(4R)-4-氨基-L-脯氨酸 | 16257-88-8

• 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
• 中文名称: (4R)-4-氨基-L-脯氨酸
• 中文别名: 反式-4-氨基-L-脯氨酸；(2S,4R)-4-氨基吡咯烷-2-羧酸
• 英文名称: trans-4-aminoproline
• 英文别名: trans-4-Amino-L-prolin；trans-4-Amino-prolin；(2S,4R)-4-Aminopyrrolidine-2-carboxylic acid
• CAS: 16257-88-8
• 化学式: C₅H₁₀N₂O₂
• 分子量: 130.147
• InChiKey: SHINASQYHDCLEU-DMTCNVIQSA-N

物化性质

• 沸点：
  289℃
• 密度：
  1.244
• 闪点：
  128℃
• 溶解度：
  轻微溶于甲醇、少许溶于DMSO

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  75.4
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  (4R)-4-氨基-L-脯氨酸 在 sodium hydroxide 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 24.0h， 生成 N¹,N⁴-ditosyl-trans-4-aminoproline
  参考文献：
  名称：

  Trans-4-aminoproline, a phytotoxic metabolite with herbicidal activity produced by Ascochyta caulina

  摘要：

  A phytotoxic metabolite, characterized through NMR techniques and synthetic methods as trans-4-aminoproline, was isolated from the culture filtrates of Ascochyta caulina, a promising mycoherbicide for biological control of Chenopodium album. The metabolite, which shows interesting phytotoxic properties, together with ascaulitoxin (recently characterized as N-2-beta-D-glucoside of the unusual bis-amino acid 2,4,7-triamino-5-hydroxyoctandioc acid) and another unidentified compound, compose an active fraction of A. caulina culture filtrates with promising herbicidal properties. When assayed on leaves of host and non host dicots, including wild and cultivated plants, the trans-4-aminoproline showed a wide range of toxicity, with leaves of C. album being the most sensitive. Other interesting aspects were its inefficacy on several monocots, both cultivated and wild and its lack of antifungal, antibiotic and zootoxic activities. This is the first report on trans-4-aminoproline as naturally occurring compound and phytotoxic metabolite produced by A. caulina. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(99)00507-5