H-Val-Tyr-Ile-Aba-Gly-Phe-OH | 1186242-08-9

• 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-Val-Tyr-Ile-Aba-Gly-Phe-OH
• 英文别名: (2S)-2-[[2-[(4S)-4-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylpentanoyl]amino]-3-oxo-4,5-dihydro-1H-2-benzazepin-2-yl]acetyl]amino]-3-phenylpropanoic acid
• CAS: 1186242-08-9
• 化学式: C₄₁H₅₂N₆O₈
• 分子量: 756.899
• InChiKey: IRVWFEPKJPEGIM-KBCQHTJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  55
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  220
• 氢给体数：
  7
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  Boc-Aba-Gly 、 N-Boc-L-缬氨酸 、 BOC-L-异亮氨酸 、 Boc-Tyr(2,6-di-Cl-Bzl)OH 在 Boc-Phe-Merrifield resin 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 H-Val-Tyr-Ile-Aba-Gly-Phe-OH
  参考文献：
  名称：

  The Replacement of His(4) in Angiotensin IV by Conformationally Constrained Residues Provides Highly Potent and Selective Analogues

  摘要：

  The histidine residue in angiotensin IV was replaced by various conformationally constrained amino acids. The substitution of the His(4)-Pro(5) dipeptide sequence by the constrained Trp analogue Aia-Gly, in combination with beta(2)h Val substitution at the N-terminus, provided a new stable analogue H-(R)-beta(2)h Val-Tyr-Ile-Aia-Gly-Phe-OH (AL-40) that is a potent ligand for the Ang IV receptor TRAP and selective versus AP-N and the AT1 receptor.

  DOI：

  10.1021/jm900651p

文献信息

• The Replacement of His(4) in Angiotensin IV by Conformationally Constrained Residues Provides Highly Potent and Selective Analogues
  作者：Aneta Lukaszuk、Heidi Demaegdt、Debby Feytens、Patrick Vanderheyden、Georges Vauquelin、Dirk Tourwé

  DOI：10.1021/jm900651p

  日期：2009.9.24

  The histidine residue in angiotensin IV was replaced by various conformationally constrained amino acids. The substitution of the His(4)-Pro(5) dipeptide sequence by the constrained Trp analogue Aia-Gly, in combination with beta(2)h Val substitution at the N-terminus, provided a new stable analogue H-(R)-beta(2)h Val-Tyr-Ile-Aia-Gly-Phe-OH (AL-40) that is a potent ligand for the Ang IV receptor TRAP and selective versus AP-N and the AT1 receptor.