N-δ-methylcyano-L-glutamine | 7773-63-9

• 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: N-δ-methylcyano-L-glutamine
• 英文别名: (2S)-2-amino-5-(cyanomethylamino)-5-oxopentanoic acid
• CAS: 7773-63-9
• 化学式: C₇H₁₁N₃O₃
• 分子量: 185.183
• InChiKey: QPDGZNLDIUMURI-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  116
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-邻苯二甲酰-L-谷氨酸酐 在 sodium carbonate 、 一水合肼 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 生成 N-δ-methylcyano-L-glutamine
  参考文献：
  名称：

  Glutamine analogues as potential antimalarials

  摘要：

  Various N-substituted derivatives of glutamine, asparagine, glutaramic, succinamic and maleamic acids have been synthesized and tested in vitro against Plasmodium falciparum. From these compounds, only the glutamine derivatives (1-3) were found to have low activity. Kinetic evaluation of 1-3 revealed that these compounds also act as competitive inhibitors of gamma-glutamyl transpeptidase (EC 2.3.2.2).

  DOI：

  10.1016/0223-5234(91)90030-q

文献信息

• Glutamine analogues as potential antimalarials
  作者：M Azoulay、M Vilmont、F Frappier

  DOI：10.1016/0223-5234(91)90030-q

  日期：1991.3

  Various N-substituted derivatives of glutamine, asparagine, glutaramic, succinamic and maleamic acids have been synthesized and tested in vitro against Plasmodium falciparum. From these compounds, only the glutamine derivatives (1-3) were found to have low activity. Kinetic evaluation of 1-3 revealed that these compounds also act as competitive inhibitors of gamma-glutamyl transpeptidase (EC 2.3.2.2).