Boc-Asp(OBzl)-Phe-Gly-Leu-Met-NH2 | 160693-33-4

• 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: Boc-Asp(OBzl)-Phe-Gly-Leu-Met-NH2
• 英文别名: Boc-Asp(OBn)(OBn)-Phe-Gly-Leu-Met-NH2；benzyl (3S)-4-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-amino-4-methylsulfanyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoate
• CAS: 160693-33-4
• 化学式: C₃₈H₅₄N₆O₉S
• 分子量: 770.948
• InChiKey: FEADWWIXBKSHRQ-KRCBVYEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  54
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  249
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Boc-Asp(OBzl)-Phe-Gly-Leu-Met-NH2 在 N-甲基吗啉 、 盐酸 、 氯甲酸异丁酯 作用下， 以 溶剂黄146 为溶剂， 反应 3.03h， 生成 Boc-Orn(Boc)-Asp(OBzl)-Phe-Gly-Leu-Met-NH2
  参考文献：
  名称：

  Synthesis of substance-P C-terminal hexapeptide analogues and their biological activity. Analogues with antagonistic activity without containing d-amino acids

  摘要：

  Analogues of the C-terminal hexapeptide of substance P have been synthesized in which each amino-acid residue was replaced by the bulky and strong lipophilic residue Asp(OBz1). The amino-acid residue of other selected places has also been replaced by Glu(OBz1) or Glu(OCH3). The resulting analogues were assayed for agonistic and antagonistic activity in 3 biological preparations, GPI, RC and RPV, which have been proposed as representative of the NK-1, NK-2 and NK-3 receptors, respectively. Although none of the analogues contained D-amino acids, they showed antagonistic activity according to the receptor type. Structure-activity relationships are also reported.

  DOI：

  10.1016/0223-5234(94)90028-0
• 作为产物：
  描述：

  leucyl-methionine amide hydrochloride 在 N-甲基吗啉 、 盐酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 氯甲酸异丁酯 作用下， 以 溶剂黄146 为溶剂， 反应 29.53h， 生成 Boc-Asp(OBzl)-Phe-Gly-Leu-Met-NH2
  参考文献：
  名称：

  Synthesis of substance-P C-terminal hexapeptide analogues and their biological activity. Analogues with antagonistic activity without containing d-amino acids

  摘要：

  Analogues of the C-terminal hexapeptide of substance P have been synthesized in which each amino-acid residue was replaced by the bulky and strong lipophilic residue Asp(OBz1). The amino-acid residue of other selected places has also been replaced by Glu(OBz1) or Glu(OCH3). The resulting analogues were assayed for agonistic and antagonistic activity in 3 biological preparations, GPI, RC and RPV, which have been proposed as representative of the NK-1, NK-2 and NK-3 receptors, respectively. Although none of the analogues contained D-amino acids, they showed antagonistic activity according to the receptor type. Structure-activity relationships are also reported.

  DOI：

  10.1016/0223-5234(94)90028-0

文献信息

• Synthesis of substance-P C-terminal hexapeptide analogues and their biological activity. Analogues with antagonistic activity without containing d-amino acids
  作者：K Karagiannis、A Manolopoulou、C Poulos、G Stavropoulos

  DOI：10.1016/0223-5234(94)90028-0

  日期：1994.1

  Analogues of the C-terminal hexapeptide of substance P have been synthesized in which each amino-acid residue was replaced by the bulky and strong lipophilic residue Asp(OBz1). The amino-acid residue of other selected places has also been replaced by Glu(OBz1) or Glu(OCH3). The resulting analogues were assayed for agonistic and antagonistic activity in 3 biological preparations, GPI, RC and RPV, which have been proposed as representative of the NK-1, NK-2 and NK-3 receptors, respectively. Although none of the analogues contained D-amino acids, they showed antagonistic activity according to the receptor type. Structure-activity relationships are also reported.