2-Acetamido-2-deoxy-β-D-glucopyranosyl Azide (CAS 29847-23-2)

2-Acetamido-2-deoxy-β-D-glucopyranosyl azide is a compound extensively used in chemical biology and glycobiology research due to its ability to participate in bioorthogonal reactions. One of the most prominent applications of this compound is in the field of glycoconjugate synthesis and labeling. Through the Staudinger ligation or copper-catalyzed azide-alkyne cycloaddition (CuAAC), 2-acetamido-2-deoxy-β-D-glucopyranosyl azide can be selectively conjugated with various alkyne-functionalized molecules, including peptides, proteins, and other biomolecules. This bioorthogonal reaction enables the specific labeling of glycoconjugates in complex biological systems, facilitating the study of glycan-mediated processes such as cell adhesion, signaling, and recognition. Additionally, 2-acetamido-2-deoxy-β-D-glucopyranosyl azide has been employed in the synthesis of glycan microarrays, which serve as powerful tools for high-throughput screening of carbohydrate-protein interactions and glycan-binding proteins. Furthermore, this compound is utilized in the development of glycoengineering strategies for generating glycoproteins with defined glycosylation patterns and functionalities. By incorporating 2-acetamido-2-deoxy-β-D-glucopyranosyl azide into glycoprotein synthesis, researchers can tailor glycan structures to modulate protein stability, activity, and immunogenicity, paving the way for applications in biotechnology, diagnostics, and vaccine development. Overall, 2-acetamido-2-deoxy-β-D-glucopyranosyl azide serves as a valuable tool for probing and manipulating glycan biology, facilitating advancements in both basic research and applied sciences.