H-Gln-Gln-Phe-Phe-Gly-Leu-Nle-NH2 | 83181-51-5

• 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: H-Gln-Gln-Phe-Phe-Gly-Leu-Nle-NH2
• 英文别名: (2S)-2-amino-N-[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-amino-1-oxohexan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-1,5-dioxopentan-2-yl]pentanediamide
• CAS: 83181-51-5
• 化学式: C₄₂H₆₂N₁₀O₉
• 分子量: 851.016
• InChiKey: DYWCWNWJJFRLKE-FSJACQRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  61
• 可旋转键数：
  28
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  330
• 氢给体数：
  10
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  [(S)-3-Carbamoyl-1-((S)-3-carbamoyl-1-{(S)-1-[(S)-1-({[(S)-1-((S)-1-carbamoyl-pentylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-propylcarbamoyl)-propyl]-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 反应 0.5h， 生成 H-Gln-Gln-Phe-Phe-Gly-Leu-Nle-NH2
  参考文献：
  名称：

  Structure-activity studies on the C-terminal amide of substance P

  摘要：

  Twelve C-terminal heptapeptide analogues of substance P have been synthesized by solid phase and by the classical solution method. The modifications concerned all the C-terminal primary amide of SP and should therefore help to understand the biological significance of this carboxamide, as evaluated by in vivo and in vitro bioassays. From the results it can be seen that not the slightest change of the two amide protons is tolerated without an important loss of activity: replacement of one or two amide protons with alkyl groups, extension of the amide to the hydrazide and its alkyl analogues, and exchange of the amide with an ester or a carboxylic acid all reduce the relative activity/affinity at least by 2-fold. It is not clear for what reason all these modifications produce such a drastic activity reduction.

  DOI：

  10.1021/jm00353a009

文献信息

• Structure-activity studies on the C-terminal amide of substance P
  作者：Emanuel Escher、Rejean Couture、Constantinos Poulos、Nikos Pinas、Jacques Mizrahi、Dimitrios Theodoropoulos、Domenico Regoli

  DOI：10.1021/jm00353a009

  日期：1982.11

  Twelve C-terminal heptapeptide analogues of substance P have been synthesized by solid phase and by the classical solution method. The modifications concerned all the C-terminal primary amide of SP and should therefore help to understand the biological significance of this carboxamide, as evaluated by in vivo and in vitro bioassays. From the results it can be seen that not the slightest change of the two amide protons is tolerated without an important loss of activity: replacement of one or two amide protons with alkyl groups, extension of the amide to the hydrazide and its alkyl analogues, and exchange of the amide with an ester or a carboxylic acid all reduce the relative activity/affinity at least by 2-fold. It is not clear for what reason all these modifications produce such a drastic activity reduction.