Oxidative Cleavage of Glycosidic Bonds by Synthetic Mimics of Lytic Polysaccharide Monooxygenases

Lytic polysaccharide monooxygenases (LPMOs) cleave polysaccharides through copper-bound oxyl radicals. We report a synthetic mimic of LPMO that uses micelle-stabilized hydrogen bonds to bind a glycan and two molecularly imprinted hydrophobic pockets to accommodate the alkyl tail of the glycoside and a copper cofactor, respectively. Cleavage of alkyl glycosides and oligosaccharides with hydrogen peroxide occurs at room temperature in aqueous solution, with selectivities for both the glycan and the alkyl aglycon.

Automated summary

This study reported a synthetic mimic of lytic polysaccharide monooxygenase that can cleave glycosides and alkyl glycosides in aqueous solution with selectivity.