Synthesis and X-ray crystallographic investigation of N-(β-D-glycosyl)butanamides derived from GlcNAc and chitobiose as analogs of the conserved chitobiosylasparagine linkage of N-glycoproteins
| Autor: | Babu Varghese, Duraikkannu Loganathan, Manoharan Mathiselvam, Serge Pérez, Amrita Srivastava |
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| Přispěvatelé: | inconnu, Inconnu, Centre de Recherches sur les Macromolécules Végétales (CERMAV), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Joseph Fourier - Grenoble 1 (UJF), Carret, Michèle |
| Jazyk: | angličtina |
| Rok vydání: | 2013 |
| Předmět: |
Glycosylation
Stereochemistry Molecular Conformation Crystal structure Chemistry Techniques Synthetic Chitobiose 010402 general chemistry Crystallography X-Ray Disaccharides 01 natural sciences Biochemistry Analytical Chemistry Acetylglucosamine chemistry.chemical_compound Carbohydrate Conformation Glycosyl Conserved Sequence ComputingMilieux_MISCELLANEOUS Glycoproteins chemistry.chemical_classification N glycoprotein 010405 organic chemistry Hydrogen bond Organic Chemistry General Medicine Amides 0104 chemical sciences carbohydrates (lipids) Crystallography chemistry Asparagine Glycoprotein |
| Zdroj: | Carbohydrate Research Carbohydrate Research, Elsevier, 2013, pp.37-44 |
| ISSN: | 0008-6215 |
| Popis: | The linkage region, GlcNAcβAsn, is conserved in all eukaryotic N-glycoproteins. As a logical extension of a research endeavor aimed at understanding the structural significance of GlcNAc and Asn as the linkage region constituents, the newer analogs GlcNAcβNHBu and (GlcNAcβ(1–4)GlcNAc)alkanamides have been synthesized to assess the influence of aglycon as well as additional GlcNAc on the linkage region. X-ray crystallographic analysis of the GlcNAcβNHBu and (GlcNAcβ(1–4)GlcNAc)βNHBu is described. Comparative analysis of these structures with those of reported models and analogs shows that the deviation in N-glycosidic torsion, ϕN among the GlcNAc alkanamides is negligible ( |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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