N,3,4,6-O-Tetraacetyl-α-D-galactosaminyl Chloride (CAS 41355-44-6)

N,3,4,6-O-Tetraacetyl-α-D-galactosaminyl chloride is an acetylated derivative of galactosamine, featuring a chloride group at the anomeric carbon. This compound is widely utilized as a glycosyl donor in carbohydrate chemistry, enabling researchers to synthesize glycosidic linkages with precision. The acetyl groups at positions N, 3, 4, and 6 protect the hydroxyl and amine functionalities, offering stability while enhancing the reactivity of the chloride group during glycosylation. It is particularly effective in stereoselective synthesis due to its ability to form α-glycosidic bonds, which are significant in constructing natural and synthetic glycan structures. Researchers employ this compound to synthesize complex oligosaccharides, glycoproteins, and glycolipids that are integral to studying carbohydrate-protein interactions. It plays a critical role in exploring the specificity and function of glycosyltransferases and glycosidases involved in the modification and degradation of glycans. Moreover, the protected galactosaminyl donor is essential for understanding the role of N-acetylgalactosamine-containing glycoconjugates in cellular recognition, immune responses, and cell signaling pathways. N,3,4,6-O-Tetraacetyl-α-D-galactosaminyl chloride is also employed in developing carbohydrate-based inhibitors or probes that explain enzyme mechanisms and assist in high-throughput screening assays in glycoscience research.