1,2-O-(octacosane-1,28-diyl)-sn-glycerol | 149221-87-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-O-(octacosane-1,28-diyl)-sn-glycerol
• CAS: 149221-87-4
• 化学式: C₃₁H₆₂O₃
• 分子量: 482.831
• InChiKey: QUIAWYZCZOPLIO-HKBQPEDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.54
• 重原子数：
  34.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,2-O-(octacosane-1,28-diyl)-sn-glycerol 在 三乙胺 作用下， 以 乙腈 、 苯 为溶剂， 反应 50.0h， 生成 1,2-O-(octacosane-1,28-diyl)-sn-glycero-3-phosphatidylcholine
  参考文献：
  名称：

  Synthesis and thermotropic properties of macrocyclic lipids related to archaebacterial membranes

  摘要：

  Macrocyclic phospholipids containing 32-44 ring atoms were synthesized by a route involving a high-temperature Glaser oxidation as the key step. These lipids are analogous to mammalian phospholipids except a single extra carbon-carbon bond joins the chain termini. The new lipids offered, therefore, an opportunity to examine thermotropic properties of their membranes when the chains within a given molecule are unable to move independently of one another. It was concluded that chain ''tethering'' (a) raises the transition temperatures substantially for all but the shortest lipids, (b) lowers enthalpies of transition by, in part, reducing the number of gauche C-C linkages created during the melting process, and (c) lowers entropies of transition by impeding motional freedom with in the liquid-crystalline phase. Molecular mechanics calculations on the macrocyclic lipids are described briefly.

  DOI：

  10.1021/ja00068a017
• 作为产物：
  描述：

  (R)-2-Benzyloxymethyl-1,4-dioxa-cyclodotriaconta-17,19-diyne 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 1,2-O-(octacosane-1,28-diyl)-sn-glycerol
  参考文献：
  名称：

  Synthesis and thermotropic properties of macrocyclic lipids related to archaebacterial membranes

  摘要：

  Macrocyclic phospholipids containing 32-44 ring atoms were synthesized by a route involving a high-temperature Glaser oxidation as the key step. These lipids are analogous to mammalian phospholipids except a single extra carbon-carbon bond joins the chain termini. The new lipids offered, therefore, an opportunity to examine thermotropic properties of their membranes when the chains within a given molecule are unable to move independently of one another. It was concluded that chain ''tethering'' (a) raises the transition temperatures substantially for all but the shortest lipids, (b) lowers enthalpies of transition by, in part, reducing the number of gauche C-C linkages created during the melting process, and (c) lowers entropies of transition by impeding motional freedom with in the liquid-crystalline phase. Molecular mechanics calculations on the macrocyclic lipids are described briefly.

  DOI：

  10.1021/ja00068a017