Immobilized microorganisms in the reduction of ethyl benzoylacetate

The enantioselective reduction of ethyl benzoylacetate (EBA) into ethyl ( S)-3-hydroxy-3-phenylpropanoate ( S-HPPE) by nine yeast strains and three filamentous fungi strains is described. The conversion obtained was in the range 0–89% and the enantiomeric excess was 100% in many cases. Conversion le...

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Bibliographic Details
Published in:Tetrahedron letters 2009-12, Vol.50 (52), p.7362-7364
Main Authors: Ramos, Aline de Souza, Ribeiro, Joyce Benzaquem, Vazquez, Leonardo, Fiaux, Sorele Batista, Leite, Selma Gomes Ferreira, Ramos, Maria da Conceição Klaus V., Neto, Francisco Radler de Aquino, Antunes, O.A.C.
Format: Article
Language:English
Subjects:
Calcium alginate
Chiral reduction
Conversion
Fractional factorial design
Fungi
Immobilization
Microorganisms
Reduction
Rhodotorula rubra
Strain
Tetrahedrons
β-Ketoester
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Summary:The enantioselective reduction of ethyl benzoylacetate (EBA) into ethyl ( S)-3-hydroxy-3-phenylpropanoate ( S-HPPE) by nine yeast strains and three filamentous fungi strains is described. The conversion obtained was in the range 0–89% and the enantiomeric excess was 100% in many cases. Conversion levels were higher when the reduction was performed with microorganisms immobilized in calcium alginate and enantioselectivity remained excellent. Some reaction’s conditions of bioreduction by immobilized cells of Rhodotorula rubra were studied using a 2 5-2 fractional factorial design.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2009.10.068