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Structural elucidation of the O-antigenic polysaccharide from the enteroaggregative Escherichia coli strain 180/C3 and its immunochemical relationship with Escherichia coli O5 and O65
Stockholm University, Faculty of Science, Department of Organic Chemistry.
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2005 (English)In: Carbohydrate Research, ISSN 0008-6215, E-ISSN 1873-426X, Vol. 340, no 4, 645-650 p.Article in journal (Refereed) Published
Abstract [en]

The structure of the O-antigen polysaccharide (PS) from the enteroaggregative Escherichia coli strain 180/C3 has been determined. Sugar and methylation analysis together with 1H and 13C NMR spectroscopy were the main methods used. The PS is composed of tetrasaccharide repeating units with the following structure:→2)-β-d-Quip3NAc-(1→3)-β-d-Ribf-(1→4)-β-d-Galp-(1→3)-α-d-GalpNAc-(1→Analysis of NMR data indicates that the presented sequence of sugar residues also represents the biological repeating unit of the O-chain. The structure is closely related to that of O-antigen polysaccharide from E. coli O5 and partially to that of E. coli O65. The difference between the O-antigen from the 180/C3 strain and that of E. coli O5 is the linkage to the d-Quip3NAc residue, which in the latter strain is 4-O-substituted. The E. coli O65 O-antigen contains as part of its linear pentasaccharide repeating unit a similar structural element, namely →4)-β-d-GalpA-(1→3)-α-d-GlcpNAc-(1→2)-β-d-Quip3NAc-(1→, thereby indicating that a common epitope could be present for the two polysaccharides. Monospecific anti-E. coli O5 rabbit serum did not distinguish between the two positional isomeric structures neither in slide agglutination nor in an indirect enzyme immunoassay. The anti-O65 serum did react with both the 180/C3 and O5 LPS showing a partial cross-reactivity.

Place, publisher, year, edition, pages
Elsevier Ltd , 2005. Vol. 340, no 4, 645-650 p.
Keyword [en]
Escherichia coli; Enteroaggregative; Serology; Lipopolysaccharide; NMR
National Category
Organic Chemistry
URN: urn:nbn:se:su:diva-23401DOI: 10.1016/j.carres.2005.01.001OAI: diva2:191934
Part of urn:nbn:se:su:diva-284Available from: 2004-11-11 Created: 2004-11-11 Last updated: 2010-11-02Bibliographically approved
In thesis
1. Structural and Interaction Studies of Bacterial Polysaccharides by NMR Spectroscopy
Open this publication in new window or tab >>Structural and Interaction Studies of Bacterial Polysaccharides by NMR Spectroscopy
2004 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

An introduction to bacterial polysaccharides and the methods for structural determination are described in the first two parts of the thesis.

In a structural elucidation of bacterial polysaccharides NMR experiments are important as is component analysis. A short description of immunochemical methods such as enzyme immunoassays is included. Two NMR techniques used for interaction studies, trNOE and STD NMR, are also discussed.

The third part of the thesis discusses and summarizes the results from the included papers. The structures of the exopolysaccharides produced by two lactic acid bacteria are determined by one- and two dimensional NMR experiments. One is a heteropolysaccharide produced by Streptococcus thermophilus and the other a homopolysaccharide produced by Propionibacterium freudenreichii. The structure of an acidic polysaccharide from a marine bacterium with two serine residues in the repeating unit is also investigated. The structural and immunological relationship between two O-antigenic polysaccharides from Escherichia coli strain 180/C3 and O5 is discussed and investigated. Finally, interaction studies of an octasaccharide derived from the Salmonella enteritidis O-antigen and a bacteriophage are described which were performed with NMR experiments.

Place, publisher, year, edition, pages
Stockholm: Institutionen för organisk kemi, 2004. 50 p.
bacterial polysaccharides, NMR, interaction studies, structural studies, Escherichia coli, Salmonella enteritidis, Streptococcus thermophilus, Propionibacterium freudenreichii, Pseudoalteromonas aliena, P22 TSP
National Category
Organic Chemistry
urn:nbn:se:su:diva-284 (URN)91-7265-971-8 (ISBN)
Public defence
2004-12-03, Magnélisalen, Kemiska övningslaboratoriet, Svante Arrhenius väg 12 A, Stockholm, 14:00
Available from: 2004-11-11 Created: 2004-11-11Bibliographically approved

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Widmalm, Göran
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