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New Structures of the O-Specific Polysaccharides of Proteus. 3. Polysaccharides Containing Non-carbohydrate Organic Acids

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Abstract

Four new Proteus O-specific polysaccharides were isolated by mild acid degradation from the lipopolysaccharides of P. penneri 28 (1), P. vulgaris O44 (2), P. mirabilis G1 (O3) (3), and P. myxofaciens (4), and their structures were elucidated using NMR spectroscopy and chemical methods. They were found to contain non-carbohydrate organic acids, including ether-linked lactic acid and amide-linked amino acids, and the following structures of the repeating units were established: →3)-α-L-QuipNAc-(1→3)-α-D-GlcpNAc-(1→6)-α-D-GlcpNAc-(1→ (S)-Lac-(2–3)⌋ (1) →4)-β-D-GlcpA-(1→3)-β-D-GalpNAc-(1→4)-β-D-Glcp-(1→3)-α-D-Galp-(1→4)-β-D-GalpNAc-(1→ L-Ala-(2–6)⌋ (2) →3)-β-D-GalpNAc-(1→6)-β-D-GalpNAc-(1→4)-β-D-GlcpA-(1→ L-Lys-(2–6)-α-D-GalpA-(1→4)⌋ (3) →4)-β-D-GlcpA-(1→6)-α-D-GalpNAc-(1→6)-β-D-GlcpNAc-(1→3)-β-D-GlcpNAc-(1→ (R)-aLys-(2–6)⌋ (4) where (S)-Lac and (R)-aLys stand for (S)-1-carboxyethyl (residue of lactic acid) and Nε-[(R)-1-carboxyethyl]-L-lysine (“alaninolysine”), respectively. The data obtained in this work and earlier serve as the chemical basis for classification of the bacteria Proteus.

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Authors and Affiliations

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

    A. N. Kondakova, F. V. Toukach, S. N. Senchenkova, N. P. Arbatsky, A. S. Shashkov & Y. A. Knirel

  2. Institute of Microbiology and Immunology, University of Lodz, Banacha 12/16, 90-237, Lodz, Poland

    B. Bartodziejska, K. Zych, A. Rozalski & Z. Sidorczyk

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  1. A. N. Kondakova
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Kondakova, A.N., Toukach, F.V., Senchenkova, S.N. et al. New Structures of the O-Specific Polysaccharides of Proteus. 3. Polysaccharides Containing Non-carbohydrate Organic Acids. Biochemistry (Moscow) 68, 446–457 (2003). https://doi.org/10.1023/A:1023608231745

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