Benzyl 2-Acetamido-4,6-O-Benzylidene-2-Deoxy-β-D-Glucopyranoside (CAS 13343-61-8)

Benzyl 2-Acetamido-4,6-O-Benzylidene-2-Deoxy-β-D-Glucopyranoside is a carbohydrate derivative with strategic functional groups and protective moieties, which makes it crucial in glycosylation research. This compound is often used as a glycosyl donor or acceptor in carbohydrate synthesis, providing insights into the formation and control of glycosidic bonds. Its benzylidene and acetamido groups help stabilize the molecule while protecting reactive hydroxyls, facilitating selective glycosylation. The acetamido group on the 2-deoxy-glucopyranoside scaffold mimics the structure of N-acetylglucosamine, a key building block in complex glycoconjugates, such as glycoproteins and glycolipids. As a result, researchers have employed this compound to synthesize analogs and precursors that mimic the structure of natural glycoconjugates, allowing them to investigate enzyme-substrate interactions with glycosyltransferases and glycosidases. Additionally, this compound aids in studying carbohydrate-binding proteins, as it retains key structural features necessary for specific recognition. Its stable benzylidene acetal allows controlled deprotection for subsequent functionalization, providing a versatile tool for generating stereochemically defined carbohydrate structures. Thus, Benzyl 2-Acetamido-4,6-O-Benzylidene-2-Deoxy-β-D-Glucopyranoside plays a significant role in advancing carbohydrate synthesis methodologies and provides a robust platform for exploring enzyme specificity, protein-carbohydrate interactions, and complex oligosaccharide synthesis.