2,3,4,6-Tetra-O-benzoyl-β-D-glucopyranosyl isothiocyanate (CAS 132413-50-4)

2,3,4,6-Tetra-O-benzoyl-β-D-glucopyranosyl isothiocyanate is a benzoylated glucose derivative extensively used in carbohydrate research and synthetic chemistry. The introduction of benzoyl groups at the hydroxyl positions enhances the stability and hydrophobicity of the glucopyranosyl moiety, making it suitable for various organic reactions. The isothiocyanate functional group is highly reactive, facilitating the formation of thiourea linkages with amines, which is useful in conjugation chemistry. This compound is primarily employed in the synthesis of complex oligosaccharides and glycoconjugates, where its reactivity and stability enable efficient glycosylation reactions. In research, 2,3,4,6-Tetra-O-benzoyl-β-D-glucopyranosyl isothiocyanate is utilized to study the mechanisms of glycosylation, focusing on the formation of glycosidic bonds under different catalytic conditions. It serves as a model substrate for investigating the specificity and kinetics of glycosyltransferases and glycosidases, enzymes that play critical roles in carbohydrate metabolism. Additionally, this compound is used in the development of glycomimetics, which are synthetic analogs of natural glycans designed to probe carbohydrate-protein interactions and study their biological functions. The compound′s ability to form stable conjugates with various biomolecules makes it a valuable tool for advancing the understanding of carbohydrate chemistry and its applications in biochemistry and molecular biology.