Structure of the O-antigen and characterization of the O-antigen gene cluster of Escherichia coli O108 containing 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-D-galacto-non-2-ulosonic (8-epilegionaminic) acid.

A V Perepelov, Bin Liu, S N Senchenkova, A S Shashkov, S D Shevelev, Lu Feng, Lei Wang, Y A Knirel

Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 119991, Russia. perepel@ioc.ac.ru

Biochemistry. Biokhimii͡a 2010 Jan

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On mild acid degradation of the lipopolysaccharide of Escherichia coli O108, the O-polysaccharide was isolated and studied by sugar analysis and one- and two-dimensional 1H- and 13C-NMR spectroscopy. The polysaccharide was found to contain an unusual higher sugar, 5,7-diacetamido-3,5,7,9-tetradeoxy-l-glycero-d-galacto-non-2-ulosonic acid (di-N-acetyl-8-epilegionaminic acid, 8eLeg5Ac7Ac). The following structure of the tetrasaccharide repeating unit of the polysaccharide was established: -->4)-alpha-8eLegp5Ac7Ac-(2-->6)-alpha-D-Galp-(1-->3)-alpha-L-FucpNAc-(1-->3)-alpha-D-GlcpNAc-(1-->. Functions of the E. coli O108 antigen biosynthetic genes, including seven putative genes for synthesis of 8eLeg5Ac7Ac, were assigned by sequencing the O-antigen gene cluster along with comparison with gene databases and known biosynthetic pathways for related nonulosonic acids.)

Citation

A V Perepelov, Bin Liu, S N Senchenkova, A S Shashkov, S D Shevelev, Lu Feng, Lei Wang, Y A Knirel. Structure of the O-antigen and characterization of the O-antigen gene cluster of Escherichia coli O108 containing 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-D-galacto-non-2-ulosonic (8-epilegionaminic) acid. Biochemistry. Biokhimii͡a. 2010 Jan;75(1):19-24