Benzyl 2,3,4-Tri-O-benzyl-α-D-mannopyranoside (CAS 57783-76-3)

Benzyl 2,3,4-Tri-O-benzyl-α-D-mannopyranoside is a synthetically modified mannose molecule, predominantly used in carbohydrate chemistry for the study of glycosylation mechanisms and the synthesis of complex glycostructures. This compound features benzyl groups esterified at the 2, 3, and 4 hydroxyl positions, offering significant stability and resistance to enzymatic degradation, which allows for controlled chemical reactions under various conditions. Its structure is crucial for understanding and manipulating the glycosidic bond formation, particularly in the α-configuration, which is less common and more challenging to synthesize than the β-configuration. The presence of protective benzyl groups makes this derivative an invaluable tool in the selective formation of mannose-containing oligosaccharides, enabling researchers to study the impact of stereochemistry on biological recognition and activity. By facilitating the exploration of mannose-specific binding interactions, such as those involved in cellular communication and pathogen recognition, this chemical helps explain the fundamental aspects of carbohydrate function in biological systems. Additionally, its use in synthetic strategies aids in advancing the field of glycomics, contributing to a deeper understanding of how carbohydrates influence molecular interactions at the cellular level.