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使用醇脱氢酶在高底物浓度下合成对映纯氟醇。

Synthesis of enantiopure fluorohydrins using alcohol dehydrogenases at high substrate concentrations.

机构信息

Departamento de Química Orgánica e Inorgánica, University of Oviedo, C/Julián Clavería 8, 33006 Oviedo, Spain.

出版信息

J Org Chem. 2013 Jul 19;78(14):7312-7. doi: 10.1021/jo400962c. Epub 2013 Jul 5.

Abstract

The use of purified and overexpressed alcohol dehydrogenases to synthesize enantiopure fluorinated alcohols is shown. When the bioreductions were performed with ADH-A from Rhodococcus ruber overexpressed in E. coli, no external cofactor was necessary to obtain the enantiopure (R)-derivatives. Employing Lactobacillus brevis ADH, it was possible to achieve the synthesis of enantiopure (S)-fluorohydrins at a 0.5 M substrate concentration. Furthermore, due to the activated character of these substrates, a huge excess of the hydrogen donor was not necessary.

摘要

展示了使用纯化和过表达的醇脱氢酶合成对映纯氟醇。当在大肠杆菌中过表达的红色糖多孢菌 ADH-A 进行生物还原时,获得对映纯 (R)-衍生物不需要外部辅助因子。使用短乳杆菌 ADH,可以在 0.5 M 底物浓度下实现对映纯 (S)-氟醇的合成。此外,由于这些底物的活化性质,不需要过量的氢供体。

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