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Synthetic Catalysts for Selective Glycan Cleavage from Glycoproteins and Cells

Milad Zangiabadi, Foroogh Bahrami, Avijit Ghosh, Hai Yu, Anand K. Agrahari, Xi Chen, Yan Zhao

2024Journal of the American Chemical Society11 citationsDOIOpen Access PDF

Abstract

In situ modification of glycans requires extraordinary molecular recognition of highly complex and subtly different carbohydrates, followed by reactions at precise locations on the substrate. We here report synthetic catalysts that under physiological conditions cleave a predetermined oligosaccharide block such as a branched trimannose or the entire N -glycan of a glycoprotein, while nontargeted glycoproteins stay intact. The method also allows α2–6-sialylated galactosides to be removed preferentially over the α2–3-linked ones from cell surfaces, highlighting the potential of these synthetic glycosidases for glycan editing.

Topics & Concepts

ChemistryGlycanCleaveGlycoproteinCleavage (geology)OligosaccharideSubstrate (aquarium)BiochemistryCatalysisStereochemistryCombinatorial chemistryEnzymeGeotechnical engineeringGeologyEngineeringFracture (geology)OceanographyGlycosylation and Glycoproteins ResearchCarbohydrate Chemistry and SynthesisLysosomal Storage Disorders Research
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