酪氨酸-脯氨酸-氮杂-甘氨酸-酰胺 | 284038-41-1

• 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
• 中文名称: 酪氨酸-脯氨酸-氮杂-甘氨酸-酰胺
• 英文名称: Tyrosine-Proline-aza-Glycine-amide
• CAS: 284038-41-1
• 化学式: C₁₅H₂₁N₅O₄
• 分子量: 335.363
• InChiKey: OKXYYOHEROUXST-RYUDHWBXSA-N

物化性质

• 密度：
  1.395±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.05
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  150.78
• 氢给体数：
  5.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  酪氨酸-脯氨酸-氮杂-甘氨酸-酰胺 在 三乙胺 作用下， 生成 H-Tyr-Pro-OH 、 cyclo(Tyr-Pro) 、 (S)-1-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic acid hydrazide 、 5-{(S)-1-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidin-2-yl}-2,4-dihydro-[1,2,4]triazol-3-one
  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：

  L-脯氨酸甲酯 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 生成 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