• Open Access

An Enzymatic Route to Selenazolines

Authors

  • Dr. Jesko Koehnke,

    1. Biomedical Science Research Complex, University of St Andrews, North Haugh, St. Andrews, KY16 9ST (UK)
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    • These authors contributed equally to this work.

  • Falk Morawitz,

    1. Biomedical Science Research Complex, University of St Andrews, North Haugh, St. Andrews, KY16 9ST (UK)
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    • These authors contributed equally to this work.

  • Andrew F. Bent,

    1. Biomedical Science Research Complex, University of St Andrews, North Haugh, St. Andrews, KY16 9ST (UK)
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  • Dr. Wael E. Houssen,

    1. Institute of Medical Sciences, University of Aberdeen, Ashgrove Road West, Aberdeen, AB25 2ZD (UK)
    2. Marine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen, AB24 3UE (UK)
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  • Dr. Sally L. Shirran,

    1. Biomedical Science Research Complex, University of St Andrews, North Haugh, St. Andrews, KY16 9ST (UK)
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  • Dr. Matthew A. Fuszard,

    1. Biomedical Science Research Complex, University of St Andrews, North Haugh, St. Andrews, KY16 9ST (UK)
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  • Dr. Iain A. Smellie,

    1. Biomedical Science Research Complex, University of St Andrews, North Haugh, St. Andrews, KY16 9ST (UK)
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  • Dr. Catherine H. Botting,

    1. Biomedical Science Research Complex, University of St Andrews, North Haugh, St. Andrews, KY16 9ST (UK)
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  • Prof. Margaret C. M. Smith,

    1. Institute of Medical Sciences, University of Aberdeen, Ashgrove Road West, Aberdeen, AB25 2ZD (UK)
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  • Prof. Marcel Jaspars,

    Corresponding author
    1. Marine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen, AB24 3UE (UK)
    • Marine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen, AB24 3UE (UK)
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  • Prof. James H. Naismith

    Corresponding author
    1. Biomedical Science Research Complex, University of St Andrews, North Haugh, St. Andrews, KY16 9ST (UK)
    • Biomedical Science Research Complex, University of St Andrews, North Haugh, St. Andrews, KY16 9ST (UK)
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Abstract

original image

Ringing the changes: Selenazolines have applications in medicinal chemistry, but their synthesis is challenging. We report a new convenient and less toxic route to these heterocycles that starts from commercially available selenocysteine. The new route depends on a heterocyclase enzyme that creates oxazolines and thiazolines from serines/threonines and cysteines.

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