4.6 Article

Glycosyl Radical-Based Synthesis of C-Glycoamino Acids and C-Glycopeptides

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume -, Issue -, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202203689

Keywords

C-glycosylation; glycosyl radicals; glycoamino acids; glycopeptides; radical coupling reactions

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This article summarizes the important application of radical-based reactions in glycosylation modifications, focusing on the synthesis of unnatural amino acids and the late-stage modification of peptides and proteins. It also provides an outlook on the future development in this direction.
Radical-based reactions usually exhibit excellent functional-group compatibilities due to their mild initiation conditions. Glycosyl radical involved C-glycosylation modifications are important strategies to achieve highly regio- and chemoselective constructions of C-glycosidic bonds or C-glycoside linkages of peptides and proteins. In this Concept, we cover recent developments in glycosyl radical-based synthesis of unnatural amino acids and late-stage modification of peptides and proteins, and provide a preliminary outlook on the possible development of this direction in the future.

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