(S)-2-({(S)-1-[(S)-2-{(R)-3-(Acetylamino-methylsulfanyl)-2-[(S)-2-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-3-methyl-butyrylamino]-propionylamino}-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyric acid | 406712-32-1

• 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: (S)-2-({(S)-1-[(S)-2-{(R)-3-(Acetylamino-methylsulfanyl)-2-[(S)-2-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-3-methyl-butyrylamino]-propionylamino}-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyric acid
• CAS: 406712-32-1
• 化学式: C₄₁H₆₄N₈O₁₂S
• 分子量: 893.072
• InChiKey: XNFUNEAWHKGQHG-YYTVJKPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.64
• 重原子数：
  62.0
• 可旋转键数：
  23.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  304.76
• 氢给体数：
  9.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (S)-2-({(S)-1-[(S)-2-{(R)-3-(Acetylamino-methylsulfanyl)-2-[(S)-2-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-3-methyl-butyrylamino]-propionylamino}-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyric acid 在 ammonium hydroxide 、 mercury(II) diacetate 、 双氧水 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 2.5h， 生成
  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：

  Boc-L-亮氨酸N-羟基琥珀酰亚胺脂 、 (S)-2-({(S)-1-[(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-((S)-2-amino-3-methyl-butyrylamino)-propionylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyric acid; compound with trifluoro-acetic acid 在 N-甲基吗啉 、 1-羟基苯并三唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以95%的产率得到(S)-2-({(S)-1-[(S)-2-{(R)-3-(Acetylamino-methylsulfanyl)-2-[(S)-2-((S)-2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-3-methyl-butyrylamino]-propionylamino}-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-4-carbamoyl-butyric acid
  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