Artículos de revistas
Screening and reaction engineering for the bioreduction of ethyl benzoylacetate and its analogues
Registro en:
Journal Of Molecular Catalysis B-enzymatic. Elsevier Science Bv, v. 56, n. 1, n. 55, n. 60, 2009.
1381-1177
WOS:000261901000010
10.1016/j.molcatb.2008.04.009
Autor
Milagre, CDF
Milagre, HMS
Moran, PJS
Rodrigues, JAR
Institución
Resumen
Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) 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. 56 1 55 60 Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)