2,3,5-Tri-O-benzyl-D-arabinofuranose 1-(4-nitrobenzoate) (CAS 52522-49-3)

2,3,5-Tri-O-benzyl-D-arabinofuranose 1-(4-nitrobenzoate) is a synthetic compound frequently utilized in carbohydrate chemistry and glycosylation studies. Its structure, featuring benzyl protective groups and a nitrobenzoate ester, is designed to facilitate selective deprotection and subsequent glycosylation reactions. In research, this compound serves as a crucial intermediate for synthesizing complex oligosaccharides and glycosides, enabling the study of carbohydrate-protein interactions and the development of glycan-based probes. The benzyl groups provide stability during various synthetic steps, allowing for precise manipulation of the sugar moiety. The nitrobenzoate ester functions as a leaving group in glycosylation reactions, enhancing the efficiency of glycosidic bond formation. Studies have employed this compound to explore the mechanisms of glycosylation enzymes, such as glycosyltransferases, and their role in cellular processes. Additionally, its use in synthesizing glycan structures has facilitated research into cell-surface glycoconjugates and their involvement in cell signaling, adhesion, and recognition. By enabling the construction of defined glycan structures, 2,3,5-Tri-O-benzyl-D-arabinofuranose 1-(4-nitrobenzoate) contributes significantly to advancing our understanding of glycobiology and the functional roles of carbohydrates in biological systems.