Comparative<i>S</i>-adenosyl-<scp>l</scp>-methionine analogue generation for selective biocatalytic Friedel-Crafts alkylation
Arne Hoffmann, Kai H. Schülke, Stephan C. Hammer, Andrea Rentmeister, Nicolas V. Cornelissen
Abstract
-adenosyl-L-methionine (SAM) mandates efficient access to SAM analogues for biocatalytic applications. We directly compared halide methyltransferase (HMT) and methionine adenosyltransferase (MAT) to access SAM analogues and explored their utility in cascade reactions with NovO for regioselective, late-stage Friedel-Crafts alkylation of a coumarin. The HMT cascade efficiently provided SAM for methylation, while the MAT cascade also supplied high levels of SAM analogues for alkylation reactions.
Topics & Concepts
AlkylationFriedel–Crafts reactionChemistryMethionineStereochemistryCombinatorial chemistryOrganic chemistryCatalysisBiochemistryAmino acidEpigenetics and DNA MethylationBiochemical and Molecular ResearchCancer-related gene regulation