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Type: Artigo de periódico
Title: Screening and reaction engineering for the bioreduction of ethyl benzoylacetate and its analogues
Author: Milagre, CDF
Milagre, HMS
Moran, PJS
Rodrigues, JAR
Abstract: Microbial reduction of benzoylacetates is already an established part of the synthetic toolbox to obtain chiral ethyl 3-hydroxy-3-phenylpropionate although bioreduction yields are low to moderate. A 30% increase in the enantioselectivity to 99% ee and a significant improvement in the yields to around 85% were achieved by combining simple screening procedures and a reaction engineering strategy. Three experimental parameters were selected for investigation: the influences of glucose, enzymatic inhibitor and biocatalyst immobilization. The screened yeasts Pichia kluyveri, Pichio stipitis and Condida utilis were found to give better yields and ee's for ethyl benzoylacetate 1a,p-nitrobenzoylacetate 1b and p-iliethoxybenzoylacetate 1c, respectively, with addition of glucose, alpha-chloroacetophenone as inhibitor and immobilization of the yeasts in alginate beads. Our results demonstrate that the optimized process can be implemented on a preparative Scale Without ally loss in yield and ee. (C) 2008 Elsevier B.V. All rights reserved.
Subject: Benzoylacetates
Preparative scale
Country: Holanda
Editor: Elsevier Science Bv
Rights: fechado
Identifier DOI: 10.1016/j.molcatb.2008.04.009
Date Issue: 2009
Appears in Collections:Artigos e Materiais de Revistas Científicas - Unicamp

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