9-L-脯氨酸-物质P | 104486-69-3

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 中文名称: 9-L-脯氨酸-物质P
• 英文名称: [Pro⁹]substance P
• 英文别名: Substance P, pro(9)-；(2S)-2-[[(2S)-1-[(2S)-6-amino-2-[[(2S)-1-[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]pyrrolidine-2-carbonyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]-N-[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S)-1-[[(2S)-1-amino-4-methylsulfanyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-1,5-dioxopentan-2-yl]pentanediamide
• CAS: 104486-69-3
• 化学式: C₆₆H₁₀₂N₁₈O₁₃S
• 分子量: 1387.71
• InChiKey: UFBNSKYNZDUWSN-RZGVDQIZSA-N

物化性质

• 熔点：
  147℃
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  98
• 可旋转键数：
  41
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  536
• 氢给体数：
  14
• 氢受体数：
  17

安全信息

• WGK Germany：
  3

反应信息

• 作为产物：
  描述：

  BOC-L-脯氨酸 、 BOC-L-亮氨酸 、 Boc-L-蛋氨酸 、 BOC-L-苯丙氨酸 、 alkaline earth salt of/the/ methylsulfuric acid 生成 9-L-脯氨酸-物质P
  参考文献：
  名称：

  Tachykinin NK-1 receptor probed with constrained analogues of substance P

  摘要：

  The action of rotameric probes introduced either in position 7 or 8 in the sequence of substance P (SP) was investigated, i.e. L-tetrahydroisoquinoleic acid (Tie), L-fluorenylglycine (Flg), L-diphenylalanine (Dip), the diastereoisomers of L-1-indanylglycine (Ing) and L-benz[f]indanylglycine (Bfi), the Z- and E-isomers of dehydrophenylalanine and dehydronaphthylalanine (Delta(Z)Phe, Delta(E)Phe, Delta(Z)Nal, Delta(E)Nal) and L-o,o'-dimethylphenylalanine (Dmp). The aim of this study was the topographical characterization of the binding subsites of human NK-1 receptor expressed in CHO cells, especially the S-7 and S-8 subsites, corresponding to residues Phe(7) and Phe(8) of substance P. According to the binding potencies of these substituted-SP analogues, the S-7 binding subsite is smaller than the S-8 subsite: the S-7 subsite accepts only one aromatic nucleus, while the S-8 can accommodate three coplanar nuclei altogether. These findings are compatible with the idea that the S, binding subsite may reside in the extracellular loops of the hNK-1 receptor. NK-1 agonists bind to human NK-1 receptor and activate the production of both inositol phosphates and cyclic AMP. As already quoted for septide, [pGlu(6), Pro(9)]SP(6-11), discrepancies are observed between affinity (K-i) and activity (EC(50)) values for IPs production. While a weak correlation between K-i and EC(50) values for IPs production could be found (r=0.70), an excellent correlation could be demonstrated between their affinities (K-i) and their potencies (EC(50)) for cAMP production (r=0.97). The high potency (EC(50)) observed for 'septide-like' molecules on PI hydrolysis, compared to their affinity is not an artefact related to the high level of NK-1 receptors expressed on CHO cells since a good correlation was found between EC(50) values obtained for PI hydrolysis and those measured for spasmogenic activity in guinea pig ileum bioassay (r=0.94). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0968-0896(96)00230-1