N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxycarbonyl)-L-lysyl-L-alanyl-L-alanyl-(N^ε-(benzo-18-crown-6)-4-carbonyl)-L-lysyl-L-alanine methyl ester | 155479-42-8

• 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: N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxycarbonyl)-L-lysyl-L-alanyl-L-alanyl-(N^ε-(benzo-18-crown-6)-4-carbonyl)-L-lysyl-L-alanine methyl ester
• 英文别名: methyl (2S)-2-[[(2S)-6-(2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-triene-20-carbonylamino)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]propanoyl]amino]-6-(phenylmethoxycarbonylamino)hexanoyl]amino]propanoyl]amino]propanoyl]amino]hexanoyl]amino]propanoate
• CAS: 155479-42-8
• 化学式: C₅₈H₈₉N₉O₁₉
• 分子量: 1216.39
• InChiKey: HFTDSOPEDJZAKR-YXSNIBSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  86
• 可旋转键数：
  31
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  362
• 氢给体数：
  9
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  溶剂黄146 、 N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxycarbonyl)-L-lysyl-L-alanyl-L-alanyl-(N^ε-(benzo-18-crown-6)-4-carbonyl)-L-lysyl-L-alanine methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以60%的产率得到N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-L-lysyl-L-alanyl-L-alanyl-(N^ε-(benzo-18-crown-6)-4-carbonyl)-L-lysyl-L-alanine methyl ester acetate
  参考文献：
  名称：

  Design and synthesis of novel peptides bearing a host and a guest side chains

  摘要：

  The synthesis of model heptapeptides bearing a host and a guest side chains at different positions is reported. These peptidic structures were designed in such a way that specific backbone; conformations could be induced and stabilized by cooperative side chain interactions. Although circular dichroism studies demonstrated that intra- and intermolecular host guest interactions are involved in the stabilization of the peptidic conformation, they are not strong enough to induce a complete conformational reorganization.

  DOI：

  10.1016/s0040-4020(01)80813-9
• 作为产物：
  描述：

  Nα-tert-butoxycarbonyl-L-alanyl-(Nε-benzyloxy-carbonyl)-L-lysyl-L-alanine methyl ester 在 盐酸 、 sodium hydroxide 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 N^α-tert-butoxycarbonyl-L-alanyl-L-alanyl-(N^ε-benzyloxycarbonyl)-L-lysyl-L-alanyl-L-alanyl-(N^ε-(benzo-18-crown-6)-4-carbonyl)-L-lysyl-L-alanine methyl ester
  参考文献：
  名称：

  Design and synthesis of novel peptides bearing a host and a guest side chains

  摘要：

  The synthesis of model heptapeptides bearing a host and a guest side chains at different positions is reported. These peptidic structures were designed in such a way that specific backbone; conformations could be induced and stabilized by cooperative side chain interactions. Although circular dichroism studies demonstrated that intra- and intermolecular host guest interactions are involved in the stabilization of the peptidic conformation, they are not strong enough to induce a complete conformational reorganization.

  DOI：

  10.1016/s0040-4020(01)80813-9

文献信息

• Design and synthesis of novel peptides bearing a host and a guest side chains
  作者：Normand Voyer、Brigitte Guérin

  DOI：10.1016/s0040-4020(01)80813-9

  日期：1994.1

  The synthesis of model heptapeptides bearing a host and a guest side chains at different positions is reported. These peptidic structures were designed in such a way that specific backbone; conformations could be induced and stabilized by cooperative side chain interactions. Although circular dichroism studies demonstrated that intra- and intermolecular host guest interactions are involved in the stabilization of the peptidic conformation, they are not strong enough to induce a complete conformational reorganization.