bis(22-hydroxydocosyl)disulfide | 568572-49-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 英文名称: bis(22-hydroxydocosyl)disulfide
• 英文别名: 22-(22-hydroxydocosyldisulfanyl)docosan-1-ol
• CAS: 568572-49-6
• 化学式: C₄₄H₉₀O₂S₂
• 分子量: 715.329
• InChiKey: PUAFLZKRPHQFLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.96
• 重原子数：
  48.0
• 可旋转键数：
  45.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  异烟酸 、 bis(22-hydroxydocosyl)disulfide 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， 生成 bis[22-((4-pyridinylcarbonyl)oxy)docosyl]disulfide
  参考文献：
  名称：

  Charge-Transfer Mechanism for Cytochrome c Adsorbed on Nanometer Thick Films. Distinguishing Frictional Control from Conformational Gating

  摘要：

  Using nanometer thick tunneling barriers with specifically attached cytochrome c, the electron-transfer rate constant was studied as a function of the SAM composition (alkane versus terthiophene), the omega-terminating group type (pyridine, imidazole, nitrile), and the solution viscosity. At large electrode-reactant separations, the pyridine terminated alkanethiols exhibit an exponential decline of the rate constant with increasing electron-transfer distance. At short separations, a plateau behavior, analogous to systems involving -COOH terminal groups to which cytochrome c can be attached electrostatically, is observed. The dependence of the rate constant in the plateau region on system properties is investigated. The rate constant is insensitive to the mode of attachment to the surface but displays a significant viscosity dependence, change with spacer composition (alkane versus terthiophene), and nature of the solvent (H2O versus D2O). Based on these findings and others, the conclusion is drawn that the charge-transfer rate constant at short distance is determined by polarization relaxation processes in the structure, rather than the electron tunneling probability or large-amplitude conformational rearrangement (gating). The transition in reaction mechanism with distance reflects a gradual transition between the tunneling and frictional mechanisms. This conclusion is consistent with data from a number of other sources as well.

  DOI：

  10.1021/ja034719t
• 作为产物：
  描述：

  22-hydroxy-1-docosanethiol 在 碘 作用下， 以 甲醇 为溶剂， 生成 bis(22-hydroxydocosyl)disulfide
  参考文献：
  名称：

  Charge-Transfer Mechanism for Cytochrome c Adsorbed on Nanometer Thick Films. Distinguishing Frictional Control from Conformational Gating

  摘要：

  Using nanometer thick tunneling barriers with specifically attached cytochrome c, the electron-transfer rate constant was studied as a function of the SAM composition (alkane versus terthiophene), the omega-terminating group type (pyridine, imidazole, nitrile), and the solution viscosity. At large electrode-reactant separations, the pyridine terminated alkanethiols exhibit an exponential decline of the rate constant with increasing electron-transfer distance. At short separations, a plateau behavior, analogous to systems involving -COOH terminal groups to which cytochrome c can be attached electrostatically, is observed. The dependence of the rate constant in the plateau region on system properties is investigated. The rate constant is insensitive to the mode of attachment to the surface but displays a significant viscosity dependence, change with spacer composition (alkane versus terthiophene), and nature of the solvent (H2O versus D2O). Based on these findings and others, the conclusion is drawn that the charge-transfer rate constant at short distance is determined by polarization relaxation processes in the structure, rather than the electron tunneling probability or large-amplitude conformational rearrangement (gating). The transition in reaction mechanism with distance reflects a gradual transition between the tunneling and frictional mechanisms. This conclusion is consistent with data from a number of other sources as well.

  DOI：

  10.1021/ja034719t