in the protection of the specialized cyanobacterial cells capable of N2 fixation against the penetration Of O2. For the first time such glycolipids have been isolated in a pure form from a cyanobacterium, Nodularia harveyana, and their structures have been established by spectroscopic and chemical means to be 1-(O-alpha-D-glucopyranosyl)-3R,25R-hexacosanediol, 1-(O-alpha-D-glucopyranosyl)-3S,25R-hexacosanediol and 1-(O-alpha-D-glucopyranosyl)-3-keto-25R-hexacosanol.

  DOI：

  10.1016/s0040-4020(01)89033-5

文献信息

• Reinvestigation of heterocyst glycolipids from the cyanobacterium, Anabaena cylindrica
  作者：Annunziata Soriente、Tiziana Bisogno、Agata Gambacorta、Ida Romano、Claudio Sili、Antonio Trincone、Guido Sodano

  DOI：10.1016/0031-9422(94)00648-d

  日期：1995.2

  previously proposed structures for the heterocyst glycolipids of the nitrogen-fixing cyanobacterium Anabaena cylindrica have been revised. 13 C-enriched acetonides have been utilized for the determination of the relative stereochemistry of the 1,3-diol moiety in the aglycone of two glycolipids. The same glycolipids, which are thought to protect the nitrogenase from O 2 , have also been detected in A.

  摘要 先前提出的固氮蓝藻 Anabaena cylindrica 杂囊糖脂的结构已被修改。富含 13 C 的丙酮化物已用于测定两种糖脂苷元中 1,3-二醇部分的相对立体化学。同样的糖脂，被认为可以保护固氮酶免受 O 2 的影响，也在 A. torulosa 中检测到。
• Structure of the “heterocyst glycolipids” of the marine cyanobacterium Nodularia harveyana
  作者：Annunziata Soriente、Guido Sodano、Agata Cambacorta、Antonio Trincone

  DOI：10.1016/s0040-4020(01)89033-5

  日期：——

  The ''heterocyst glycolipids'' have been reported to take part in the protection of the specialized cyanobacterial cells capable of N2 fixation against the penetration Of O2. For the first time such glycolipids have been isolated in a pure form from a cyanobacterium, Nodularia harveyana, and their structures have been established by spectroscopic and chemical means to be 1-(O-alpha-D-glucopyranosyl)-3R,25R-hexacosanediol, 1-(O-alpha-D-glucopyranosyl)-3S,25R-hexacosanediol and 1-(O-alpha-D-glucopyranosyl)-3-keto-25R-hexacosanol.