甲基N-羟基-D-亮氨酸酯 | 202742-11-8

• 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: 甲基N-羟基-D-亮氨酸酯
• 英文名称: D-N-hydroxyleucine methyl ester
• 英文别名: methyl (2R)-2-(hydroxyamino)-4-methylpentanoate
• CAS: 202742-11-8
• 化学式: C₇H₁₅NO₃
• 分子量: 161.201
• InChiKey: XWAGBWOMEULUKS-ZCFIWIBFSA-N

物化性质

• 沸点：
  241.1±42.0 °C(Predicted)
• 密度：
  1.042±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  甲基N-羟基-D-亮氨酸酯 在 2,6-二甲基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  d-Stereospecificity in the inhibition of thermolysin by N-acyl-N-hydroxy-α-amino acid esters

  摘要：

  Non-peptidic substrate analog inhibitors for thermolysin, N-acyl-N-hydroxyleucine methyl esters which were designed by incorporating the bidentate metal coordinating moiety of hydroxamate into leucine methyl ester showed 'D-stereospecificity' in inhibition of the enzyme, and the inhibitory potency was sharply curtailed as the alkyl group in the hydroxamate moiety became bulkier. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00535-1
• 作为产物：
  描述：

  D-亮氨酸甲酯 生成 甲基N-羟基-D-亮氨酸酯
  参考文献：
  名称：

  Inhibitory stereochemistry of N-chloroacetyl-N-hydroxyleucine methyl ester for thermolysin

  摘要：

  The previously reported irreversible inhibition of thermolysin by (DL)-N-chloroacetyl-N-hydroxyleucine methyl ester, an active site directed inactivator, is found to be due to the D-enantiomer. Thus, while the D-enantiomer inactivated the enzyme, no inhibitory activity was found with the L-enantiomer. A possible explanation is presented for the reversed stereochemistry in the inactivation reaction compared with that of substrate.

  DOI：

  10.1016/0960-894x(95)00576-f