Two Steps in One Pot: Enzyme Cascade for the Synthesis of Nor(pseudo)ephedrine from Inexpensive Starting Materials

Authors

  • M. Sc. Torsten Sehl,

    1. Institute of Bio- and Geosciences, IBG-1: Biotechnology, Forschungszentrum Jülich GmbH, Leo-Brandt-Strasse 1, 52425 Jülich, (Germany)
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  • Prof. Helen C. Hailes,

    1. Department of Chemistry, University College London, 20 Gordon Street, London WC1H OAJ (UK)
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  • Prof. John M. Ward,

    1. The Advanced Centre for Biochemical Engineering, Department of Biochemical Engineering, University College London, Torrington Place, London, WC1E 7JE (UK)
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  • Dr. Rainer Wardenga,

    1. Enzymicals AG, Walther-Rathenau-Strasse 49a, 17489 Greifswald (Germany)
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  • Dr. Eric von Lieres,

    1. Institute of Bio- and Geosciences, IBG-1: Biotechnology, Forschungszentrum Jülich GmbH, Leo-Brandt-Strasse 1, 52425 Jülich, (Germany)
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  • Heike Offermann,

    1. Institute of Bio- and Geosciences, IBG-1: Biotechnology, Forschungszentrum Jülich GmbH, Leo-Brandt-Strasse 1, 52425 Jülich, (Germany)
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  • Dipl.-Biotechnol. Robert Westphal,

    1. Institute of Bio- and Geosciences, IBG-1: Biotechnology, Forschungszentrum Jülich GmbH, Leo-Brandt-Strasse 1, 52425 Jülich, (Germany)
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  • Prof. Dr. Martina Pohl,

    1. Institute of Bio- and Geosciences, IBG-1: Biotechnology, Forschungszentrum Jülich GmbH, Leo-Brandt-Strasse 1, 52425 Jülich, (Germany)
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  • Dr. Dörte Rother

    Corresponding author
    1. Institute of Bio- and Geosciences, IBG-1: Biotechnology, Forschungszentrum Jülich GmbH, Leo-Brandt-Strasse 1, 52425 Jülich, (Germany)
    • Institute of Bio- and Geosciences, IBG-1: Biotechnology, Forschungszentrum Jülich GmbH, Leo-Brandt-Strasse 1, 52425 Jülich, (Germany)
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  • This work was supported by the CLIB Graduate Cluster Industrial Biotechnology of the Heinrich-Heine-University Düsseldorf and financed by the DFG (German Research Foundation) in the frame of Research Group FOR 1296.

Abstract

original image

Two steps in one pot: An enzyme cascade consisting of a lyase and an (R)- or (S)-selective ω-transaminase (TA) provides (1R,2R)-norpseudoephedrine and (1R,2S)-norephedrine in only two steps. The intermediate is not isolated in this one-pot reaction and the products are obtained in high enantio- and diastereomeric purity. Moreover, the by-product from the second reaction can be recycled to serve as the substrate for the first reaction.

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