(Z)-31-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)hentriacont-16-enoic acid | 1027604-19-8

• 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: (Z)-31-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)hentriacont-16-enoic acid
• CAS: 1027604-19-8
• 化学式: C₃₇H₆₈O₅
• 分子量: 592.944
• InChiKey: AHTGXDPKECHUJC-IHWYPQMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.8
• 重原子数：
  42
• 可旋转键数：
  30
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-31-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)hentriacont-16-enoic acid 生成 (Z)-32-[3-hydroxy-2-(hydroxymethyl)-2-methylpropoxy]-32-oxodotriacont-16-enoic acid
  参考文献：
  名称：

  Design and Synthesis of Asymmetric Acyclic Phospholipid Bolaamphiphiles

  摘要：

  A synthetic route was devised for the generation of asymmetric lipid bolaamphiphiles through the sequential esterification of an alkyldioic acid, bearing distinct terminal protecting groups, with propanylamine and lyso-phosphatidylcholine headgroups. Bolaamphiphile self-assembly was investigated in solvent mixes of varying polarity by nuclear magnetic resonance (NMR) and Fourier transform-infrared (FT-IR) spectroscopy, as well as in water by cryo-high-resolution scanning electron microscopy (cryo-HRSEM). We anticipate that asymmetric lipid bolaamphiphiles will provide facile building blocks for engineering a variety of unique membrane-mimetic structures.

  DOI：

  10.1021/jo048167o
• 作为产物：
  描述：

  16-iodohexadecanoic acid 在 4-二甲氨基吡啶 、 氢氧化钾 、 正丁基锂 、 三氟化硼乙醚 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 甲苯 、 苯 为溶剂， 反应 60.5h， 生成 (Z)-31-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)hentriacont-16-enoic acid
  参考文献：
  名称：

  Design and Synthesis of Asymmetric Acyclic Phospholipid Bolaamphiphiles

  摘要：

  A synthetic route was devised for the generation of asymmetric lipid bolaamphiphiles through the sequential esterification of an alkyldioic acid, bearing distinct terminal protecting groups, with propanylamine and lyso-phosphatidylcholine headgroups. Bolaamphiphile self-assembly was investigated in solvent mixes of varying polarity by nuclear magnetic resonance (NMR) and Fourier transform-infrared (FT-IR) spectroscopy, as well as in water by cryo-high-resolution scanning electron microscopy (cryo-HRSEM). We anticipate that asymmetric lipid bolaamphiphiles will provide facile building blocks for engineering a variety of unique membrane-mimetic structures.

  DOI：

  10.1021/jo048167o

文献信息

• Design and Synthesis of Asymmetric Acyclic Phospholipid Bolaamphiphiles
  作者：Toshitsugu Kai、Xue-Long Sun、Keith M. Faucher、Robert P. Apkarian、Elliot L. Chaikof

  DOI：10.1021/jo048167o

  日期：2005.4.1

  A synthetic route was devised for the generation of asymmetric lipid bolaamphiphiles through the sequential esterification of an alkyldioic acid, bearing distinct terminal protecting groups, with propanylamine and lyso-phosphatidylcholine headgroups. Bolaamphiphile self-assembly was investigated in solvent mixes of varying polarity by nuclear magnetic resonance (NMR) and Fourier transform-infrared (FT-IR) spectroscopy, as well as in water by cryo-high-resolution scanning electron microscopy (cryo-HRSEM). We anticipate that asymmetric lipid bolaamphiphiles will provide facile building blocks for engineering a variety of unique membrane-mimetic structures.