β-pentadecyl D-galactopyranoside

• 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: β-pentadecyl D-galactopyranoside
• 英文别名: (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-pentadecoxyoxane-3,4,5-triol
• 化学式: C₂₁H₄₂O₆
• 分子量: 390.561
• InChiKey: ISGYDHIDXXZAOZ-XDWAVFMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  27
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-十四烯 在 Grubbs catalyst first generation 、 palladium on activated charcoal 氢气 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 β-pentadecyl D-galactopyranoside
  参考文献：
  名称：

  Rapid Preparation of Glycolipid Libraries by Cross Metathesis

  摘要：

  A new strategy for the synthesis of a well-defined glycolipid library is presented. A highly selective cross metathesis reaction is used to diversify the lipid moiety of anomerically pure alpha- or beta-glycosides, and subsequent functionalization of the double bond allows further expansion of the diversity. These glycolipids are being investigated for their effect on the immune system, especially the CD1-mediated T-cell activation.

  DOI：

  10.1002/1615-4169(200208)344:6/7<622::aid-adsc622>3.0.co;2-w

文献信息

• Rapid Preparation of Glycolipid Libraries by Cross Metathesis
  作者：Oliver Plettenburg、Cosina Mui、Vera Bodmer-Narkevitch、Chi-Huey Wong

  DOI：10.1002/1615-4169(200208)344:6/7<622::aid-adsc622>3.0.co;2-w

  日期：2002.8

  A new strategy for the synthesis of a well-defined glycolipid library is presented. A highly selective cross metathesis reaction is used to diversify the lipid moiety of anomerically pure alpha- or beta-glycosides, and subsequent functionalization of the double bond allows further expansion of the diversity. These glycolipids are being investigated for their effect on the immune system, especially the CD1-mediated T-cell activation.