New Approach for Preparation of C-Glycoamino Acid Building Blocks

Abstract

Oxygen-linked glycopeptides are vital constituents of biological membranes and their carbohydrate moieties play key role in molecular recognition processes [1]. However, O-glycosidic bonds in these molecules are sensitive to both chemical and enzymatic deglycosylation. Preparation of the hydrolytically more stable C-glycosylated analogs has attracted much attention recently. The objectives of this study were to prepare β-and β-amino acids ß-linked to the carbohydrate moiety as building blocks in combinatorial approaches to generate glycopeptide mimetics by solid phase peptide synthesis methods.