H-Phe-Val-Trp(2'-SCH2CH2CH3)-Ile-NH2

• 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: H-Phe-Val-Trp(2'-SCH2CH2CH3)-Ile-NH2
• 英文别名: (2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-3-methylbutanoyl]amino]-3-(2-propylsulfanyl-1H-indol-3-yl)propanoyl]amino]-3-methylpentanamide
• 化学式: C₃₄H₄₈N₆O₄S
• 分子量: 636.859
• InChiKey: LGGBEKZHJLWFGM-VGUKBLNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  45
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  198
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-芴甲氧羰基-L-苯丙氨酸五氟苯酯 在 silver trifluoromethanesulfonate 作用下， 以 三氟乙酸 为溶剂， 反应 48.0h， 生成 H-Phe-Val-Trp(2'-SCH2CH2CH3)-Ile-NH2
  参考文献：
  名称：

  Design and Synthesis of Novel Tetra-Peptide Motilin Agonists

  摘要：

  A series of novel tetra-peptide motilin agonists, having the general structure H-Phe-Val-X-IIe-NH2, were designed, on the basis of structure-activity relationship studies of motilin. Peptides, in which X is a side chain substituted tryptophan residue, have agonistic activity. H-Phe-Val-Trp(2'-CH2CH2OH)-Ile-NH2 (7), H-Phe-Val-Trp(2'-SCH3)-Ile-NH2 (8), and H-Phe-VaI-Trp(2'-SCH2CH2CH3)-Ile-NH2 (9), showed an EC50 for contractile activity in the rabbit smooth muscle of 14.1 +/- 3.2, 12.9 +/- 4.1, and 4.6 +/- 1.6 muM, respectively. Interaction of the tryptophan aliphatic side chain with motilin receptor appears to influence the signal transduction via motilin receptor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00027-5

文献信息

• Design and Synthesis of Novel Tetra-Peptide Motilin Agonists
  作者：M Haramura

  DOI：10.1016/s0968-0896(02)00027-5

  日期：2002.6

  A series of novel tetra-peptide motilin agonists, having the general structure H-Phe-Val-X-IIe-NH2, were designed, on the basis of structure-activity relationship studies of motilin. Peptides, in which X is a side chain substituted tryptophan residue, have agonistic activity. H-Phe-Val-Trp(2'-CH2CH2OH)-Ile-NH2 (7), H-Phe-Val-Trp(2'-SCH3)-Ile-NH2 (8), and H-Phe-VaI-Trp(2'-SCH2CH2CH3)-Ile-NH2 (9), showed an EC50 for contractile activity in the rabbit smooth muscle of 14.1 +/- 3.2, 12.9 +/- 4.1, and 4.6 +/- 1.6 muM, respectively. Interaction of the tryptophan aliphatic side chain with motilin receptor appears to influence the signal transduction via motilin receptor. (C) 2002 Elsevier Science Ltd. All rights reserved.