t-Boc-Met-Ile-Phe-Leu-OMe | 332855-38-6

• 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: t-Boc-Met-Ile-Phe-Leu-OMe
• 英文别名: Boc-Met-Ile-Phe-Leu-OMe；methyl (2S)-4-methyl-2-[[(2S)-2-[[(2S,3S)-3-methyl-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-methylsulfanylbutanoyl]amino]pentanoyl]amino]-3-phenylpropanoyl]amino]pentanoate
• CAS: 332855-38-6
• 化学式: C₃₂H₅₂N₄O₇S
• 分子量: 636.853
• InChiKey: VVSXURCVHJESMI-GKKOWRRISA-N

物化性质

• 沸点：
  841.6±65.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  44
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  177
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  t-Boc-Met-Ile-Phe-Leu-OMe 在 sodium hydroxide 作用下， 生成 t-Boc-Met-Ile-Phe-Leu-OH
  参考文献：
  名称：

  Met-Ile-Phe-Leu derivatives: full and partial agonists of human neutrophil formylpeptide receptors

  摘要：

  The biological action of a series of Met-Ile-Phe-Leu analogues was analyzed on human neutrophils. to evaluate their ability to interact with formylpeptide receptors and to induce the related neutrophil responses. Three in vitro assays were carried out: receptor binding, chemotaxis and superoxide anion release. Our results demonstrate that formyl-Met-Ile-Phe-Leu derivatives act as more potent full agonists than formyl-Met-Leu-Phe, the tripeptide normally used as a model chemoattractant for the study of cell functions. On the other hand, the presence of N-ureidoisopropyl substituent in tetrapeptides imparts weak partial agonist properties. It has furthermore been demonstrated that the C-terminal methyl esterification or amination weakly influences the properties of tetrapeptide homologues. Finally, t-Boc-Met-Ile-Phe-Leu derivatives do not appear able to interact with formylpeptide receptors. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0014-2999(00)00908-0
• 作为产物：
  描述：

  叔丁氧羰基-蛋氨酰-琥珀酰亚胺 在 碳酸氢钠 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 t-Boc-Met-Ile-Phe-Leu-OMe
  参考文献：
  名称：

  Met-Ile-Phe-Leu derivatives: full and partial agonists of human neutrophil formylpeptide receptors

  摘要：

  The biological action of a series of Met-Ile-Phe-Leu analogues was analyzed on human neutrophils. to evaluate their ability to interact with formylpeptide receptors and to induce the related neutrophil responses. Three in vitro assays were carried out: receptor binding, chemotaxis and superoxide anion release. Our results demonstrate that formyl-Met-Ile-Phe-Leu derivatives act as more potent full agonists than formyl-Met-Leu-Phe, the tripeptide normally used as a model chemoattractant for the study of cell functions. On the other hand, the presence of N-ureidoisopropyl substituent in tetrapeptides imparts weak partial agonist properties. It has furthermore been demonstrated that the C-terminal methyl esterification or amination weakly influences the properties of tetrapeptide homologues. Finally, t-Boc-Met-Ile-Phe-Leu derivatives do not appear able to interact with formylpeptide receptors. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0014-2999(00)00908-0

文献信息

• Met-Ile-Phe-Leu derivatives: full and partial agonists of human neutrophil formylpeptide receptors
  作者：Alessandro Dalpiaz、Angelo Scatturin、Gianni Vertuani、Rita Pecoraro、Pier Andrea Borea、Katia Varani、Serena Traniello、Susanna Spisani

  DOI：10.1016/s0014-2999(00)00908-0

  日期：2001.1

  The biological action of a series of Met-Ile-Phe-Leu analogues was analyzed on human neutrophils. to evaluate their ability to interact with formylpeptide receptors and to induce the related neutrophil responses. Three in vitro assays were carried out: receptor binding, chemotaxis and superoxide anion release. Our results demonstrate that formyl-Met-Ile-Phe-Leu derivatives act as more potent full agonists than formyl-Met-Leu-Phe, the tripeptide normally used as a model chemoattractant for the study of cell functions. On the other hand, the presence of N-ureidoisopropyl substituent in tetrapeptides imparts weak partial agonist properties. It has furthermore been demonstrated that the C-terminal methyl esterification or amination weakly influences the properties of tetrapeptide homologues. Finally, t-Boc-Met-Ile-Phe-Leu derivatives do not appear able to interact with formylpeptide receptors. (C) 2001 Elsevier Science B.V. All rights reserved.
• Dalpiaz, Alessandro; Vertuani, Gianni; Scatturin, Angelo, Arzneimittel-Forschung/Drug Research, 2003, vol. 53, # 11, p. 793 - 798
  作者：Dalpiaz, Alessandro、Vertuani, Gianni、Scatturin, Angelo、Vitali, Federica、Varani, Katia、Spisani, Susanna

  DOI：——

  日期：——