(S)-1-{(S)-2-[(S)-2-((S)-2-Acetylamino-3-benzyloxy-propionylamino)-3-benzyloxycarbonyl-propionylamino]-6-benzyloxycarbonylamino-hexyl}-pyrrolidine-2-carboxylic acid benzyl ester | 199279-94-2

• 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: (S)-1-{(S)-2-[(S)-2-((S)-2-Acetylamino-3-benzyloxy-propionylamino)-3-benzyloxycarbonyl-propionylamino]-6-benzyloxycarbonylamino-hexyl}-pyrrolidine-2-carboxylic acid benzyl ester
• CAS: 199279-94-2
• 化学式: C₄₉H₅₉N₅O₁₀
• 分子量: 878.035
• InChiKey: OZWSPLLHGNYQRQ-ITMZJIMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  64.0
• 可旋转键数：
  25.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  190.7
• 氢给体数：
  4.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (S)-1-{(S)-2-[(S)-2-((S)-2-Acetylamino-3-benzyloxy-propionylamino)-3-benzyloxycarbonyl-propionylamino]-6-benzyloxycarbonylamino-hexyl}-pyrrolidine-2-carboxylic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 水 为溶剂， 生成 (2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxypropanoyl]amino]-3-carboxypropanoyl]amino]-6-aminohexyl]pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  NAcSDKP Analogues Resistant to Angiotensin-Converting Enzyme

  摘要：

  Two series of analogues of the tetrapeptide NAcSDKP, an inhibitor of hematopoietic stem cell proliferation, were prepared, and their enzymatic stability toward rabbit lung angiotensin-converting enzyme (ACE) was evaluated as well as their capacity to inhibit NAcSDKP hydrolysis by this enzyme. In the first series, each of the peptide bonds has been successively replaced by an aminomethylene bond. In the second one, the C-terminus of the peptide has been modified by decarboxylation or amidation. The results reported here indicate that all of these molecules but one have good stability toward the enzyme but none of the compounds is able to inhibit NAcSDKP hydrolysis by ACE.

  DOI：

  10.1021/jm9701132
• 作为产物：
  描述：

  N-BOC-O-苄基-L-丝氨酸 在 N-甲基吗啉 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.58h， 生成 (S)-1-{(S)-2-[(S)-2-((S)-2-Acetylamino-3-benzyloxy-propionylamino)-3-benzyloxycarbonyl-propionylamino]-6-benzyloxycarbonylamino-hexyl}-pyrrolidine-2-carboxylic acid benzyl ester
  参考文献：
  名称：

  NAcSDKP Analogues Resistant to Angiotensin-Converting Enzyme

  摘要：

  Two series of analogues of the tetrapeptide NAcSDKP, an inhibitor of hematopoietic stem cell proliferation, were prepared, and their enzymatic stability toward rabbit lung angiotensin-converting enzyme (ACE) was evaluated as well as their capacity to inhibit NAcSDKP hydrolysis by this enzyme. In the first series, each of the peptide bonds has been successively replaced by an aminomethylene bond. In the second one, the C-terminus of the peptide has been modified by decarboxylation or amidation. The results reported here indicate that all of these molecules but one have good stability toward the enzyme but none of the compounds is able to inhibit NAcSDKP hydrolysis by ACE.

  DOI：

  10.1021/jm9701132