(S)-2-({(S)-1-[(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-tert-butoxycarbonylamino-propionylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyric acid tert-butyl ester | 406712-28-5

• 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)-2-({(S)-1-[(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-tert-butoxycarbonylamino-propionylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyric acid tert-butyl ester
• CAS: 406712-28-5
• 化学式: C₃₄H₅₂N₆O₁₀S
• 分子量: 736.887
• InChiKey: CUNYDIUCBIMIEQ-CQJMVLFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.22
• 重原子数：
  51.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  235.56
• 氢给体数：
  6.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 (S)-2-({(S)-1-[(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-tert-butoxycarbonylamino-propionylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyric acid tert-butyl ester 反应 1.0h， 以89%的产率得到
  参考文献：
  名称：

  摘要：

  Peptide Leu-Val-Cys-Tyr-Pro-Gln, identical to the bone marrow peptide MP-3, and its Val(3) and Ser(3) analogs, lacking SH group, were synthesized by conventional methods of peptide chemistry in solution and, along with the MP-3 S-S-dimerization product, were studied with respect to their effect on the macrophage phagocytic activity. It was shown that the activity was only enhanced by peptide MP-3, which demonstrated the essential role of the SH group in this function. The dimer analog of MP-3, unlike dimer analogs of other monocycteine-containing peptides, glutathione and HP5b, did not exhibit the inhibitory effect.

  DOI：

  10.1023/a:1012901200640
• 作为产物：
  描述：

  Z-Tyr-Pro-Gln-Ot-Bu 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 (S)-2-({(S)-1-[(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-tert-butoxycarbonylamino-propionylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyric acid tert-butyl ester
  参考文献：
  名称：

  摘要：

  Peptide Leu-Val-Cys-Tyr-Pro-Gln, identical to the bone marrow peptide MP-3, and its Val(3) and Ser(3) analogs, lacking SH group, were synthesized by conventional methods of peptide chemistry in solution and, along with the MP-3 S-S-dimerization product, were studied with respect to their effect on the macrophage phagocytic activity. It was shown that the activity was only enhanced by peptide MP-3, which demonstrated the essential role of the SH group in this function. The dimer analog of MP-3, unlike dimer analogs of other monocycteine-containing peptides, glutathione and HP5b, did not exhibit the inhibitory effect.

  DOI：

  10.1023/a:1012901200640