Benzyl 2-Acetamido-2-deoxy-α-D-glucopyranoside (CAS 13343-62-9)
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Benzyl 2-Acetamido-2-deoxy-α-D-glucopyranoside, a modified glucose derivative, holds significance in glycobiology research for its versatile applications in studying carbohydrate chemistry and glycan-mediated processes. Its mechanism of action revolves around its structural resemblance to natural glucose moieties, enabling its utilization as a substrate in enzymatic glycosylation reactions. Researchers employ this compound as a glycosyl donor in the synthesis of glycoconjugates and glycosylated molecules, facilitating the investigation of carbohydrate-protein interactions and cellular recognition events. Additionally, Benzyl 2-Acetamido-2-deoxy-α-D-glucopyranoside serves as a key intermediate in the synthesis of carbohydrate-based materials, including glycodendrimers, glycoarrays, and carbohydrate-based sensors. Its chemical reactivity allows for selective modifications, enabling the creation of tailored glycan structures for studying glycan function and molecular recognition. Moreover, this compound finds applications in carbohydrate synthesis strategies for accessing diverse carbohydrate libraries, contributing to the development of glycan-based vaccines. Through its versatile applications, Benzyl 2-Acetamido-2-deoxy-α-D-glucopyranoside continues to advance our understanding of carbohydrate biology and pave the way for innovative research approaches aimed at unraveling the roles of glycans in various biological processes.
Benzyl 2-Acetamido-2-deoxy-α-D-glucopyranoside (CAS 13343-62-9) References
- Multigram syntheses of the disaccharide repeating units of chondroitin 4- and 6-sulfates. | Jacquinet, JC., et al. 1998. Carbohydr Res. 314: 283-8. PMID: 10335594
- Synthesis of 4-deoxy analogues of 2-acetamido-2-deoxy-D-glucose and 2-acetamido-2-deoxy-D-xylose and their effects on glycoconjugate biosynthesis. | Berkin, A., et al. 2000. Carbohydr Res. 325: 30-45. PMID: 10741825
- Synthesis of 4-deoxy-4-fluoro analogues of 2-acetamido-2-deoxy-D-glucose and 2-acetamido-2-deoxy-D-galactose and their effects on cellular glycosaminoglycan biosynthesis. | Berkin, A., et al. 2000. Carbohydr Res. 326: 250-63. PMID: 10890273
- Synthesis of PEGylated lactose analogs for inhibition studies on T.cruzi trans-sialidase. | Giorgi, ME., et al. 2010. Glycoconj J. 27: 549-59. PMID: 20645127
- Conversion of benzyl 2-acetamido-2-deoxy-α-d-glucopyranoside into the d-galactose analog | Gross, P. H., du Bois, F., & Jeanloz, R. W. 1967. Carbohydrate Research. 4(3): 244-248.
- The synthesis of 2-acetamido-2, 6-dideoxy-6-fluoro-α-D-glucopyranose and of its per-O-benzyl and per-O-methyl derivatives | Shulman, M. L., & Khorlin, A. Y. 1973. Carbohydrate Research. 27(1): 141-147.
- Benzyl 2-deoxy-2-(3, 5-di-tert-butylsalicylamino)-α-d-glucopyranoside | Burkhardt, A., Buchholz, A., Görls, H., & Plass, W. 2007. Acta Crystallographica Section E: Structure Reports Online. 63(6): o2994-o2996.
- Synthesis of orthogonally protected muramic acid building blocks for solid phase peptide synthesis | Vlahoviček-Kahlina, K., & Jakas, A. 2015. Croatica chemica acta. 88(2): 151-157.
- Synthesis of P1-(11-phenoxyundecyl)-P2-(2-acetamido-2-deoxy-3-O-α-D-rhamnopyranosyl-α-D-glucopyranosyl) diphosphate and P1-(11-phenoxyundecyl)-P2-(2-acetamido-2-deoxy-3-O-β-D-galactopyranosyl-α-D-galactopyranosyl) diphosphate for the investigation of biosynthesis of O-antigenic polysaccharides in Pseudomonas aeruginosa and Escherichia coli O104 | Torgov, V., Danilov, L., Utkina, N., Veselovsky, V., & Brockhausen, I. 2017. Carbohydrate Research. 453: 19-25.
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Benzyl 2-Acetamido-2-deoxy-α-D-glucopyranoside, 1 g | sc-221304 | 1 g | $288.00 |