DC_8,9 phosphatidylhydroxyethanol | 125785-63-9

• 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: DC_8,9 phosphatidylhydroxyethanol
• 英文别名: [3-[Hydroxy(2-hydroxyethoxy)phosphoryl]oxy-2-tricosa-10,12-diynoyloxypropyl] tricosa-10,12-diynoate
• CAS: 125785-63-9
• 化学式: C₅₁H₈₅O₉P
• 分子量: 873.204
• InChiKey: GTZSIMKHQYTZFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.6
• 重原子数：
  61
• 可旋转键数：
  45
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  DC_8,9 phosphatidylhydroxyethanol 在 1-氯-N,N,2-三甲基丙烯胺 作用下， 以 氯仿 为溶剂， 以91%的产率得到DC_8,9 phosphatidyl 2-chloroethanol
  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
• 作为产物：
  描述：

  1,2 bis (tricosa 10,12 diynoyl)-sn-3-glycerophosphocholine, DC_8,9PC 、 乙二醇 在 acetate buffer 作用下， 以 异丙醇 为溶剂， 反应 10.0h， 以77%的产率得到DC_8,9 phosphatidylhydroxyethanol
  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

文献信息

• Synthesis of Metal-Chelating Polymerizable Phospholipids
  作者：Alok Singh、L.-I. Tsao、Dhananjay B. Puranik

  DOI：10.1080/00397919508011392

  日期：1995.2

  Abstract Two routes for the synthesis of metal chelating phospholipids are reported. An iminodiacetic acid functionality served as metal chelating site in the polar headgroup region of a phospholipid while a tricosa-10,12-diynoyl group linked to the glycerol backbone, made up the polymerizable hydrocarbon region.

  摘要 报道了两种金属螯合磷脂的合成路线。亚氨基二乙酸官能团作为磷脂极性头部区域的金属螯合位点，而连接到甘油主链的tricosa-10,12-二炔酰基构成可聚合烃区域。
• Phosphatidylhydroxyalkanols as Versatile Intermediates in the Synthesis of Headgroup Modified Diacetylenic Phospholipids
  作者：Alok Singh、Michael Markowitz、Li-I Tsao

  DOI：10.1080/00397919208019084

  日期：1992.8

  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.