We have developed biocatalytic methods for the stereoselective reduction of cyclic prochiral 1,3-diketones for the production of optically active β-hydroxyketones and/or 1,3-diols. The recombinant ketoreductase KRED1-Pglu (formulated as purified catalyst) and whole cells of wild type Escherichia coli DE3 Star were used as biocatalysts, displaying different and sometimes complementary stereoselectivity, thus allowing the preparation of stereochemically pure β-hydroxyketones (12–66% isolated yields, > 99% e.e.) and 1,3-diols (40–60% isolated yields, > 99% e.e.).

Stereoselective Reduction of Prochiral Cyclic 1,3-Diketones Using Different Biocatalysts / M.L. Contente, F. Dall'Oglio, F. Annunziata, F. Molinari, M. Rabuffetti, D. Romano, L. Tamborini, D. Rother, A. Pinto. - In: CATALYSIS LETTERS. - ISSN 1011-372X. - (2019). [Epub ahead of print]

Stereoselective Reduction of Prochiral Cyclic 1,3-Diketones Using Different Biocatalysts

M.L. Contente
Primo
;
F. Dall'Oglio
Secondo
;
F. Annunziata;F. Molinari;M. Rabuffetti;D. Romano;L. Tamborini;A. Pinto
Ultimo
2019

Abstract

We have developed biocatalytic methods for the stereoselective reduction of cyclic prochiral 1,3-diketones for the production of optically active β-hydroxyketones and/or 1,3-diols. The recombinant ketoreductase KRED1-Pglu (formulated as purified catalyst) and whole cells of wild type Escherichia coli DE3 Star were used as biocatalysts, displaying different and sometimes complementary stereoselectivity, thus allowing the preparation of stereochemically pure β-hydroxyketones (12–66% isolated yields, > 99% e.e.) and 1,3-diols (40–60% isolated yields, > 99% e.e.).
1,3-Diols; 1-3 diketones; Biocatalytic reduction; Enzymatic; Whole cells; β-hydroxyketones
Settore CHIM/06 - Chimica Organica
Settore CHIM/08 - Chimica Farmaceutica
Settore CHIM/11 - Chimica e Biotecnologia delle Fermentazioni
2019
nov-2019
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/695089
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