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

  • Martina Letizia Contente
  • Federica Dall’Oglio
  • Francesca Annunziata
  • Francesco Molinari
  • Marco Rabuffetti
  • Diego Romano
  • Lucia Tamborini
  • Dörte Rother
  • Andrea PintoEmail author


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.).

Graphic Abstract


Biocatalytic reduction 1-3 diketones β-hydroxyketones 1,3-Diols Enzymatic Whole cells 



The authors thank the University of Milan for funding the stay of Federica Dall’Oglio at the Biotechnology Forschungszentrum of Jülich.

Compliance with Ethical Standards

Conflict of interest

The authors declare no conflict of interest.

Supplementary material

10562_2019_3015_MOESM1_ESM.docx (140 kb)
Electronic supplementary material 1 (DOCX 140 kb)


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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Martina Letizia Contente
    • 1
    • 3
  • Federica Dall’Oglio
    • 2
  • Francesca Annunziata
    • 2
  • Francesco Molinari
    • 3
  • Marco Rabuffetti
    • 3
  • Diego Romano
    • 3
  • Lucia Tamborini
    • 2
  • Dörte Rother
    • 4
  • Andrea Pinto
    • 3
    Email author
  1. 1.School of ChemistryUniversity of Nottingham, University ParkNottinghamUK
  2. 2.Department of Pharmaceutical Sciences (DISFARM)University of MilanMilanItaly
  3. 3.Department of Food, Environmental and Nutritional Sciences (DeFENS)University of MilanMilanItaly
  4. 4.Institute of Bio- and Geosciences, IBG-1: Biotechnology, Forschungszentrum Jülich GmbHJülichGermany

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