2-O-octanoyl-3-O-stearoyl-sn-glycerol | 282532-73-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 2-O-octanoyl-3-O-stearoyl-sn-glycerol
• 英文别名: [(2R)-3-hydroxy-2-octanoyloxypropyl] octadecanoate
• CAS: 282532-73-4
• 化学式: C₂₉H₅₆O₅
• 分子量: 484.761
• InChiKey: OTXDUPRFHFQSSG-HHHXNRCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.06
• 重原子数：
  34.0
• 可旋转键数：
  26.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  苄基N,N,N',N'-四异丙基亚磷酰二胺 、 2-O-octanoyl-3-O-stearoyl-sn-glycerol 在 四氮唑 作用下， 以 二氯甲烷 为溶剂， 以69%的产率得到Octadecanoic acid (S)-3-(benzyloxy-diisopropylamino-phosphanyloxy)-2-octanoyloxy-propyl ester
  参考文献：
  名称：

  Phosphorylation of Unnatural Phosphatidylinositols with Phosphatidylinositol 3-Kinase

  摘要：

  Phosphatidylinositol analogs (PIC2PIC18) having a series of saturated fatty acid (C2-C18) at sn-2 position were synthesized and subjected to the phosphorylation reaction with phosphatidylinositol 3-kinase (PI 3-kinase). The reactivity of PIC8 with PI 3-kinase turned out to be comparable to that of natural PI, although PIC18 was not phosphorylated under the same condition. The chirality of sn-2 center was not responsible for the phosphorylation reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00161-7
• 作为产物：
  描述：

  1-O-benzyl-2-O-octanoyl-3-O-stearoyl-sn-glycerol 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以90%的产率得到2-O-octanoyl-3-O-stearoyl-sn-glycerol
  参考文献：
  名称：

  Phosphorylation of Unnatural Phosphatidylinositols with Phosphatidylinositol 3-Kinase

  摘要：

  Phosphatidylinositol analogs (PIC2PIC18) having a series of saturated fatty acid (C2-C18) at sn-2 position were synthesized and subjected to the phosphorylation reaction with phosphatidylinositol 3-kinase (PI 3-kinase). The reactivity of PIC8 with PI 3-kinase turned out to be comparable to that of natural PI, although PIC18 was not phosphorylated under the same condition. The chirality of sn-2 center was not responsible for the phosphorylation reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00161-7

文献信息

• Phosphorylation of Unnatural Phosphatidylinositols with Phosphatidylinositol 3-Kinase
  作者：Naoko Morisaki、Koji Morita、Asuka Nishikawa、Noriyuki Nakatsu、Yasuhisa Fukui、Yuichi Hashimoto、Ryuichi Shirai

  DOI：10.1016/s0040-4020(00)00161-7

  日期：2000.4

  Phosphatidylinositol analogs (PIC2PIC18) having a series of saturated fatty acid (C2-C18) at sn-2 position were synthesized and subjected to the phosphorylation reaction with phosphatidylinositol 3-kinase (PI 3-kinase). The reactivity of PIC8 with PI 3-kinase turned out to be comparable to that of natural PI, although PIC18 was not phosphorylated under the same condition. The chirality of sn-2 center was not responsible for the phosphorylation reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.