title: Synthesis of five nona-β-(1→6)-d-glucosamines with various patterns of N-acetylation corresponding to the fragments of exopolysaccharide of Staphylococcus aureus.
abstract: A series of five 3-acetamidopropyl β-glycosides of nona-β-(1→6)-glucosamines containing two N-acetylglucosamine residues separated by a different number of glucosamine units with free amino groups have been synthesized using a convergent blockwise approach. Oxazoline glycosylation was used to introduce N-acetylglucosamine residues. These nonasaccharides are structurally related to the poly-N-acetylglucosamine (PNAG) extracellular polysaccharide of Staphylococcus aureus and can be used as models for biochemical and immunological studies.
authors.affiliation: Laboratory of Glycoconjugate Chemistry, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, 119991 Moscow, Russia.
authors.forename: Olga N
authors.initials: ON
authors.lastname: Yudina
authors.forename: Marina L
authors.initials: ML
authors.lastname: Gening
authors.forename: Yury E
authors.initials: YE
authors.lastname: Tsvetkov
authors.forename: Alexey A
authors.initials: AA
authors.lastname: Grachev
authors.forename: Gerald B
authors.initials: GB
authors.lastname: Pier
authors.forename: Nikolay E
authors.initials: NE
authors.lastname: Nifantiev
mesh_terms: D000117:Acetylglucosamine / Q000031:analogs & derivatives* / Q000737:chemistry; D002240:Carbohydrate Sequence; D019906:Nuclear Magnetic Resonance, Biomolecular; D009844:Oligosaccharides / Q000138:chemical synthesis*; D013211:Staphylococcus aureus / Q000737:chemistry; D047071:beta-Glucans / Q000138:chemical synthesis*
chemical_list: D009844:Oligosaccharides; D047071:beta-Glucans; C505465:poly-N-acetyl-1-6-glucosamine; D000117:Acetylglucosamine