benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-[2,6-di-O-benzoxymethyl-3-O-benzyl-4,5-di-O-(dibenzylphosphoryl)-D-myo-inosityl] phosphate | 188950-60-9

• 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: benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-[2,6-di-O-benzoxymethyl-3-O-benzyl-4,5-di-O-(dibenzylphosphoryl)-D-myo-inosityl] phosphate
• 英文别名: dibenzyl [(1R,2R,3S,4R,5R,6S)-2-bis(phenylmethoxy)phosphoryloxy-4-[[(2R)-2,3-bis(undec-10-enoxy)propoxy]-phenylmethoxyphosphoryl]oxy-6-phenylmethoxy-3,5-bis(phenylmethoxymethoxy)cyclohexyl] phosphate
• CAS: 188950-60-9
• 化学式: C₈₉H₁₁₃O₁₉P₃
• 分子量: 1579.79
• InChiKey: HUPZBCVLFSCPMJ-HGTFKSENSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.5
• 重原子数：
  111
• 可旋转键数：
  60
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  199
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-[2,6-di-O-benzoxymethyl-3-O-benzyl-4,5-di-O-(dibenzylphosphoryl)-D-myo-inosityl] phosphate 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 4,5-di-O-phosphoryl-D-myo-inositol 1-O-(1,2-di-undecyl-sn-glyceryl) phosphate
  参考文献：
  名称：

  Synthesis of a tritium-labelled diether analog of phosphatidylinositol 4,5-bisphosphate

  摘要：

  The synthesis of 1-(1,2-O-diundecyl-sn-glycerylphosphoryl) 4,5-D-myo-inosityl bisphosphate and its tritiated analog are described. The convergent synthesis employed optically-pure inositol and glycerol derivatives. In the final step, hydrogenation of an alkenyl chain gave the saturated diether PIP2 and tritiation gave the high-specific activity, tritium-labelled analog.

  DOI：

  10.1002/(sici)1099-1344(199703)39:3<251::aid-jlcr964>3.0.co;2-y
• 作为产物：
  描述：

  Phosphoric acid benzyl ester (1R,2R,3S,4R,5R,6R)-3-benzyloxy-2,6-bis-benzyloxymethoxy-4,5-bis-(bis-benzyloxy-phosphanyloxy)-cyclohexyl ester (R)-2,3-bis-undec-10-enyloxy-propyl ester 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 benzyl 3-[1,2-di-(10-undecenyl)-sn-glyceryl] 1-O-[2,6-di-O-benzoxymethyl-3-O-benzyl-4,5-di-O-(dibenzylphosphoryl)-D-myo-inosityl] phosphate
  参考文献：
  名称：

  Synthesis of a tritium-labelled diether analog of phosphatidylinositol 4,5-bisphosphate

  摘要：

  The synthesis of 1-(1,2-O-diundecyl-sn-glycerylphosphoryl) 4,5-D-myo-inosityl bisphosphate and its tritiated analog are described. The convergent synthesis employed optically-pure inositol and glycerol derivatives. In the final step, hydrogenation of an alkenyl chain gave the saturated diether PIP2 and tritiation gave the high-specific activity, tritium-labelled analog.

  DOI：

  10.1002/(sici)1099-1344(199703)39:3<251::aid-jlcr964>3.0.co;2-y