(2R)-2-ammonio-3-selanylpropanoate | 1078712-68-1

• 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: (2R)-2-ammonio-3-selanylpropanoate
• CAS: 1078712-68-1
• 化学式: C₃H₈NO₂Se
• 分子量: 169.062
• InChiKey: FDKWRPBBCBCIGA-REOHCLBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.01
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  L-硒代胱胺基乙酸 在 羧基自由基 作用下， 以 水 为溶剂， 生成 (2R)-2-ammonio-3-selanylpropanoate 、 (2R)-2-amino-3-selanylpropanoate
  参考文献：
  名称：

  Correlating the GPx Activity of Selenocystine Derivatives with One-Electron Redox Reactions

  摘要：

  With an aim to develop water soluble, less toxic glutathione peroxidase (GPx) mimics, three selenocystine (SeCys) derivatives, viz., selenocystamine (SeA), diselenodipropionic acid (SeP), and methyl ester of diselenodipropionic acid (MeSeP) have been synthesized and examined for GPx activity along with SeCys. The GPx activity of the compounds was found to be in the order SeCys congruent to SeA > MeSeP > SeP. The relative affinity of these GPx mimics towards the substrates thiol and hydroperoxide were determined by Lineweaver-Burk (L-B) plots. Since the enzyme activity involves several steps of reduction and oxidation reactions, attempts have been made to understand the role of such processes in deciding the efficacy of diselenides as GPx mimics. For this, one-electron redox chemistry of these compounds was studied in aqueous solutions at pH 7 using nanosecond pulse radiolysis technique. From these studies, it was concluded that SeCys and SeA, which can undergo easy one-electron reduction, exhibit high GPx activity.

  DOI：

  10.1080/10426500801901046

文献信息

• Correlating the GPx Activity of Selenocystine Derivatives with One-Electron Redox Reactions
  作者：Beena Mishra、Atanu Barik、Amit Kunwar、Liladhar B. Kumbhare、K. Indira Priyadarsini、Vimal K. Jain

  DOI：10.1080/10426500801901046

  日期：2008.4.1

  With an aim to develop water soluble, less toxic glutathione peroxidase (GPx) mimics, three selenocystine (SeCys) derivatives, viz., selenocystamine (SeA), diselenodipropionic acid (SeP), and methyl ester of diselenodipropionic acid (MeSeP) have been synthesized and examined for GPx activity along with SeCys. The GPx activity of the compounds was found to be in the order SeCys congruent to SeA > MeSeP > SeP. The relative affinity of these GPx mimics towards the substrates thiol and hydroperoxide were determined by Lineweaver-Burk (L-B) plots. Since the enzyme activity involves several steps of reduction and oxidation reactions, attempts have been made to understand the role of such processes in deciding the efficacy of diselenides as GPx mimics. For this, one-electron redox chemistry of these compounds was studied in aqueous solutions at pH 7 using nanosecond pulse radiolysis technique. From these studies, it was concluded that SeCys and SeA, which can undergo easy one-electron reduction, exhibit high GPx activity.