3-O-(chloroacetylcarbamoyl)-1,2-di-O-palmitoyl-sn-glycerol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-O-(chloroacetylcarbamoyl)-1,2-di-O-palmitoyl-sn-glycerol
• 英文别名: [(2S)-3-[(2-chloroacetyl)carbamoyloxy]-2-hexadecanoyloxypropyl] hexadecanoate
• 化学式: C₃₈H₇₀ClNO₇
• 分子量: 688.429
• InChiKey: AMRVRRMKLHYOEJ-UMSFTDKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.8
• 重原子数：
  47
• 可旋转键数：
  37
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-O-benzyl-2,3-di-O-hexadecanoyl-sn-glycerol 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 3-O-(chloroacetylcarbamoyl)-1,2-di-O-palmitoyl-sn-glycerol
  参考文献：
  名称：

  Synthesis of Boron Cluster Lipids:  closo-Dodecaborate as an Alternative Hydrophilic Function of Boronated Liposomes for Neutron Capture Therapy

  摘要：

  [GRAPHIC]We succeeded in the synthesis of the double-tailed boron cluster lipids 4a-c and 5a-c, which have a B12H11S moiety as a hydrophilic function, by S-alkylation of B12H11SH (BSH) with bromoacetyl and chloroacetocarbamate derivatives of diacylglycerols for a liposomal boron delivery system on neutron capture therapy. Calcein encapsulation experiments revealed that the liposomes, prepared from the boron cluster lipid 4b, DMPC, PEG-DSPE, and cholesterol, are stable at 37 degrees C in FBS solution for 24 h.

  DOI：

  10.1021/ol062840+

文献信息

• Synthesis of Boron Cluster Lipids:  <i>closo</i>-Dodecaborate as an Alternative Hydrophilic Function of Boronated Liposomes for Neutron Capture Therapy
  作者：Jong-Dae Lee、Manabu Ueno、Yusuke Miyajima、Hiroyuki Nakamura

  DOI：10.1021/ol062840+

  日期：2007.1.1

  [GRAPHIC]We succeeded in the synthesis of the double-tailed boron cluster lipids 4a-c and 5a-c, which have a B12H11S moiety as a hydrophilic function, by S-alkylation of B12H11SH (BSH) with bromoacetyl and chloroacetocarbamate derivatives of diacylglycerols for a liposomal boron delivery system on neutron capture therapy. Calcein encapsulation experiments revealed that the liposomes, prepared from the boron cluster lipid 4b, DMPC, PEG-DSPE, and cholesterol, are stable at 37 degrees C in FBS solution for 24 h.