O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester | 107941-86-6

• 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: O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester
• CAS: 107941-86-6
• 化学式: C₃₃H₄₇N₅O₇
• 分子量: 625.765
• InChiKey: FCKBGTMWYHFRKY-QKDODKLFSA-N

物化性质

• 沸点：
  907.9±65.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  45.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  177.95
• 氢给体数：
  5.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester 在 sodium hydroxide 、 苯甲醚 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 16.5h， 生成 (N,N-dipropyl,Leu⁵)enkephalin
  参考文献：
  名称：

  N,N-Dialkylated leucine enkephalins as potential .delta. opioid receptor antagonists

  摘要：

  A series of N,N-dialkylated leucine enkephalins were prepared in order to study the effect of substitution on antagonist activity at the delta opioid receptor. The target peptides 1-7 were evaluated in the mouse vas deferens (MVD) and guinea pig ileum (GPI) at 1 microM. All of the compounds except [N,N-di-2-phenethyl,Leu5]enkephalin (7) showed antagonist activity in the MVD against the delta receptor agonist [D-Ala2,D-Leu5]enkephalin. The most potent congener, [N,N-dibenzyl,Leu5]enkephalin (3), was 2.5-fold more potent than [N,N-diallyl,Leu5]enkephalin (1). None of the compounds at 1 microM showed any antagonist activity against agonists for other receptor types. The N,N-di-2-phenethyl (7) and N,N-dioctyl (6) analogues showed significant agonist activity at 1 microM in the MVD.

  DOI：

  10.1021/jm00390a005
• 作为产物：
  描述：

  L-亮氨酸甲酯盐酸盐 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 ammonium formate 、 氯甲酸异丁酯 作用下， 以 甲醇 为溶剂， 反应 0.67h， 生成 O-tert-butyltyrosylglycylglycylphenylalanylleucine methyl ester
  参考文献：
  名称：

  N,N-Dialkylated leucine enkephalins as potential .delta. opioid receptor antagonists

  摘要：

  A series of N,N-dialkylated leucine enkephalins were prepared in order to study the effect of substitution on antagonist activity at the delta opioid receptor. The target peptides 1-7 were evaluated in the mouse vas deferens (MVD) and guinea pig ileum (GPI) at 1 microM. All of the compounds except [N,N-di-2-phenethyl,Leu5]enkephalin (7) showed antagonist activity in the MVD against the delta receptor agonist [D-Ala2,D-Leu5]enkephalin. The most potent congener, [N,N-dibenzyl,Leu5]enkephalin (3), was 2.5-fold more potent than [N,N-diallyl,Leu5]enkephalin (1). None of the compounds at 1 microM showed any antagonist activity against agonists for other receptor types. The N,N-di-2-phenethyl (7) and N,N-dioctyl (6) analogues showed significant agonist activity at 1 microM in the MVD.

  DOI：

  10.1021/jm00390a005