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

Contente, Martina Letizia; Dall�Oglio, Federica; Annunziata, Francesca; Molinari, Francesco; Rabuffetti, Marco; Romano, Diego; Tamborini, Lucia; Rother, D�rte; Pinto, Andrea

Authors

Martina Letizia Contente

Federica Dall�Oglio

Francesca Annunziata

Francesco Molinari

Marco Rabuffetti

Diego Romano

Lucia Tamborini

D�rte Rother

Andrea Pinto



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.).

Citation

Contente, M. L., Dall’Oglio, F., Annunziata, F., Molinari, F., Rabuffetti, M., Romano, D., …Pinto, A. (2020). Stereoselective Reduction of Prochiral Cyclic 1,3-Diketones Using Different Biocatalysts. Catalysis Letters, 150(4), 1176-1185. https://doi.org/10.1007/s10562-019-03015-y

Journal Article Type Article
Acceptance Date Oct 27, 2019
Online Publication Date Nov 7, 2019
Publication Date 2020-04
Deposit Date Sep 8, 2020
Publicly Available Date Mar 29, 2024
Journal Catalysis Letters
Print ISSN 1011-372X
Electronic ISSN 1572-879X
Publisher Springer Verlag
Peer Reviewed Peer Reviewed
Volume 150
Issue 4
Pages 1176-1185
DOI https://doi.org/10.1007/s10562-019-03015-y
Keywords General Chemistry; Catalysis
Public URL https://nottingham-repository.worktribe.com/output/4890047
Publisher URL https://link.springer.com/article/10.1007%2Fs10562-019-03015-y
Additional Information Received: 22 August 2019; Accepted: 27 October 2019; First Online: 7 November 2019; : ; : The authors declare no conflict of interest.