3-O-bromoacetyl-1,2-di-O-myristoyl-sn-glycerol

• 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: 3-O-bromoacetyl-1,2-di-O-myristoyl-sn-glycerol
• 英文别名: [(2S)-3-(2-bromoacetyl)oxy-2-tetradecanoyloxypropyl] tetradecanoate
• 化学式: C₃₃H₆₁BrO₆
• 分子量: 633.748
• InChiKey: RTEQNYVQGKFIFA-PMERELPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.2
• 重原子数：
  40
• 可旋转键数：
  33
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-bromoacetate 在 4-二甲氨基吡啶 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.5h， 生成 3-O-bromoacetyl-1,2-di-O-myristoyl-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.