Synthesis of Mono- and Dihydroxylated Amino Acids with New α-Ketoglutarate-Dependent Dioxygenases: Biocatalytic Oxidation of CH Bonds

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  • Baud D., Saaidi P.-L., Monfleur A., Harari M., Cuccaro J., Fossey A., Besnard M., Debard A., Mariage A., Pellouin V., Petit J.-L., Salanoubat M., Weissenbach J., de Berardinis V., Zaparucha A.
    Chem. Cat. Chem. 2014, 6, 3012-3017


    Iron(II)/α-ketoacid-dependent oxygenases (αKAOs) are enzymes that mainly catalyse hydroxylation reaction. By using a genomic approach combining sequence comparison and protein-domain sharing, a set of 131 αKAO enzymes was prepared. The screening of various substrates revealed five new αKAOs. Four αKAOs were found to be active towards L-lysine, L-ornithine and L-arginine with total regio- and stereoselectivities and yielding the corresponding 3- or 4-hydroxyamino acids. The enzymatic cascade reaction with two stereoselective regiodivergent αKAOs enabled the synthesis of 3,4-dihydroxy-L-lysine.