Tricosa-10,12-diynoic acid 2-[(4-chloro-butoxy)-hydroxy-phosphoryloxy]-1-tricosa-10,12-diynoyloxymethyl-ethyl ester | 144750-81-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油磷脂
• 英文名称: Tricosa-10,12-diynoic acid 2-[(4-chloro-butoxy)-hydroxy-phosphoryloxy]-1-tricosa-10,12-diynoyloxymethyl-ethyl ester
• 英文别名: [3-[4-Chlorobutoxy(hydroxy)phosphoryl]oxy-2-tricosa-10,12-diynoyloxypropyl] tricosa-10,12-diynoate
• CAS: 144750-81-2
• 化学式: C₅₃H₈₈ClO₈P
• 分子量: 919.704
• InChiKey: WGUBRACMVUVIMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.6
• 重原子数：
  63
• 可旋转键数：
  47
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,2 bis (tricosa 10,12 diynoyl)-sn-3-glycerophosphocholine, DC_8,9PC 在 1-氯-N,N,2-三甲基丙烯胺 、 acetate buffer 作用下， 以 氯仿 、 异丙醇 为溶剂， 反应 10.0h， 生成 Tricosa-10,12-diynoic acid 2-[(4-chloro-butoxy)-hydroxy-phosphoryloxy]-1-tricosa-10,12-diynoyloxymethyl-ethyl ester
  参考文献：
  名称：

  Phosphatidylhydroxyalkanols as Versatile Intermediates in the Synthesis of Headgroup Modified Diacetylenic Phospholipids

  摘要：

  Phospholipase D extract (from savoy cabbage) mediates exchange of omega hydroxyalkanols (n= 2-4) with the choline moiety of phosphatidylcholines to produce corresponding phosphatidylhydroxyalkanols in >70% yield. The phosphatidyl hydroxyalkanol and its chloro analogue-were further reacted with molecules containing carboxylic and amine functionality respectively, providing an easy and efficient method to produce headgroup modified phospholipids.

  DOI：

  10.1080/00397919208019084