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Asymmetric Bioreduction of Ethyl 3-Halo-2-oxo-4-phenylbutanoate by Saccharomyces c erevisiae Immobilized in Ca-Alginate Beads with Double Gel Layer

2006; American Chemical Society; Volume: 10; Issue: 3 Linguagem: Inglês

10.1021/op0502497

1520-586X

Humberto M. S. Milagre, Cíntia D. F. Milagre, Paulo J. S. Moran, Maria Helena Andrade Santana, J. Augusto R. Rodrigues,

Pharmacogenetics and Drug Metabolism

The asymmetric bioreduction of ethyl 3-halo-2-oxo-4-phenylbutanoate was studied for several microorganisms and especially for Saccharomyces cerevisiae. The highest chemical yield (90%), de (70%) and ee (96−99%) were obtained with S. cerevisiae immobilized in calcium alginate beads with double gel layers, and reaction conditions were optimized by changing matrix of immobilization, concentration of substrate, and feeding with glucose as electron donor. The entrapment of cells with double gel layers was fundamental to achieve high enantio- and diastereoselectivity.