<<(9-fluorenylmethyl)oxy>carbonyl>-L-tryptophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide | 92762-87-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: <<(9-fluorenylmethyl)oxy>carbonyl>-L-tryptophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide
• 英文别名: {[(9-fluorenylmethyl)oxy]carbonyl}-L-tryptophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide
• CAS: 92762-87-3
• 化学式: C₃₉H₄₅N₅O₇S
• 分子量: 727.882
• InChiKey: JMPGIIGCIQXTKE-ZDCRTTOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  52.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  181.71
• 氢给体数：
  5.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  <<(9-fluorenylmethyl)oxy>carbonyl>-L-tryptophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide 在 茴香硫醚 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 苯甲醚 、 二乙胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 (benzyloxycarbonyl)-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryptophyl-L-methionyl-L-aspartic acid amide
  参考文献：
  名称：

  Synthesis and biological activity of new peptide segments of gastrin exhibiting gastrin antagonist property

  摘要：

  A series of C-terminal peptide segments of gastrin, i.e., (tert-butyloxycarbonyl)-L-tryptophyl-L-methionyl-L-aspartic acid amide, (tert-butyloxycarbonyl)-glycyl-L-tryptophyl-L-methionyl-L-aspartic acid amide, (tert-butyloxy-carbonyl)-L-tyrosyl-glycyl-L-tryptophyl-L-methionyl-L-asp artic acid amide, and (benzyloxycarbonyl)-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryptophyl-L -methionyl-L-aspartic acid amide were prepared and were shown to competitively inhibit the binding of labeled human gastrin to its receptors in an isolated gastric mucosal cell preparation and to antagonize the action of gastrin on gastric acid secretion (ED50 from 1.5 to 7 mg/kg) in vivo in the reperfused rat stomach, determined according to the method of Ghosh and Schild. From these studies, it could be concluded that the C-terminal phenylalanine residue, which is of primary importance for intrinsic biological gastrin-like activity, is not essential for binding to gastrin receptors.

  DOI：

  10.1021/jm00378a012
• 作为产物：
  描述：

  <<(9-fluorenylmethyl)oxy>carbonyl>-L-methionyl-β-tert-butyl-L-aspartic acid amide 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 二乙胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 <<(9-fluorenylmethyl)oxy>carbonyl>-L-tryptophyl-L-methionyl-β-tert-butyl-L-aspartic acid amide
  参考文献：
  名称：

  Synthesis and biological activity of new peptide segments of gastrin exhibiting gastrin antagonist property

  摘要：

  A series of C-terminal peptide segments of gastrin, i.e., (tert-butyloxycarbonyl)-L-tryptophyl-L-methionyl-L-aspartic acid amide, (tert-butyloxycarbonyl)-glycyl-L-tryptophyl-L-methionyl-L-aspartic acid amide, (tert-butyloxy-carbonyl)-L-tyrosyl-glycyl-L-tryptophyl-L-methionyl-L-asp artic acid amide, and (benzyloxycarbonyl)-L-glutamyl-L-alanyl-L-tyrosyl-glycyl-L-tryptophyl-L -methionyl-L-aspartic acid amide were prepared and were shown to competitively inhibit the binding of labeled human gastrin to its receptors in an isolated gastric mucosal cell preparation and to antagonize the action of gastrin on gastric acid secretion (ED50 from 1.5 to 7 mg/kg) in vivo in the reperfused rat stomach, determined according to the method of Ghosh and Schild. From these studies, it could be concluded that the C-terminal phenylalanine residue, which is of primary importance for intrinsic biological gastrin-like activity, is not essential for binding to gastrin receptors.

  DOI：

  10.1021/jm00378a012