AoiQ Catalyzes Geminal Dichlorination of 1,3-Diketone Natural Products
Mengting Liu, Masao Ōhashi, Yiu‐Sun Hung, Kirstin Scherlach, Kenji Watanabe, Christian Hertweck, Yi Tang
Abstract
Enzymes that can perform halogenation of aliphatic carbons are of significant interest to the synthetic and biocatalysis communities. Here we describe the characterization of AoiQ, a single-component flavin-dependent halogenase (FDH) that catalyzes gem-dichlorination of 1,3-diketone substrates in the biosynthesis of dichlorodiaporthin. AoiQ represents the first biochemically reconstituted FDH that can halogenate an enolizable sp3-hybridized carbon atom.
Topics & Concepts
ChemistryGeminalHalogenationBiocatalysisDiketoneFlavin groupCarbon atomStereochemistryOrganic chemistryBiosynthesisEnzymeCombinatorial chemistryCatalysisReaction mechanismRing (chemistry)Microbial bioremediation and biosurfactantsAmino Acid Enzymes and MetabolismPharmacogenetics and Drug Metabolism