5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoic acid [4-(tert-butyl-dimethyl-silanyloxy)-butyl]-amide | 957829-90-2

• 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-4-yl)-pentanoic acid [4-(tert-butyl-dimethyl-silanyloxy)-butyl]-amide
• CAS: 957829-90-2
• 化学式: C₂₀H₃₉N₃O₃SSi
• 分子量: 429.699
• InChiKey: LVUCVGWSGWQPRM-BQFCYCMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  28.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  79.46
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoic acid [4-(tert-butyl-dimethyl-silanyloxy)-butyl]-amide 在 4-二甲氨基吡啶 、 potassium carbonate 、 溶剂黄146 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 169.0h， 生成 5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoic acid (4-1,4,7-triazonan-1-yl-butyl)-amide
  参考文献：
  名称：

  Effective Methods for the Biotinylation of Azamacrocycles

  摘要：

  The biotin-(strept)avidin interaction remains a gold standard of model biological recognition events. The biotinylation of azarnacrocycles permits the investigation of signal transduction between this recognition event and the metal center of an azamacrocycle complex, of wide potential interest in biosensing. There are no generally applicable procedures in the literature for such functionalizations. We report here a comprehensive investigation into the attachment of biotin to TACN, cyclen, and cyclam.. Effective methods have been found for each ring. The efficacy of the functionalization is critically dependent on the nature of the azarnacrocycle.

  DOI：

  10.1021/jo071175v
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 吡啶 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 反应 48.0h， 生成 5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoic acid [4-(tert-butyl-dimethyl-silanyloxy)-butyl]-amide
  参考文献：
  名称：

  Effective Methods for the Biotinylation of Azamacrocycles

  摘要：

  The biotin-(strept)avidin interaction remains a gold standard of model biological recognition events. The biotinylation of azarnacrocycles permits the investigation of signal transduction between this recognition event and the metal center of an azamacrocycle complex, of wide potential interest in biosensing. There are no generally applicable procedures in the literature for such functionalizations. We report here a comprehensive investigation into the attachment of biotin to TACN, cyclen, and cyclam.. Effective methods have been found for each ring. The efficacy of the functionalization is critically dependent on the nature of the azarnacrocycle.

  DOI：

  10.1021/jo071175v