N-(1-adamantane) lipoamide | 458529-20-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫杂环戊烷
• 英文名称: N-(1-adamantane) lipoamide
• 英文别名: 5-(1,2-dithiolan-3-yl)-N-[(3S,5S,7S)-tricyclo[3.3.1.1~3,7~]dec-1-yl]pentanamide；N-(1-adamantyl)-5-(dithiolan-3-yl)pentanamide
• CAS: 458529-20-9
• 化学式: C₁₈H₂₉NOS₂
• 分子量: 339.566
• InChiKey: GYKLPQXHZZJVCP-UHFFFAOYSA-N

物化性质

• 沸点：
  522.2±17.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N'-二环己基碳二亚胺 、 盐酸金刚烷胺 、 Thioctic acid 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 以48%的产率得到N-(1-adamantane) lipoamide
  参考文献：
  名称：

  Molecular interactions of β-cyclodextrins with monolayers containing adamantane and anthraquinone guest groups

  摘要：

  Complexing abilities of -cyclodextrin (-CD) towards anthraquinone derivatives in solution and immobilised on gold surfaces were studied by voltammetry. The association constant of -CD with 1-aminoanthraquinone in solution was found to be 1.03 +/- 0.05x103M-1; hence, smaller than that with anthraquinone. Capping the surface-immobilised N-(1-anthraquinone) lipoamide with -CD led to decrease in the heterogeneous electron transfer rate constant due to the change in the immediate environment around the electroactive group. To detect the interactions of -CD with a non-electroactive guest, N-(1-adamantane) lipoamide (AD-Lip), the CD was modified by the attachment of an anthraquinone group as the electroactive marker. The appearance of the voltammetric peak corresponding to the reduction of the anthraquinone side-group indicated the binding of -CD to the AD-Lip self-assembled in a monolayer on the gold electrode.

  DOI：

  10.1080/10610278.2010.486138