Tetradecanoic acid 2-({2-[3-(2-{2-[(2,3-bis-tetradecanoyloxy-propoxy)-hydroxy-phosphoryloxy]-ethylcarbamoyl}-ethyldisulfanyl)-propionylamino]-ethoxy}-hydroxy-phosphoryloxy)-1-tetradecanoyloxymethyl-ethyl ester | 354553-44-9

• 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: Tetradecanoic acid 2-({2-[3-(2-{2-[(2,3-bis-tetradecanoyloxy-propoxy)-hydroxy-phosphoryloxy]-ethylcarbamoyl}-ethyldisulfanyl)-propionylamino]-ethoxy}-hydroxy-phosphoryloxy)-1-tetradecanoyloxymethyl-ethyl ester
• 英文别名: [3-[2-[3-[[3-[2-[2,3-Di(tetradecanoyloxy)propoxy-hydroxyphosphoryl]oxyethylamino]-3-oxopropyl]disulfanyl]propanoylamino]ethoxy-hydroxyphosphoryl]oxy-2-tetradecanoyloxypropyl] tetradecanoate；[3-[2-[3-[[3-[2-[2,3-di(tetradecanoyloxy)propoxy-hydroxyphosphoryl]oxyethylamino]-3-oxopropyl]disulfanyl]propanoylamino]ethoxy-hydroxyphosphoryl]oxy-2-tetradecanoyloxypropyl] tetradecanoate
• CAS: 354553-44-9
• 化学式: C₇₂H₁₃₈N₂O₁₈P₂S₂
• 分子量: 1445.97
• InChiKey: OZWAALIVKCFOSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.6
• 重原子数：
  96
• 可旋转键数：
  79
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  326
• 氢给体数：
  4
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  Tetradecanoic acid 2-({2-[3-(2-{2-[(2,3-bis-tetradecanoyloxy-propoxy)-hydroxy-phosphoryloxy]-ethylcarbamoyl}-ethyldisulfanyl)-propionylamino]-ethoxy}-hydroxy-phosphoryloxy)-1-tetradecanoyloxymethyl-ethyl ester 、 [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] N-[2-[2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxycarbonylamino]ethyldisulfanyl]ethyl]carbamate 反应 3.0h， 生成 [3-[2-[3-[2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxycarbonylamino]ethyldisulfanyl]propanoylamino]ethoxy-hydroxyphosphoryl]oxy-2-tetradecanoyloxypropyl] tetradecanoate
  参考文献：
  名称：

  Selective Association of Cholesterol with Long-Chain Phospholipids in Liquid-Ordered Bilayers:  Support for the Existence of Lipid Rafts

  摘要：

  Nearest-neighbor recognition experiments, which have been carried out under fluidizing and condensing conditions, using exchangeable dimers derived from 1,2-dimyristoyl-sn-glycero-3-phosphoethanolamine, 1,2-distearoyl-sn-glycero-3-phosphoethanolamine, and cholesterol, have provided strong evidence that sterol-phospholipid recognition is limited to the liquid-ordered phase.

  DOI：

  10.1021/ja038102n
• 作为产物：
  描述：

  [3-[2-[3-[2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxycarbonylamino]ethyldisulfanyl]propanoylamino]ethoxy-hydroxyphosphoryl]oxy-2-tetradecanoyloxypropyl] tetradecanoate 反应 3.0h， 生成 Tetradecanoic acid 2-({2-[3-(2-{2-[(2,3-bis-tetradecanoyloxy-propoxy)-hydroxy-phosphoryloxy]-ethylcarbamoyl}-ethyldisulfanyl)-propionylamino]-ethoxy}-hydroxy-phosphoryloxy)-1-tetradecanoyloxymethyl-ethyl ester 、 [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] N-[2-[2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxycarbonylamino]ethyldisulfanyl]ethyl]carbamate
  参考文献：
  名称：

  Selective Association of Cholesterol with Long-Chain Phospholipids in Liquid-Ordered Bilayers:  Support for the Existence of Lipid Rafts

  摘要：

  Nearest-neighbor recognition experiments, which have been carried out under fluidizing and condensing conditions, using exchangeable dimers derived from 1,2-dimyristoyl-sn-glycero-3-phosphoethanolamine, 1,2-distearoyl-sn-glycero-3-phosphoethanolamine, and cholesterol, have provided strong evidence that sterol-phospholipid recognition is limited to the liquid-ordered phase.

  DOI：

  10.1021/ja038102n

文献信息

• The influence of cholesterol on nearest-neighbor recognition in saturated phospholipid membranes
  作者：Sharon M. K. Davidson、Yiping Liu、Steven L. Regen

  DOI：10.1021/ja00075a028

  日期：1993.11

  one phospholipid to become a covalently attached nearest neighbor of another in the bilayer state provides unique insight into the supramolecular structure of that membrane [Krisovitch, S.M.; Regen, S.L.J. Am. Chem. Soc. 1992, 114, 9828]. In this work, such nearest-neighbor recognition measurements habe been used to study the effects of cholesterol on phospholipid mixing in the physiologically relevant

  一种磷脂在双层状态下成为另一种磷脂的共价连接最近邻的热力学偏好为了解该膜的超分子结构提供了独特的见解 [Krisovitch, SM; 里根，SLJ 上午。化学 社会。1992, 114, 9828]。在这项工作中，这种最近邻识别测量已被用于研究胆固醇对生理相关流体相和凝胶-流体共存区域中磷脂混合的影响