Benzyl 2-Acetamido-2-deoxy-4,6-O-benzylidene-3-O-(2′,3′,4′,6′-tetra- O-acetyl-beta-D-galactopyranosyl)-alpha-D-galactopyranoside (CAS 86327-84-6)

Benzyl 2-Acetamido-2-deoxy-4,6-O-benzylidene-3-O-(2′,3′,4′,6′-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside is a sophisticated synthetic disaccharide used extensively in carbohydrate chemistry for the detailed study of glycosylation reactions and the structural analysis of glycan interactions. This molecule consists of two galactose rings complexly modified with benzylidene and acetyl groups, enhancing its stability and reactivity for use in complex organic syntheses. The structure features an α-D-galactopyranoside linked through a 3-O-glycosidic bond to a β-D-galactopyranoside, which is further modified with acetyl groups at all free hydroxyl positions except where the glycosidic bond is formed. This modification pattern is crucial for protecting sensitive hydroxyl groups during chemical reactions, allowing for selective deprotection and further modification in a controlled manner. The benzylidene acetal at the 4,6-positions of the α-galactose and the acetamido group at the 2-position are particularly important for mimicking natural glycosylation patterns and studying enzyme interactions with synthetic analogues of biological molecules. In research, this compound has been pivotal in developing new glycosylation methodologies, providing insights into the mechanisms by which carbohydrates are assembled in nature, and helping to unravel the complex behavior of glycosyltransferases. Its use facilitates the exploration of carbohydrate-protein interactions, contributing to the broader field of glycoscience. This chemical′s role is primarily in the fundamental study of carbohydrate function and manipulation, aiding the advancement of synthetic and analytical techniques.