(S)-4-[(S)-1-Carboxy-2-(4-hydroxy-3-nitro-phenyl)-ethylcarbamoyl]-2-[(S)-4-carboxy-4-(4-methylamino-benzoylamino)-butyrylamino]-butyric acid | 357958-48-6

• 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)-4-[(S)-1-Carboxy-2-(4-hydroxy-3-nitro-phenyl)-ethylcarbamoyl]-2-[(S)-4-carboxy-4-(4-methylamino-benzoylamino)-butyrylamino]-butyric acid
• 英文别名: Me-4Abz-gGlu-gGlu-Tyr(3-NO2)-OH；(2S)-5-[[(1S)-1-carboxy-2-(4-hydroxy-3-nitrophenyl)ethyl]amino]-2-[[(4S)-4-carboxy-4-[[4-(methylamino)benzoyl]amino]butanoyl]amino]-5-oxopentanoic acid
• CAS: 357958-48-6
• 化学式: C₂₇H₃₁N₅O₁₂
• 分子量: 617.569
• InChiKey: RJISIFPPDYPRGC-FHWLQOOXSA-N

物化性质

• 沸点：
  1086.4±65.0 °C(Predicted)
• 密度：
  1.487±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  44
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  277
• 氢给体数：
  8
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  (S)-4-[(S)-1-Carboxy-2-(4-hydroxy-3-nitro-phenyl)-ethylcarbamoyl]-2-[(S)-4-carboxy-4-(4-methylamino-benzoylamino)-butyrylamino]-butyric acid 在 rat γ-glutamyl hydrolase 、 2-巯基乙醇 作用下， 以 acetate buffer 为溶剂， 反应 3.0h， 生成 N-[4-(甲基氨基)苯甲酰基]-L-谷氨酸 、 Glu-γ-Tyr(3-NO2)
  参考文献：
  名称：

  N-Me-pAB-Glu-γ-Glu-γ-Tyr(3-NO2): an internally quenched fluorogenic γ-glutamyl hydrolase substrate

  摘要：

  A gamma -glutamyl tripeptide containing an internally quenched fluorophore has been synthesized and shown to be a substrate for recombinant rat gamma -glutamyl hydrolase. HPLC, LC-MS, and fluorescence spectra support the conclusion that selective hydrolysis occurs at the penultimate peptide bond. Preliminary data indicate that hydrolysis of this substrate can be monitored continuously to yield steady-state kinetic data (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00103-2
• 作为产物：
  描述：

  Z-谷安酸叔丁基酯 在 palladium on activated charcoal 4-二甲氨基吡啶 、 四丁基氟化铵 、 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-4-[(S)-1-Carboxy-2-(4-hydroxy-3-nitro-phenyl)-ethylcarbamoyl]-2-[(S)-4-carboxy-4-(4-methylamino-benzoylamino)-butyrylamino]-butyric acid
  参考文献：
  名称：

  N-Me-pAB-Glu-γ-Glu-γ-Tyr(3-NO2): an internally quenched fluorogenic γ-glutamyl hydrolase substrate

  摘要：

  A gamma -glutamyl tripeptide containing an internally quenched fluorophore has been synthesized and shown to be a substrate for recombinant rat gamma -glutamyl hydrolase. HPLC, LC-MS, and fluorescence spectra support the conclusion that selective hydrolysis occurs at the penultimate peptide bond. Preliminary data indicate that hydrolysis of this substrate can be monitored continuously to yield steady-state kinetic data (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00103-2