Structural studies of a polysaccharide from Vibrio parahaemolyticus strain AN-16000

• Published in: Carbohydrate research Vol. 432; pp. 41 - 49
• Main Authors: Fontana, Carolina, Zaccheus, Mona, Weintraub, Andrej, Ansaruzzaman, Mohammad, Widmalm, Göran
• Format: Journal Article
• Language: English
• Published: Netherlands Elsevier Ltd 02-09-2016
• Subjects: Carbohydrate Sequence; Dephosphorylation; Glycerol-1-phosphate; Magnetic Resonance Spectroscopy; Medicin och hälsovetenskap; NMR; O Antigens - chemistry; Oligosaccharides - chemistry; Polysaccharides - chemistry; Vibrio parahaemolyticus - chemistry; Vibrio parahaemolyticus - growth & development; Vibrio parahemolyticus; NMR; Dephosphorylation; Vibrio parahemolyticus; Glycerol-1-phosphate
• ISSN: 0008-6215; 1873-426X; 1873-426X
• DOI: 10.1016/j.carres.2016.06.004

The structure of a polysaccharide from Vibrio parahaemolyticus strain AN-16000 has been investigated. The sugar and absolute configuration analysis revealed d-Glc, d-GalN, d-QuiN and l-FucN as major components. The PS was subjected to dephosphorylation with aqueous 40% HF to obtain an oligosaccharide that was analyzed by 1H and 13C NMR spectroscopy. The HR-MS spectrum of the oligosaccharide revealed a pentasaccharide composed of two Glc residues, one QuiNAc and one GalNAc, one FucNAc, as well as a glycerol moiety. The structure of the PS was determined using 1H, 13C, 15N and 31P NMR spectroscopy; inter-residue correlations were identified by 1H,13C-heteronuclear multiple-bond correlation, 1H,1H-NOESY and 1H,31P-hetero-TOCSY experiments. The PS backbone has the following teichoic acid-like structure: →3)-d-Gro-(1-P-6)-β-d-Glcp-(1→4)-α-l-FucpNAc-(1→3)-β-d-QuipNAc-(1→ with a side-chain consisting of α-d-Glcp-(1→6)-α-d-GalpNAc-(1→ linked to the O3 position of the FucNAc residue.
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•The PS from Vibrio parahaemolyticus strain AN-16000 has a teichoic acid-like structure.•Sugar analysis revealed the presence of l-FucNAc, d-QuiN, d-GalpN and d-Glc.•The OS obtained by treatment with 40% HF was characterized by NMR spectroscopy.•The repeating unit is similar to that of the O-antigen of Proteus vulgaris O12.