(2-{(S)-2-[(S)-1-(Dimethylcarbamoylmethyl-carbamoyl)-3-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethyl)-carbamic acid benzyl ester | 190719-54-1

• 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
• 英文名称: (2-{(S)-2-[(S)-1-(Dimethylcarbamoylmethyl-carbamoyl)-3-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethyl)-carbamic acid benzyl ester
• CAS: 190719-54-1
• 化学式: C₂₅H₃₇N₅O₆
• 分子量: 503.599
• InChiKey: JKXQNUYQXJHRIP-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.64
• 重原子数：
  36.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  137.15
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2-{(S)-2-[(S)-1-(Dimethylcarbamoylmethyl-carbamoyl)-3-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethyl)-carbamic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 生成 (S)-1-(2-Acetylamino-acetyl)-pyrrolidine-2-carboxylic acid [(S)-1-(dimethylcarbamoylmethyl-carbamoyl)-3-methyl-butyl]-amide
  参考文献：
  名称：

  Conformational Analysis of β-Turn Structure in Tetrapeptides Containing Proline or Proline Analogs

  摘要：

  In order to evaluate the influence of cyclic secondary amino acids on the stability of beta-turn structure, we have prepared Ac-Gly-L-Xxx-L-Leu-Gly-N(CH3)(2) (Xxx = Aze, 4-membered ring: 1, Xxx = Pro, 5-membered ring: 2, Xxx = Pip, 6-membered ring: 3). The NOE cross peaks that support beta-turn structure were observed in 1-3. The NOE cross peak between both terminals of the synthetic peptides, however, was observed only in the NOESY spectra of 2. This result indicates that 5-membered ring side chain in proline plays a very important role in the formation of beta-hairpin structure. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00529-7
• 作为产物：
  描述：

  Z-甘氨酸 N-琥珀酰亚胺酯 在 碳酸氢钠 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 生成 (2-{(S)-2-[(S)-1-(Dimethylcarbamoylmethyl-carbamoyl)-3-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-oxo-ethyl)-carbamic acid benzyl ester
  参考文献：
  名称：

  Conformational Analysis of β-Turn Structure in Tetrapeptides Containing Proline or Proline Analogs

  摘要：

  In order to evaluate the influence of cyclic secondary amino acids on the stability of beta-turn structure, we have prepared Ac-Gly-L-Xxx-L-Leu-Gly-N(CH3)(2) (Xxx = Aze, 4-membered ring: 1, Xxx = Pro, 5-membered ring: 2, Xxx = Pip, 6-membered ring: 3). The NOE cross peaks that support beta-turn structure were observed in 1-3. The NOE cross peak between both terminals of the synthetic peptides, however, was observed only in the NOESY spectra of 2. This result indicates that 5-membered ring side chain in proline plays a very important role in the formation of beta-hairpin structure. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00529-7