N-acetyl-Tyrosine-Proline-aza-Glycine-amide | 284038-40-0

• 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-acetyl-Tyrosine-Proline-aza-Glycine-amide
• CAS: 284038-40-0
• 化学式: C₁₇H₂₃N₅O₅
• 分子量: 377.4
• InChiKey: YJMZLRSNFBFBIK-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.87
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  153.86
• 氢给体数：
  5.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-acetyl-Tyrosine-Proline-aza-Glycine-amide 在 高氯酸 作用下， 生成 cyclo(Tyr-Pro) 、 (S)-1-[(S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid 、 N-[(S)-2-((S)-2-Hydrazinocarbonyl-pyrrolidin-1-yl)-1-(4-hydroxy-benzyl)-2-oxo-ethyl]-acetamide 、 酪氨酸-脯氨酸-氮杂-甘氨酸-酰胺
  参考文献：
  名称：

  Degradation of Azaglycinamido Residues in Model Tripeptides Derived from Goserelin

  摘要：

  Three model tripeptides, N-acetyl-Tyr-Pro-azaGly-NH2 (NYPaG), Tyr-Pro-azaGly-NH2 (YPaG), and Tyr-Pro-Gly-NH2(YPG), were subjected to a systematic degradation study to get information about the degradation of the azaglycinamido residue. The degradation products were characterized with LC-MS. Main degradation products of NYPaG possess partially or totally eliminated azaglycinamido residues, while YPaG and YPG are exhibit cyclo(Tyr-Pro) formation, a diketopiperazine. The influence of the pH on the degradation rate constant k(obs) was investigated for NYPaG and YPaG in the pH range 0.4-11. An U-shaped profile with an inflexion around pH 9 was found for NYPaG while the degradation rate of YPaG was independent of the pH. NYPaG apparently was subject to proton-, solvent-, and hydroxyl-catalyzed degradation reactions whereas YPaG only underwent solvent-catalyzed reactions. Some influence of acetate and phosphate ions on k(obs) was found fur YPaG. Arrhenius plots of NYPaG and YPaG; were found to be linear. (C) 2000 Wiley-Liss, Inc. and the American Pharmaceutical Association.

  DOI：

  10.1002/(sici)1520-6017(200001)89:1<108::aid-jps11>3.0.co;2-a
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 N-acetyl-Tyrosine-Proline-aza-Glycine-amide
  参考文献：
  名称：

  Degradation of Azaglycinamido Residues in Model Tripeptides Derived from Goserelin

  摘要：

  Three model tripeptides, N-acetyl-Tyr-Pro-azaGly-NH2 (NYPaG), Tyr-Pro-azaGly-NH2 (YPaG), and Tyr-Pro-Gly-NH2(YPG), were subjected to a systematic degradation study to get information about the degradation of the azaglycinamido residue. The degradation products were characterized with LC-MS. Main degradation products of NYPaG possess partially or totally eliminated azaglycinamido residues, while YPaG and YPG are exhibit cyclo(Tyr-Pro) formation, a diketopiperazine. The influence of the pH on the degradation rate constant k(obs) was investigated for NYPaG and YPaG in the pH range 0.4-11. An U-shaped profile with an inflexion around pH 9 was found for NYPaG while the degradation rate of YPaG was independent of the pH. NYPaG apparently was subject to proton-, solvent-, and hydroxyl-catalyzed degradation reactions whereas YPaG only underwent solvent-catalyzed reactions. Some influence of acetate and phosphate ions on k(obs) was found fur YPaG. Arrhenius plots of NYPaG and YPaG; were found to be linear. (C) 2000 Wiley-Liss, Inc. and the American Pharmaceutical Association.

  DOI：

  10.1002/(sici)1520-6017(200001)89:1<108::aid-jps11>3.0.co;2-a