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Identification of a Homopolymer of 5-Acetamidino-7-acetamido-3,5,7,9-tetradeoxy-D-glycero-D-talo-nonulosonic Acid in the Lipopolysaccharides of Legionella pneumophila Non-1 Serogroups

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Abstract

O-Specific polysaccharides (OPS) were isolated by mild acid hydrolysis of the lipopolysaccharides (LPS) of strainsof Legionella pneumophila serogroups 2-14, as well as strains Lansing 3 and 16453-92 from newly proposed serogroups. TheOPS were studied by 1H- and 13C-NMR spectroscopy, GLC/mass spectrometry, and chemical modifications (mild alkalineO-deacetylation and conversion of the N-acetimidoyl group into the N-acetyl group). All OPS were found to be ahomopolymer of a 5-acetamidino-7-acetamido-3,5,7,9-tetradeoxynonulosonic acid, which in some strains is 8-O-acetylat-ed. In most strains studied, the monosaccharide has the D-glycero-D-talo configuration and is thus the C4 epimer of legion-aminic acid (4-epilegionaminic acid), which has been previously identified as the monomer in the OPS of L. pneumophilaserogroup 1. Poly(4-epilegionaminic acid) occurs as a minor polysaccharide in serogroups 5 (strain Dallas 1) and 13 and isabsent in serogroups 1 and 7. The chemical basis for serological differentiation of L. pneumophila strains is discussed.

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Authors and Affiliations

  1. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, Moscow, 119991, Russia

    Y. A. Knirel, Y. A. Knirel, S. N. Senchenkova, N. A. Kocharova & A. S. J. H. U. Shashkov

  2. Research Center Borstel, Center for Medicine and Biosciences, Parkallee 22, D-23845, Borstel, Germany

    A. S. J. H. U. Shashkov

  3. Institute of Medical Microbiology and Hygiene, University Clinic of the Dresden Technical University, Dürerstraße 24, D-01307, Dresden, Germany

    A. S. J. H. U. Shashkov

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  1. Y. A. Knirel
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  2. S. N. Senchenkova
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  3. N. A. Kocharova
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  4. A. S. J. H. U. Shashkov
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Correspondence to Y. A. Knirel.

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Knirel, Y.A., Senchenkova, S.N., Kocharova, N.A. et al. Identification of a Homopolymer of 5-Acetamidino-7-acetamido-3,5,7,9-tetradeoxy-D-glycero-D-talo-nonulosonic Acid in the Lipopolysaccharides of Legionella pneumophila Non-1 Serogroups. Biochemistry (Moscow) 66, 1035–1041 (2001). https://doi.org/10.1023/A:1012334012605

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