(2S)-3-(3-chloro-4-methoxyphenyl)-2-(methylamino)propanoic acid

• 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: (2S)-3-(3-chloro-4-methoxyphenyl)-2-(methylamino)propanoic acid
• 化学式: C₁₁H₁₄ClNO₃
• 分子量: 243.69
• InChiKey: ISMVRSOXHHHZDK-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S)-3-(3-chloro-4-methoxyphenyl)-2-(methylamino)propanoic acid 、 N-A-(2,4-二硝基-5-氟苯基)-L-丙氨酸 在 碳酸氢钠 作用下， 以 水 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Protease Inhibitors from a Water Bloom of the Cyanobacterium Microcystis aeruginosa

  摘要：

  Bioassay-guided fractionation of the polar extract of a Microcystis aeruginosa water bloom biomass yielded 10 micropeptins and one anabaenopeptin. Eight of the micropeptins, micropeptins HU1069 (1), HU989 (2), HU1021 (3), HU1041 (4), HU975 (5), HU895A (6), HU909 (7), and HU895B (8), are new, while two, micropeptins 478-A (10) and 478-B (11), were previously isolated from a bloom of M. aeruginosa from Japan. The new anabaenopeptin HU892 (9) belongs to the relatively rare subgroup, presenting an aliphatic amino acid at the carboxylic end of the peptide and N-methylhomoaromatic amino acid at the second position. The structures of the compounds were determined by ID and 2D NMR techniques and mass spectrometric data. The isolated micropeptins inhibited trypsin with IC50'S that varied between 0.7 and 5.2 mu M and unexpectedly inhibited chymotrypsin with IC50's that varied between 2.8 and 72.0 mu M. The SAR of these micropeptins is discussed.

  DOI：

  10.1021/np900340t