2,3,4,6-Tetra-O-benzyl-beta-D-glucopyranosyl Fluoride (CAS 78153-79-4)

2,3,4,6-Tetra-O-benzyl-beta-D-glucopyranosyl fluoride is a versatile glycosyl donor commonly used in carbohydrate synthesis research. Its structure features benzyl-protected hydroxyl groups, ensuring stability and enhancing selective glycosylation, while the fluoride moiety functions as an effective leaving group. This combination makes the compound ideal for the controlled synthesis of glycosidic linkages, particularly in beta-D-glucosylation reactions. In research applications, this glycosyl fluoride is integral to constructing complex oligosaccharides and glycoconjugates. Its predictable reactivity allows for high stereoselectivity, particularly in the beta configuration, facilitating the synthesis of natural and synthetic carbohydrate structures. Researchers leverage this donor in enzymatic studies involving glycosyltransferases and glycosidases to unravel the structural and functional aspects of glucose-based glycan modifications. The benzyl protecting groups ensure compatibility with a wide range of glycosyl acceptors, expanding its utility in creating diverse carbohydrate chains. This reagent is essential in synthesizing glycomimetics and glycan probes, which further enable high-throughput screening in glycan arrays. Such arrays help scientists study protein-glycan interactions involved in molecular recognition, signal transduction, and pathogen-host relationships. Overall, 2,3,4,6-Tetra-O-benzyl-beta-D-glucopyranosyl fluoride remains crucial for understanding carbohydrate-mediated processes in biological systems.