Original scientific paper

Biotransformations of Substituted Phenylethanols and Acetophenones by Environmental Bacteria

Edna Kagohara ; Laboratory of Organic Chemistry and Biocatalysis, Institute of Chemistry, University of São Paulo, São Paulo, SP, Brazil
Vivian Helena Pellizari ; Laboratory of Environmental Microbiology, Department of Microbiology, University of São Paulo, São Paulo, SP, Brazil
João Valdir Comasseto ; Laboratory of Organic Chemistry and Biocatalysis, Institute of Chemistry, University of São Paulo, São Paulo, SP, Brazil
Leandro Helgueira Andrade ; Laboratory of Organic Chemistry and Biocatalysis, Institute of Chemistry, University of São Paulo, São Paulo, SP, Brazil
André Luiz Meleiro Porto ; Institute of Chemistry of São Carlos, University of São Paulo, Av. Trabalhador São-Carlense 400, CEP 13566-590 São Carlos, SP, Brazil

Abstract

Whole cells of hydrocarbon-degrading bacteria, isolated from polluted sediments in the Santos Estuary (Baixada Santista, São Paulo, Brazil), were able to catalyse oxidoreduction reactions with various substituted phenylethanols and acetophenones as substrates. A number of substituted phenylethanols were formed with high (>99 %) enantiomeric excess. The results of microbial oxidation of phenylethanols 2, 3, 5–7 by Acinetobacter sp. 6.4T and the reduction of acetophenones 1a–6a by Serratia marcescens 5.4T showed that the bacteria used as biocatalysts in this study present significant potential for exploitation in biotechnological processes. The reduction of prochiral acetophenones by Serratia marcescens 3.5T yielded optically active alcohols with 90–99 % enantiomeric excess, and Acinetobacter sp. 6.4T is a potential biocatalyst for the oxidation of alcohols.

Keywords

oxidoreduction; bacteria; chiral alcohols; biotransformations

Hrčak ID:

30414

URI

https://hrcak.srce.hr/30414

Publication date:

17.11.2008.

Article data in other languages: croatian

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