1-硬脂酰-2-花生酰基磷脂酰胆碱 | 18892-74-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油磷脂
• 中文名称: 1-硬脂酰-2-花生酰基磷脂酰胆碱
• 英文名称: 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphorylcholine
• 英文别名: [2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxy-3-octadecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• CAS: 18892-74-5；35418-59-8
• 化学式: C₄₆H₈₄NO₈P
• 分子量: 810.149
• InChiKey: PSVRFUPOQYJOOZ-MEYQAEQNSA-N

物化性质

• 溶解度：
  乙醇：30mg/mL；乙醇:PBS (pH 7.2) (1:2): 0.3 mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  13.7
• 重原子数：
  56
• 可旋转键数：
  42
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  8

制备方法与用途

生物活性脂质 1-Stearoyl-2-arachidonoyl-sn-glycero-3-phosphocholine 是一种内源性代谢产物。

反应信息

• 作为产物：
  描述：

  氢化磷脂酰胆碱 在 tetraethylammonium salt of arachidonic acid 、 calcium chloride 作用下， 以 乙醚 为溶剂， 反应 73.0h， 生成 1-硬脂酰-2-花生酰基磷脂酰胆碱
  参考文献：
  名称：

  13C NMR spectra of 1-stearoyl-2-linoleyl-sn-glycero-3-phosphorylcholine and 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphorylcholine in CDCl3 solution and in sonicated dispersions in2H2O

  摘要：

  AbstractTwo mixed‐acid lecithins: 1‐stearoyl‐2‐linoleyl‐sn‐glycero‐3‐phosphorylcholine (SLL) and 1‐stearoyl‐2‐arachidonoyl‐sn‐glycero‐3‐phosphorylcholine (SAL) have been synthesized by phospholipase A2 digestion of 1,2‐distearoyl‐sn‐glycero‐3‐phosphorylcholine (DSL), followed by reacylation of the lysolecithin with the desired fatty acid anhydride. 13C (25.2 MHz) NMR spectra of SLL and SAL in CDCl3 solution and in sonicated dispersions in 2H2O have been obtained. Complete spectral assignments are reported for the two molecules in both systems. 13C nuclear spin‐lattice relaxation times (T1) of SLL and SAL in sonicated aqueous dispersions have also been measured. Relaxation rate profiles as a function of the chain segment position are in general agreement with those recently obtained from 2H NMR for similar systems.

  DOI：

  10.1002/mrc.1270180211

文献信息

• 13C NMR spectra of 1-stearoyl-2-linoleyl-sn-glycero-3-phosphorylcholine and 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphorylcholine in CDCl3 solution and in sonicated dispersions in2H2O
  作者：Juan F. Santarén、M. Rico、J. Guilleme、A. Ribera

  DOI：10.1002/mrc.1270180211

  日期：1982.2

  AbstractTwo mixed‐acid lecithins: 1‐stearoyl‐2‐linoleyl‐sn‐glycero‐3‐phosphorylcholine (SLL) and 1‐stearoyl‐2‐arachidonoyl‐sn‐glycero‐3‐phosphorylcholine (SAL) have been synthesized by phospholipase A2 digestion of 1,2‐distearoyl‐sn‐glycero‐3‐phosphorylcholine (DSL), followed by reacylation of the lysolecithin with the desired fatty acid anhydride. 13C (25.2 MHz) NMR spectra of SLL and SAL in CDCl3 solution and in sonicated dispersions in 2H2O have been obtained. Complete spectral assignments are reported for the two molecules in both systems. 13C nuclear spin‐lattice relaxation times (T1) of SLL and SAL in sonicated aqueous dispersions have also been measured. Relaxation rate profiles as a function of the chain segment position are in general agreement with those recently obtained from 2H NMR for similar systems.