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Synthesis of Specially Designed Probes to Broaden Transketolase Scope

Authors

  • Dr. G. Simon,

    1. Clermont université, Université Blaise Pascal, ICCF, UMR 6296 CNRS, Campus des Cézeaux, 24 avenue des Landais, BP 80026, 63171 AUBIERE Cedex (France)
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  • T. Eljezi,

    1. Clermont université, Université Blaise Pascal, ICCF, UMR 6296 CNRS, Campus des Cézeaux, 24 avenue des Landais, BP 80026, 63171 AUBIERE Cedex (France)
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  • B. Legeret,

    1. Clermont université, Université Blaise Pascal, ICCF, UMR 6296 CNRS, Campus des Cézeaux, 24 avenue des Landais, BP 80026, 63171 AUBIERE Cedex (France)
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  • Dr. F. Charmantray,

    1. Clermont université, Université Blaise Pascal, ICCF, UMR 6296 CNRS, Campus des Cézeaux, 24 avenue des Landais, BP 80026, 63171 AUBIERE Cedex (France)
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  • Dr. J. A. Castillo,

    1. Clermont université, Université Blaise Pascal, ICCF, UMR 6296 CNRS, Campus des Cézeaux, 24 avenue des Landais, BP 80026, 63171 AUBIERE Cedex (France)
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  • Dr. C. Guérard-Hélaine,

    1. Clermont université, Université Blaise Pascal, ICCF, UMR 6296 CNRS, Campus des Cézeaux, 24 avenue des Landais, BP 80026, 63171 AUBIERE Cedex (France)
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  • Prof. M. Lemaire,

    1. Clermont université, Université Blaise Pascal, ICCF, UMR 6296 CNRS, Campus des Cézeaux, 24 avenue des Landais, BP 80026, 63171 AUBIERE Cedex (France)
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  • Dr. M. Bouzon,

    1. CEA, DSV, IG, Genoscope, 2 rue Gaston Crémieux, CP57006, 91057 EVRY Cedex (France)
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  • Dr. P. Marlière,

    1. Isthmus SARL, 81 rue Reaumur, 75002 Paris (France)
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  • Dr. V. Hélaine,

    Corresponding author
    1. Clermont université, Université Blaise Pascal, ICCF, UMR 6296 CNRS, Campus des Cézeaux, 24 avenue des Landais, BP 80026, 63171 AUBIERE Cedex (France)
    • Clermont université, Université Blaise Pascal, ICCF, UMR 6296 CNRS, Campus des Cézeaux, 24 avenue des Landais, BP 80026, 63171 AUBIERE Cedex (France)
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  • Prof. L. Hecquet

    Corresponding author
    1. Clermont université, Université Blaise Pascal, ICCF, UMR 6296 CNRS, Campus des Cézeaux, 24 avenue des Landais, BP 80026, 63171 AUBIERE Cedex (France)
    • Clermont université, Université Blaise Pascal, ICCF, UMR 6296 CNRS, Campus des Cézeaux, 24 avenue des Landais, BP 80026, 63171 AUBIERE Cedex (France)
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Abstract

Efficient, biocompatible, stereospecific strategies were developed to prepare eight probes to assay transketolase (TK) variants with new substrate specificities. The structure of these probes combines a sugar moiety (D-threo or L-erythro ketose, or D-threo aldose) with the side chain of an amino acid (Ala, Leu, Val, Met, Thr) for in vivo detection of new TK activities using amino acid auxotrophs. To obtain D-threo ketose probes, biocatalysts, such as transketolase and fructose-6-phosphate aldolase Ala129Ser, were used whereas L-erythro ketoses and D-threo aldose probes were synthesized by the way of organocatalysis or Sharpless dihydroxylation as sustainable alternative key steps to biocatalysis.

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