Structure Elucidation of Escherichia Coli Serogroup O188 O Antigen

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Structure Elucidation of Escherichia Coli Serogroup O188 O Antigen

Axel Furevi 1 , Jonas Ståhle 1 , Claudio Muheim 2 , Spyridon Gkotzis 3 , Daniel O. Daley 2 , Klas Udekwu 3 , Göran Widmalm 1

1 Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden, 2 Department of Biochemistry and Biophysics, Stockholm University, Stockholm, Sweden, 3 Department of Molecular Biosciences, The Wenner-Gren Institute, Stockholm University, Stockholm, Sweden

The lipopolysaccharide (LPS) is located on the outer surface of gram-negative bacteria and builds up a protective barrier against its environment and potential threats. The O antigen polysaccharide part of the LPS is the main tool for determining the serotype of different strains. So far, the E. coli strains are distributed in 180 serogroups with only a few left to elucidate. Here, we present the structure of the E. coli O188 polysaccharide. The O antigen polysaccharide was obtained utilizing hot phenol-water extraction, mild acid delipidation and purified with size exclusion chromatography. Sugar analysis and absolute configuration analysis using chemical derivatization and gas liquid chromatography showed the sugar units: D-Gal, D-GlcNAc, D-GlcA and D-Man and a combination of 1D and 2D ¹H,¹³C NMR spectroscopy experiments revealed a pentasaccharide repeating unit. The structure of the repeating unit, which was predicted using the computer program CASPER and confirmed by NMR spectroscopy, is the branched pentasaccharide:

→4)-β-D-GlcA-(1→2)-[α-D-Gal-(1→3)]β-D-Man-(1→4)-β-D-Man-(1→3)-β-D-GlcNAc-(1→

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