(5-{(S)-2-[(S)-2-({(S)-1-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-phenyl-propionylamino}-pentyl)-carbamic acid benzyl ester | 897959-59-0

• 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: (5-{(S)-2-[(S)-2-({(S)-1-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-phenyl-propionylamino}-pentyl)-carbamic acid benzyl ester
• CAS: 897959-59-0
• 化学式: C₅₀H₆₂N₆O₉
• 分子量: 891.077
• InChiKey: HCSHZONEVQGHGC-MXGQMUSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.49
• 重原子数：
  65.0
• 可旋转键数：
  21.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  204.5
• 氢给体数：
  6.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (5-{(S)-2-[(S)-2-({(S)-1-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-phenyl-propionylamino}-pentyl)-carbamic acid benzyl ester 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 25.0h， 生成 5-[3-(5-{(S)-2-[(S)-2-({(S)-1-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-phenyl-propionylamino}-pentyl)-thioureido]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-benzoic acid
  参考文献：
  名称：

  6-N,N-Dimethylamino-2,3-naphthalimide:  A New Environment-Sensitive Fluorescent Probe in δ- and μ-Selective Opioid Peptides

  摘要：

  new environment-sensitive fluorophore, 6-N,N-(dimethylamino)-2,3-naphthalimide (6DMN) was introduced in the delta-selective opioid peptide agonist H-Dmt-Tic-Glu-NH2 and in the mu-selective opioid peptide agonist endomorphin-2 (H-Tyr-Pro-Phe-Phe-NH2). Environment-sensitive fluorophores are a special class of chromophores that generally exhibit a low quantum yield in aqueous solution but become highly fluorescent in nonpolar solvents or when bound to hydrophobic sites in proteins or membranes. New fluorescent delta-selective irreversible antagonists (H-Dmt-Tic-Glu-NH-(CH2)(5)-CO-Dap(6DMN)-NH2 (1) and H-Dmt-Tic-Glu-Dap(6DMN)-NH2 ( 2)) were identified as potential fluorescent probes showing good properties for use in studies of distribution and internalization of delta receptors by confocal laser scanning microscopy.

  DOI：

  10.1021/jm060343t
• 作为产物：
  描述：

  Boc-Tyr-Pro-Phe-Phe-OBzl 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 (5-{(S)-2-[(S)-2-({(S)-1-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-phenyl-propionylamino}-pentyl)-carbamic acid benzyl ester
  参考文献：
  名称：

  6-N,N-Dimethylamino-2,3-naphthalimide:  A New Environment-Sensitive Fluorescent Probe in δ- and μ-Selective Opioid Peptides

  摘要：

  new environment-sensitive fluorophore, 6-N,N-(dimethylamino)-2,3-naphthalimide (6DMN) was introduced in the delta-selective opioid peptide agonist H-Dmt-Tic-Glu-NH2 and in the mu-selective opioid peptide agonist endomorphin-2 (H-Tyr-Pro-Phe-Phe-NH2). Environment-sensitive fluorophores are a special class of chromophores that generally exhibit a low quantum yield in aqueous solution but become highly fluorescent in nonpolar solvents or when bound to hydrophobic sites in proteins or membranes. New fluorescent delta-selective irreversible antagonists (H-Dmt-Tic-Glu-NH-(CH2)(5)-CO-Dap(6DMN)-NH2 (1) and H-Dmt-Tic-Glu-Dap(6DMN)-NH2 ( 2)) were identified as potential fluorescent probes showing good properties for use in studies of distribution and internalization of delta receptors by confocal laser scanning microscopy.

  DOI：

  10.1021/jm060343t