[Nle11 ]-substance P | 57462-42-7

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: [Nle11 ]-substance P
• 英文别名: [Nle11]-substance P；H-Arg-Pro-Lys-Pro-Gln-Gln-Phe-Phe-Gly-Leu-Nle-NH2；Substance P, norleucinamide(11)-；(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-[[2-[[(2S)-1-[[(2S)-1-amino-1-oxohexan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-1,5-dioxopentan-2-yl]pentanediamide
• CAS: 57462-42-7
• 化学式: C₆₄H₁₀₀N₁₈O₁₃
• 分子量: 1329.61
• InChiKey: ZEPTUBCWHRSMIP-SARDKLJWSA-N

物化性质

• 密度：
  1.40±0.1 g/cm3(Predicted)
• 溶解度：
  溶于二甲基亚砜

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  95
• 可旋转键数：
  42
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  519
• 氢给体数：
  15
• 氢受体数：
  16

制备方法与用途

生物活性 [Nle11]-Substance P 是物质 P 的类似物，避免了甲硫氨酸氧化的问题。

体外研究显示， Substance P 和其类似物 [Nle11]-Substance P 在测试中表现出相似的效力。在刺激的豚鼠回肠上，两者引发痉挛的活性保持在同一效力顺序。

反应信息

• 作为产物：
  描述：

  BOC-甘氨酸 、 BOC-L-亮氨酸 、 BOC-L-苯丙氨酸 、 N-Boc-L-正亮氨酸 、 alkaline earth salt of/the/ methylsulfuric acid 生成 [Nle11 ]-substance P
  参考文献：
  名称：

  Synthesis of peptides by the solid-phase method. 7. Substance P and analogs

  摘要：

  Substance P and 21 related peptides containing isosteric or isofunctional groups were prepared by the solid-phase method. After purification by gel filtration and ion-exchange chromatography, the compounds were characterized by thin-layer chromatography, paper electrophoresis, and amino acid and elemental analysis. The biological activities of the peptides were evaluated in vitro on the guinea pig ileum, the rabbit mesenteric vein, and the dog common carotid artery and in vivo on the rat blood pressure. It is shown that the replacement of some residues in the undecapeptide substance P causes variable losses of apparent affinity with a little or no change in the intrinsic activity. All the analogues used in the present study were found to be inactive as antagonists.

  DOI：

  10.1021/jm00343a012

文献信息

• Synthesis of peptides by the solid-phase method. 7. Substance P and analogs
  作者：A. Fournier、R. Couture、D. Regoli、M. Gendreau、S. St-Pierre

  DOI：10.1021/jm00343a012

  日期：1982.1

  Substance P and 21 related peptides containing isosteric or isofunctional groups were prepared by the solid-phase method. After purification by gel filtration and ion-exchange chromatography, the compounds were characterized by thin-layer chromatography, paper electrophoresis, and amino acid and elemental analysis. The biological activities of the peptides were evaluated in vitro on the guinea pig ileum, the rabbit mesenteric vein, and the dog common carotid artery and in vivo on the rat blood pressure. It is shown that the replacement of some residues in the undecapeptide substance P causes variable losses of apparent affinity with a little or no change in the intrinsic activity. All the analogues used in the present study were found to be inactive as antagonists.