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

Iron(II)/[alpha]-ketoacid-dependent oxygenases ([alpha]KAOs) are enzymes that mainly catalyse hydroxylation reaction. By using a genomic approach combining sequence comparison and protein-domain sharing, a set of 131 [alpha]KAO enzymes was prepared. The screening of various substrates revealed five new [alpha]KAOs. Four [alpha]KAOs 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 [alpha]KAOs enabled the synthesis of 3,4-dihydroxy-L-lysine. [PUBLICATION ABSTRACT]