Enantioselectivities of yeast epoxide hydrolases for 1,2-epoxides |
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Institution: | 1. School of Chemistry and Biochemistry, Thapar University, Patiala 147004, Punjab, India;2. Department of Chemical Engineering, Thapar University, Patiala 147004, Punjab, India;3. Department of Chemical Engineering & Technology, IIT (BHU), Varanasi 221005, UP, India |
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Abstract: | Kinetic resolution of homologous series of unbranched 1,2-epoxyalkanes (C-4 to C-12), 1,2-epoxyalkenes (C-4, C-6 and C-8), a 2,2-dialkylsubstituted epoxide (2-methyl-1,2-epoxyheptane) and a benzyloxy-substituted epoxide (benzyl glycidyl ether) was investigated using resting cells of 10 different yeast strains. Biocatalysts with excellent enantioselectivity (E>100) and high initial reaction rates (>300 nmol/min/mg dry weight) were found for the 2-monosubstituted aliphatic epoxides C-6 to C-8. Yeast strains belonging to the genera Rhodotorula, Rhodosporidium and Trichosporon all preferentially hydrolyzed (R)-1,2-epoxides with retention of configuration. The epoxide hydrolases of all the yeast strains are membrane-associated. |
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