p-Glu-Tyr-Leu-Asn-Glu-Pro-Lys-Arg-Arg-Pro-Tyr-Ile-Leu-OH | 1092172-33-2

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: p-Glu-Tyr-Leu-Asn-Glu-Pro-Lys-Arg-Arg-Pro-Tyr-Ile-Leu-OH
• CAS: 1092172-33-2
• 化学式: C₇₈H₁₂₁N₂₁O₂₀
• 分子量: 1672.95
• InChiKey: JQQMDQVFMGFXEG-ISULXFBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.39
• 重原子数：
  119.0
• 可旋转键数：
  50.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  668.69
• 氢给体数：
  23.0
• 氢受体数：
  21.0

反应信息

• 作为产物：
  描述：

  Fmoc-O-叔丁基-L-谷氨酸 、 Fmoc-N-三苯甲基-L-天冬酰胺 、 Fmoc-O-叔丁基-L-酪氨酸 、 Fmoc-L-脯氨酸 、 Fmoc-L-亮氨酸 、 6-(4-Methoxy-3-(oxazol-5-yl)phenyl)-4-methylhex-4-enoic acid 、 L-焦谷氨酸 在 哌啶 、 diisopropylethyl amine 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 1-羟基苯并三唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.05h， 生成 p-Glu-Tyr-Leu-Asn-Glu-Pro-Lys-Arg-Arg-Pro-Tyr-Ile-Leu-OH
  参考文献：
  名称：

  Novel insights into GPCR—Peptide interactions: Mutations in extracellular loop 1, ligand backbone methylations and molecular modeling of neurotensin receptor 1

  摘要：

  Investigating prototypical interactions between NT(8-13) and the human neurotensin receptor 1 (hNTR1), we created a receptor-ligand model that was validated by site-directed mutagenesis and structure-activity relationship studies. Stabilization of the extracellular loop 1 (EL1) by pi-stacking clusters proved to be important for agonist binding when substitution of six conserved amino acids by alanine resulted in an agonist specific loss of maximal binding capacity. In agreement with our modeling studies, EL1 seems to adopt a clamp-type border area controlling the shape of the binding site crevice. Employing chemically manipulated peptide analogs as molecular probes, the impact of backbone modi. cations on receptor-ligand interaction, especially the influence on ligand conformation, was examined in binding studies and explained by in silico analysis. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.051