(R)-2-hydroxy-3-(thiazol-2-yl)propanoic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: (R)-2-hydroxy-3-(thiazol-2-yl)propanoic acid
• 英文别名: (2R)-2-hydroxy-3-(1,3-thiazol-2-yl)propanoic acid
• 化学式: C₆H₇NO₃S
• 分子量: 173.192
• InChiKey: ZERCMDLXVPQVSL-SCSAIBSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  98.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 Candida boidinii formate dehydrogenase 、 乙二胺四乙酸 、 Staphylococcus epidermidis D-lactate dehydrogenase 、 甲酸铵 、 2-巯基乙醇 、 还原型辅酶Ⅰ 作用下， 以 水 为溶剂， 反应 24.0h， 以66%的产率得到(R)-2-hydroxy-3-(thiazol-2-yl)propanoic acid
  参考文献：
  名称：

  Enantiomerically Pure 3-Aryl- and 3-Hetaryl-2-hydroxypropanoic Acids by Chemoenzymatic Reduction of 2-Oxo Acids

  摘要：

  Phenyllactic acids are found in numerous natural products as well as in active substances used in medicine or plant protection. Enantiomerically pure phenyllactic acids are available by transition-metal-catalyzed hydrogenations or chemoenzymatic reductions of the corresponding 3-aryl-2-oxopropanoic acids. We show here that d-lactate dehydrogenase from Staphylococcus epidermidis reduces a broad spectrum of 2-oxo acids, which are difficult substrates for transition-metal-catalyzed reactions, with excellent enantioselectivities in a simple experimental setup.

  DOI：

  10.1021/jo502529g

文献信息

• Enantiomerically Pure 3-Aryl- and 3-Hetaryl-2-hydroxypropanoic Acids by Chemoenzymatic Reduction of 2-Oxo Acids
  作者：Sivatharushan Sivanathan、Florian Körber、Jannis Aron Tent、Svenja Werner、Jürgen Scherkenbeck

  DOI：10.1021/jo502529g

  日期：2015.3.6

  Phenyllactic acids are found in numerous natural products as well as in active substances used in medicine or plant protection. Enantiomerically pure phenyllactic acids are available by transition-metal-catalyzed hydrogenations or chemoenzymatic reductions of the corresponding 3-aryl-2-oxopropanoic acids. We show here that d-lactate dehydrogenase from Staphylococcus epidermidis reduces a broad spectrum of 2-oxo acids, which are difficult substrates for transition-metal-catalyzed reactions, with excellent enantioselectivities in a simple experimental setup.