H-Phe-Phe-MePhe-Gly-OH

• 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: H-Phe-Phe-MePhe-Gly-OH
• 英文别名: 2-[[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]-methylamino]-3-phenylpropanoyl]amino]acetic acid
• 化学式: C₂₁H₂₅N₃O₄
• 分子量: 383.447
• InChiKey: BCNJSUNOVYCMEL-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Fmoc-L-苯丙氨酸 、 N-(9-芴甲氧羰酰基)-N-甲基-L-苯丙氨酸 、 [5-fluoro-2-(5-methoxy-4-methyl-1H-indol-3-ylsulfanyl)-benzyl]-methyl-amine 在 哌啶 、 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 H-Phe-Phe-MePhe-Gly-OH
  参考文献：
  名称：

  Development of Novel Neurokinin 3 Receptor (NK3R) Selective Agonists with Resistance to Proteolytic Degradation

  摘要：

  Neurokinin B (NKB) regulates the release of gonadotropin-releasing hormone (GnRH) via activation of the neurokinin-3 receptor (NK3R). We evaluated the biological stability of NK3R selective agonists to develop novel NK3R agonists to regulate reproductive functions. On the basis of degradation profiles, several peptidomimetic derivatives were designed. The modification of senktide with (E)-alkene dipeptide isostere generated a novel potent NK3R agonist with high stability and prolonged bioactivity.

  DOI：

  10.1021/jm500771w

文献信息

• Development of Novel Neurokinin 3 Receptor (NK3R) Selective Agonists with Resistance to Proteolytic Degradation
  作者：Ryosuke Misu、Shinya Oishi、Ai Yamada、Takashi Yamamura、Fuko Matsuda、Koki Yamamoto、Taro Noguchi、Hiroaki Ohno、Hiroaki Okamura、Satoshi Ohkura、Nobutaka Fujii

  DOI：10.1021/jm500771w

  日期：2014.10.23

  Neurokinin B (NKB) regulates the release of gonadotropin-releasing hormone (GnRH) via activation of the neurokinin-3 receptor (NK3R). We evaluated the biological stability of NK3R selective agonists to develop novel NK3R agonists to regulate reproductive functions. On the basis of degradation profiles, several peptidomimetic derivatives were designed. The modification of senktide with (E)-alkene dipeptide isostere generated a novel potent NK3R agonist with high stability and prolonged bioactivity.