for-Met-Leu-Phe-Lys(Phe-Leu-Met-for)-Lys(Phe-Leu-Met-for)-OMe | 1204605-15-1

• 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: for-Met-Leu-Phe-Lys(Phe-Leu-Met-for)-Lys(Phe-Leu-Met-for)-OMe
• 英文别名: For-Met-Leu-Phe-Lys(1)-Lys(2)-OMe.For-Met-Leu-Phe-(2).For-Met-Leu-Phe-(1)；methyl (2S)-2-[[(2S)-2,6-bis[[(2S)-2-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoyl]amino]hexanoyl]amino]-6-[[(2S)-2-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoyl]amino]hexanoate
• CAS: 1204605-15-1
• 化学式: C₇₆H₁₁₅N₁₃O₁₅S₃
• 分子量: 1547.03
• InChiKey: KBNXPJBMAXFFTO-OQCJWFJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  107
• 可旋转键数：
  54
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  481
• 氢给体数：
  13
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  N6-(tert-butoxycarbonyl)-N2-formyl-L-methionyl-L-leucyl-L-phenylalanyl-L-lysine 、 (S)-methyl 2-amino-6-(tert-butoxycarbonylamino)hexanoate 、 N-甲酰-L-甲硫氨酰-L-白氨酰-L苯丙氨酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 氯仿 为溶剂， 生成 for-Met-Leu-Phe-Lys(Phe-Leu-Met-for)-Lys(Phe-Leu-Met-for)-OMe
  参考文献：
  名称：

  Oligomeric formylpeptide activity on human neutrophils

  摘要：

  A series of oligomeric formylpeptides were synthesized by cross-linking the prototype fMLP using a Lys residue. They were then investigated for their ability to stimulate chemotaxis, superoxide anion production, and lytic enzyme release in human neutrophils.Although active in stimulating the different receptor isoforms, leading to the different biological responses, these analogues showed a lesser potency and affinity than the standard peptide. On the basis of the results reported here, we can hypothesise that: (i) the increased bulk of these molecules seems to hinder their correct positioning into the receptor pocket, thereby hindering favourable receptor interaction; and that: (ii) fMLP space positions do not seem to allow the ligand to increase biological responses. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.08.010

文献信息

• Oligomeric formylpeptide activity on human neutrophils
  作者：Giorgio Cavicchioni、Anna Fraulini、Sofia Falzarano、Susanna Spisani

  DOI：10.1016/j.ejmech.2009.08.010

  日期：2009.12

  A series of oligomeric formylpeptides were synthesized by cross-linking the prototype fMLP using a Lys residue. They were then investigated for their ability to stimulate chemotaxis, superoxide anion production, and lytic enzyme release in human neutrophils.Although active in stimulating the different receptor isoforms, leading to the different biological responses, these analogues showed a lesser potency and affinity than the standard peptide. On the basis of the results reported here, we can hypothesise that: (i) the increased bulk of these molecules seems to hinder their correct positioning into the receptor pocket, thereby hindering favourable receptor interaction; and that: (ii) fMLP space positions do not seem to allow the ligand to increase biological responses. (C) 2009 Elsevier Masson SAS. All rights reserved.