2,3,4,6-Tetra-O-benzoyl-D-glucopyranose (CAS 64768-20-3)

2,3,4,6-Tetra-O-benzoyl-D-glucopyranose is a benzoyl-protected derivative of glucose widely used in glycosylation research. The benzoyl groups protect the hydroxyl functionalities, providing selectivity in chemical reactions and facilitating glycosyl donor synthesis. This compound is primarily used as an intermediate in carbohydrate chemistry for synthesizing complex oligosaccharides and glycoconjugates. By selectively removing benzoyl groups, researchers can introduce other functional groups at specific positions, ensuring precise control over glycosidic linkage formation. This compound enables scientists to explore the stereochemistry of glycosylation reactions. By controlling neighboring group participation, they achieve the desired stereoselectivity during glycosidic bond formation. This feature is crucial for creating beta- or alpha-linked saccharides that closely mimic natural glycans in terms of structure and function. In glycoscience, 2,3,4,6-Tetra-O-benzoyl-D-glucopyranose helps synthesize glycomimetics and glycan arrays used in probing carbohydrate-protein interactions. This allows researchers to identify glycan-binding proteins and study their specificities in molecular recognition. Furthermore, this compound aids in studying enzymatic processes like glycosyltransferase or glycosidase reactions by serving as a substrate model, providing insights into enzyme kinetics and substrate specificity. Thus, it plays a significant role in advancing glycosylation research and elucidating the function of carbohydrates in various biological systems.