(S)-2-[(2-Cyano-ethoxy)-methoxy-thiophosphoryloxy]-pentanedioic acid dimethyl ester | 560064-03-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-2-[(2-Cyano-ethoxy)-methoxy-thiophosphoryloxy]-pentanedioic acid dimethyl ester
• 英文别名: dimethyl (2S)-2-[2-cyanoethoxy(methoxy)phosphinothioyl]oxypentanedioate
• CAS: 560064-03-1
• 化学式: C₁₁H₁₈NO₇PS
• 分子量: 339.306
• InChiKey: AFVVXVNCBRQEHU-KMYGYIBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  104.08
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (S)-2-[(2-Cyano-ethoxy)-methoxy-thiophosphoryloxy]-pentanedioic acid dimethyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 methyl hydrogen ((S)-1-carboxybutanoic acid) phosphorothionate
  参考文献：
  名称：

  Inhibition of Glutamate Carboxypeptidase by Phosphoryl and Thiophosphoryl Derivatives of Glutamic and 2-Hydroxyglutaric Acid

  摘要：

  Representative phosphoryl and thiophosphoryl derivatives of (S)glutamic or (S)-2-hydroxyglutaric acid were synthesized and evaluated for their inhibitory potency against the glutamate carboxypeptidase, carboxypeptidase G (CPG). It was observed that the inhibition of CPG was highly sensitive to the individual phosphorus ligands. The most potent inhibitors were the dibasic phosphoryl and thiophosphoryl derivatives of glutamic acid and the monobasic thiophosporyl derivatives of 2-hydroxyglutaric acid.

  DOI：

  10.1080/10426500307817
• 作为产物：
  描述：

  在 sulfur 作用下， 以 乙醚 为溶剂， 生成 (S)-2-[(2-Cyano-ethoxy)-methoxy-thiophosphoryloxy]-pentanedioic acid dimethyl ester
  参考文献：
  名称：

  Inhibition of Glutamate Carboxypeptidase by Phosphoryl and Thiophosphoryl Derivatives of Glutamic and 2-Hydroxyglutaric Acid

  摘要：

  Representative phosphoryl and thiophosphoryl derivatives of (S)glutamic or (S)-2-hydroxyglutaric acid were synthesized and evaluated for their inhibitory potency against the glutamate carboxypeptidase, carboxypeptidase G (CPG). It was observed that the inhibition of CPG was highly sensitive to the individual phosphorus ligands. The most potent inhibitors were the dibasic phosphoryl and thiophosphoryl derivatives of glutamic acid and the monobasic thiophosporyl derivatives of 2-hydroxyglutaric acid.

  DOI：

  10.1080/10426500307817