Engineering an <i>O</i>‐methyltransferase for the Regioselective Biosynthesis of Hesperetin Dihydrochalcone
Andreas Kunzendorf, Bastian Zirpel, Lars Milke, Jakob P. Ley, Uwe T. Bornscheuer
Abstract
Abstract Directed evolution of the O ‐methyltransferase ZgOMT from Zooshikella ganghwensis focusing on active site residues resulted in highly regioselective biocatalysts (regioisomeric ratios up to 99 : 1) for the preparation of the taste active hesperetin dihydrochalcone and related compounds. These newly constructed enzyme variants provide an attractive synthesis route for para ‐methylation of catechol scaffolds, which is challenging to perform with high regioselectivity utilizing wild‐type O ‐methyltransferases.
Topics & Concepts
RegioselectivityHesperetinChemistryMethyltransferaseCatecholO-methyltransferaseActive siteMethylationEnzymeStereochemistryBiochemistryFlavonoidCatalysisAntioxidantGeneEpigenetics and DNA MethylationMicrobial Natural Products and BiosynthesisCarbohydrate Chemistry and Synthesis