({(S)-1-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-phenyl-propionyl]-2,5-dihydro-1H-pyrrole-2-carbonyl}-amino)-acetic acid ethyl ester | 289906-30-5

• 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: ({(S)-1-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-phenyl-propionyl]-2,5-dihydro-1H-pyrrole-2-carbonyl}-amino)-acetic acid ethyl ester
• 英文别名: ethyl 2-[[(2S)-1-[(2S)-3-phenyl-2-[[2-(phenylmethoxycarbonylamino)acetyl]amino]propanoyl]-2,5-dihydropyrrole-2-carbonyl]amino]acetate
• CAS: 289906-30-5
• 化学式: C₂₈H₃₂N₄O₇
• 分子量: 536.585
• InChiKey: PBDYIJHFOARNLP-GOTSBHOMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  39
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  143
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ({(S)-1-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-phenyl-propionyl]-2,5-dihydro-1H-pyrrole-2-carbonyl}-amino)-acetic acid ethyl ester 在 alpha-酮戊二酸 、 prolyl-4-hydroxylase 、 维生素 C 作用下， 以 水 为溶剂， 生成 ({(S)-3-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-phenyl-propionyl]-6-oxa-3-aza-bicyclo[3.1.0]hexane-2-carbonyl}-amino)-acetic acid ethyl ester
  参考文献：
  名称：

  Mechanistic studies on prolyl-4-hydroxylase: the vitamin c requiring uncoupled oxidation

  摘要：

  A deuteriated substrate for the human type I prolyl-4-hydroxylase was synthesized and its V/K deuterium isotope effect was determined to be 3.4 +/- 0.2. This isotope effect was attributed to the uncoupled oxidation. A dehydroproline containing tetrapeptide was also found to stimulate the uncoupled oxidation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00224-9
• 作为产物：
  描述：

  N-苄氧羰基甘氨酰-L-苯丙氨酸 、 [((S)-2,5-Dihydro-1H-pyrrole-2-carbonyl)-amino]-acetic acid ethyl ester; compound with trifluoro-acetic acid 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以70%的产率得到({(S)-1-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-phenyl-propionyl]-2,5-dihydro-1H-pyrrole-2-carbonyl}-amino)-acetic acid ethyl ester
  参考文献：
  名称：

  Mechanistic studies on prolyl-4-hydroxylase: the vitamin c requiring uncoupled oxidation

  摘要：

  A deuteriated substrate for the human type I prolyl-4-hydroxylase was synthesized and its V/K deuterium isotope effect was determined to be 3.4 +/- 0.2. This isotope effect was attributed to the uncoupled oxidation. A dehydroproline containing tetrapeptide was also found to stimulate the uncoupled oxidation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00224-9

文献信息

• Mechanistic studies on prolyl-4-hydroxylase: the vitamin c requiring uncoupled oxidation
  作者：Min Wu、Hong-sik Moon、Asta Pirskanen、Johanna Myllyharju、Kari I. Kivirikko、Tadhg P. Begley

  DOI：10.1016/s0960-894x(00)00224-9

  日期：2000.7

  A deuteriated substrate for the human type I prolyl-4-hydroxylase was synthesized and its V/K deuterium isotope effect was determined to be 3.4 +/- 0.2. This isotope effect was attributed to the uncoupled oxidation. A dehydroproline containing tetrapeptide was also found to stimulate the uncoupled oxidation. (C) 2000 Elsevier Science Ltd. All rights reserved.