(S)-3-(benzyloxy)propane-1,2-diyl bis(11,11,12,12,13,13,14,14,15,15,16,16,16-tridecafluorohexadecanoate) | 1137589-52-6

• 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: (S)-3-(benzyloxy)propane-1,2-diyl bis(11,11,12,12,13,13,14,14,15,15,16,16,16-tridecafluorohexadecanoate)
• CAS: 1137589-52-6
• 化学式: C₄₂H₄₈F₂₆O₅
• 分子量: 1126.8
• InChiKey: SIZLNIMMXSQVRR-NDEPHWFRSA-N

物化性质

• 沸点：
  670.8±55.0 °C(predicted)
• 密度：
  1.342±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  16.16
• 重原子数：
  73.0
• 可旋转键数：
  35.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-3-(benzyloxy)propane-1,2-diyl bis(11,11,12,12,13,13,14,14,15,15,16,16,16-tridecafluorohexadecanoate) 在 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以100%的产率得到
  参考文献：
  名称：

  Fluorinated Lipid Constructs Permit Facile Passage of Molecular Cargo into Living Cells

  摘要：

  Fluorinated lipids get rapidly internalized into living cells and are also displayed on the cell surface. The uptake of lipids is energy dependent and is likely via the clathrin-mediated endocytic pathway. Fluorinated lipids are 3-5-fold more efficient in acting as molecular transporters of noncovalently bound proteins than their hydrocarbon counterparts. These materials could serve as efficient molecular transporters for molecules that function in the cytoplasm such as short interfering RNAs (siRNAs)

  DOI：

  10.1021/ja902777d
• 作为产物：
  描述：

  11,11,12,12,13,13,14,14,15,15,16,16,16-Tridecafluoro-hexadecanoic acid 、 (R)-(+)-3-苄氧基-1,2-丙二醇 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以72%的产率得到(S)-3-(benzyloxy)propane-1,2-diyl bis(11,11,12,12,13,13,14,14,15,15,16,16,16-tridecafluorohexadecanoate)
  参考文献：
  名称：

  Fluorinated Lipid Constructs Permit Facile Passage of Molecular Cargo into Living Cells

  摘要：

  Fluorinated lipids get rapidly internalized into living cells and are also displayed on the cell surface. The uptake of lipids is energy dependent and is likely via the clathrin-mediated endocytic pathway. Fluorinated lipids are 3-5-fold more efficient in acting as molecular transporters of noncovalently bound proteins than their hydrocarbon counterparts. These materials could serve as efficient molecular transporters for molecules that function in the cytoplasm such as short interfering RNAs (siRNAs)

  DOI：

  10.1021/ja902777d