title: Structure of the O-polysaccharide of Providencia alcalifaciens O2 containing ascarylose and N-(L-alanyl)-D-glucosamine.
abstract: The O-polysaccharide was obtained by degradation of the lipopolysaccharide of Providencia alcalifaciens O2 under mild acidic conditions followed by GPC. The polysaccharide was found to contain two unusual components: 3,6-dideoxy-L-arabino-hexose (ascarylose, Asc) and 2-(L-alanyl)amino-2-deoxy-D-glucose (GlcNAla). Ascarylose was partially split off during lipopolysaccharide degradation and could be eliminated completely by selective acid hydrolysis, which also partially cleaved the β-GAlNAc-(1 → 6) linkage. The following structure of the branched pentasaccharide repeating unit was established by (1)H and (13)C NMR spectroscopy of the O-polysaccharide and O-deacetylated polysaccharide, as well as products of partial acid hydrolysis: α-Ascp-(1 → 4)-α-D-GlcpA-(1 → 4) → 6)-β-D-GlcpNAla-(1 → 4)-β-D-GlpA-(1 → 3)-β-D-GalpNAc-(1 → ~60% OAc--3).
authors.affiliation: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation.
authors.forename: Olga G
authors.initials: OG
authors.lastname: Ovchinnikova
authors.affiliation: Department of Immunobiology of Bacteria, Institute of Microbiology, Biotechnology and Immunology, University of Lodz, PL 90-237 Lodz, Poland.
authors.forename: Magdalena
authors.initials: M
authors.lastname: Moryl
authors.affiliation: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation.
authors.forename: Alexander S
authors.initials: AS
authors.lastname: Shashkov
authors.affiliation: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation.
authors.forename: Alexander O
authors.initials: AO
authors.lastname: Chizhov
authors.affiliation: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation.
authors.forename: Nikolay P
authors.initials: NP
authors.lastname: Arbatsky
authors.affiliation: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation.
authors.forename: Anna M
authors.initials: AM
authors.lastname: Shpirt
authors.affiliation: Department of Immunobiology of Bacteria, Institute of Microbiology, Biotechnology and Immunology, University of Lodz, PL 90-237 Lodz, Poland.
authors.forename: Antoni
authors.initials: A
authors.lastname: Rozalski
authors.affiliation: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation. Electronic address: yknirel@gmail.com.
authors.forename: Yuriy A
authors.initials: YA
authors.lastname: Knirel
mesh_terms: D000409:Alanine / Q000031:analogs & derivatives* / Q000737:chemistry; D002240:Carbohydrate Sequence; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000737:chemistry*; D006601:Hexoses / Q000737:chemistry*; D008969:Molecular Sequence Data; D019081:O Antigens / Q000737:chemistry*; D011532:Providencia / Q000737:chemistry*
chemical_list: D006601:Hexoses; D019081:O Antigens; C009616:tyvelose; D005944:Glucosamine; D000409:Alanine
keywords: Ascarylose; Bacterial polysaccharide structure; Lipopolysaccharide; O-Antigen; Providencia alcalifaciens