Description succincte
(Anglais)
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This project is focused on the screening of microorganisms for regio-and stereoselective hydroxylation of fluorine-containing aliphatic compounds, the improvement of enantioselectivity in biohydroxylation by substrate engineering via modeling, and the synthetic application of recombinant biocatalysts for pratical hydroxylations.
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Partenaires et organisations internationales
(Anglais)
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AT, BE, CZ, DK, FI, FR, DE, EL, HU, IT, LV, LT, NL, NO, PL, PT, SK, SI, ES, SE, CH, UK
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Résumé des résultats (Abstract)
(Anglais)
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Sphingomonas sp. HXN-200 was previously discovered as a good catalyst for regio-and stereoselective hydroxylation of non-activated carbon atom, a useful but challenging reaction in chemistry. In this project we have investigated the synthetic potential of the recombinant monooxygenase from this bacterial strain. The recombinant Pseudomonas putida GPo12 expressing the monooxygenase has been sucessfully used for the regio- and stereoselective hydroxylation of N-substituted pyrrolidines and 2-pyrrolidinones to prepare the corresponding chiral alcohols in 76-99% ee, with hight activity and no side reaction. New system containing the recombinant biocatalyst and an additional dehydrogenase has been demonstrated for biohydroxylation with cofactor recycling. Finally, the recombinant whole cell catalyst has also been applied in enantioselective epoxidation of C-C double bonds to prepare chiral epoxides.
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