5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-amide | 864152-66-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: 5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-amide
• 英文别名: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[[2-(4-methylpyridin-2-yl)pyridin-4-yl]methyl]pentanamide
• CAS: 864152-66-9
• 化学式: C₂₂H₂₇N₅O₂S
• 分子量: 425.555
• InChiKey: DJFBZBZJUCGYKG-ZJOUEHCJSA-N

物化性质

• 沸点：
  772.7±60.0 °C(predicted)
• 密度：
  1.218±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ammonium iron(II) sulfate hexahydrate 、 氰离子 、 5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-amide 以 水 为溶剂， 生成 iron(II) tetracyano-5-(2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-amide
  参考文献：
  名称：

  Synthesis and Electrochemical Characterization of a Transition-Metal-Modified Ligand−Receptor Pair

  摘要：

  The energetics of weak interactions (van der Waals forces, hydrogen bonding) are difficult to quantify in biological ligand-receptor pairs. Insight into the biochemical role these forces play is critical to an understanding of signal transduction events and the drug discovery process. Ruthenium pentaammine and iron tetracyano complexes modified with either biotin or desthiobiotin have been synthesized and characterized. These modified biological ligands bind to the protein avidin in a manner similar to that of native biotin. Experiments using redox mediators show that the avidin-bound complexes are electrochemically accessible.

  DOI：

  10.1021/ja042922y
• 作为产物：
  描述：

  4-aminomethyl-4'-methyl-2,2'-bipyridine 、 D-生物素 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid (4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-amide
  参考文献：
  名称：

  Synthesis and Electrochemical Characterization of a Transition-Metal-Modified Ligand−Receptor Pair

  摘要：

  The energetics of weak interactions (van der Waals forces, hydrogen bonding) are difficult to quantify in biological ligand-receptor pairs. Insight into the biochemical role these forces play is critical to an understanding of signal transduction events and the drug discovery process. Ruthenium pentaammine and iron tetracyano complexes modified with either biotin or desthiobiotin have been synthesized and characterized. These modified biological ligands bind to the protein avidin in a manner similar to that of native biotin. Experiments using redox mediators show that the avidin-bound complexes are electrochemically accessible.

  DOI：

  10.1021/ja042922y

文献信息

• Synthesis and Electrochemical Characterization of a Transition-Metal-Modified Ligand−Receptor Pair
  作者：Amanda L. Eckermann、Kylie D. Barker、Matthew R. Hartings、Mark A. Ratner、Thomas J. Meade

  DOI：10.1021/ja042922y

  日期：2005.8.1

  The energetics of weak interactions (van der Waals forces, hydrogen bonding) are difficult to quantify in biological ligand-receptor pairs. Insight into the biochemical role these forces play is critical to an understanding of signal transduction events and the drug discovery process. Ruthenium pentaammine and iron tetracyano complexes modified with either biotin or desthiobiotin have been synthesized and characterized. These modified biological ligands bind to the protein avidin in a manner similar to that of native biotin. Experiments using redox mediators show that the avidin-bound complexes are electrochemically accessible.