Highly α-position regioselective ring-opening of epoxides catalyzed by halohydrin dehalogenase from Ilumatobacter coccineus: a biocatalytic approach to 2-azido-2-aryl-1-ols |
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| Authors: | Miao An Wanyi Liu Xiaoying Zhou Ran Ma Huihui Wang Baodong Cui Wenyong Han Nanwei Wan Yongzheng Chen |
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| Affiliation: | Key Laboratory of Biocatalysis & Chiral Drug Synthesis of Guizhou Province, Generic Drug Research Center of Guizhou Province, Green Pharmaceuticals Engineering Research Center of Guizhou Province, School of Pharmacy, Zunyi Medical University, Zunyi 563000 China, |
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| Abstract: | ![]()
Halohydrin dehalogenases are usually recognized as strict β-position regioselective enzymes in the nucleophile-mediated ring-opening of epoxides. Here we found the HheG from Ilumatobacter coccineus exhibited excellent α-position regioselectivity in the azide-mediated ring-opening of styrene oxide derivatives 1a–1k, producing the corresponding 2-azido-2-aryl-1-ols 2a–2k with the yields up to 96%.Biocatalytic synthesis of 2-azido-2-aryl-1-ols was achieved via HheG-catalyzed α-position regioselective ring-opening of styrene oxide derivatives. |
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