10-{3-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)pentanoylamino]-propyl}-1,4,7,10-tetraazacyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester | 473895-02-2

• 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: 10-{3-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)pentanoylamino]-propyl}-1,4,7,10-tetraazacyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester
• 英文别名: tri-tert-butyl 10-[3-({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-pentanoyl}amino)propyl]-1,4,7,10-tetraazacyclododecane-1,4,7-tricarboxylate；tritert-butyl 10-[3-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]propyl]-1,4,7,10-tetrazacyclododecane-1,4,7-tricarboxylate
• CAS: 473895-02-2
• 化学式: C₃₆H₆₅N₇O₈S
• 分子量: 756.02
• InChiKey: SOIAKEGEJQGOGX-YCVJPRETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  52
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  187
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  10-{3-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)pentanoylamino]-propyl}-1,4,7,10-tetraazacyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester 、 三氟乙酸 以 二氯甲烷 为溶剂， 以99%的产率得到5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoic acid [3-(1,4,7,10-tetraazacyclododec-1-yl)propyl]amide tris(trifluoroacetate)
  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：

  1-(N-benzyloxycarbonyl-aminopropyl)-4,7,10-tri(t-butoxycarbonyl)-1,4,7,10-tetraazacyclododecane 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 1-羟基苯并三唑 、 溶剂黄146 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 10-{3-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)pentanoylamino]-propyl}-1,4,7,10-tetraazacyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester
  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

文献信息

• Synthetic catalyst for selective cleavage of protein and method for selective cleavage of protein using the same
  申请人：Artzyme Biotech Corporation

  公开号：US20020165365A1

  公开（公告）日：2002-11-07

  The present invention relates to a synthetic catalyst of the following formula (A) which can selectively recognize and cleave a specific protein among a protein mixture, and to a method for selective cleavage of a target protein using the same: (R)(Z) n (A) in which n denotes an integer of 1 or more, R represents a material capable of selectively recognizing and binding a target protein, and Z represents a metal ion-ligand complex.

  本发明涉及一种合成催化剂，其化学式为(A)，可以在蛋白质混合物中选择性地识别和切割特定蛋白质，并且涉及使用该催化剂进行目标蛋白质的选择性切割的方法：(R)(Z)n(A)，其中n表示大于或等于1的整数，R代表能够选择性识别和结合目标蛋白质的材料，Z代表金属离子-配体复合物。
• Effective Methods for the Biotinylation of Azamacrocycles
  作者：Sara J. Krivickas、Emiliano Tamanini、Matthew H. Todd、Michael Watkinson

  DOI：10.1021/jo071175v

  日期：2007.10.1

  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.