Synthesis of Mono‐ and Dihydroxylated Amino Acids with New α‐Ketoglutarate‐Dependent Dioxygenases: Biocatalytic Oxidation of CH Bonds
Damien Baud(Centre National de la Recherche Scientifique), Pierre‐Loïc Saaidi(Centre National de la Recherche Scientifique), Adam Monfleur(Centre National de la Recherche Scientifique), Marine Harari(Centre National de la Recherche Scientifique), Julien Cuccaro(Centre National de la Recherche Scientifique), Aurélie Fossey(Centre National de la Recherche Scientifique), Marielle Besnard(Centre National de la Recherche Scientifique), Adrien Debard(Centre National de la Recherche Scientifique), Aline Mariage(Centre National de la Recherche Scientifique), Virginie Pellouin(Centre National de la Recherche Scientifique), Jean‐Louis Petit(Centre National de la Recherche Scientifique), Marcel Salanoubat(Centre National de la Recherche Scientifique), Jean Weissenbach(Centre National de la Recherche Scientifique), Véronique de Berardinis(Centre National de la Recherche Scientifique), Anne Zaparucha(Centre National de la Recherche Scientifique)
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Abstract
Abstract 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.
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