Recently [1,2], 2-acetamido-3-O-[(R)-and (S)-1-carboxyethyll-2-deoxy-o-glucoses (N-acetylmuramic acid and N-acetylisomuramic acid) have been identified as constituents of the O-specific polysaccharides of Yersinia ruckerii II and Proteus penneri 62, respectively. We report now the isolation and iden
Structure of the O-specific polysaccharide of Proteus penneri 62 containing 2-acetamido-3-O-[(S)-1-carboxyethyl]-2-deoxy-d-glucose (N-acetylisomuramic acid)
✍ Scribed by Yuriy A. Knirel; Nikolay A. Paramonov; Evgeny V. Vinogradov; Alexander S. Shashkov; Nikolay K. Kochetkov; Zygmunt Sidorczyk; Anna Swierzko
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- English
- Weight
- 261 KB
- Volume
- 235
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
Recently'**, the O-specific polysaccharides of two Proteus penner-i strains 14 and 16 have been structurally elucidated and found to contain N-linked I.-alanine, N-acetyl-o-alanyl groups, and (RI-3-hydroxybutyryl groups as non-sugar substituents. We report now the structure of the O-antigen of strain 62 of this new Proteus species, which includes a residue of @)-lactic acid.
The polysaccharide (PS-I) was obtained by mild acid degradation of the lipopolysaccharide, isolated from bacterial cells by the phenol-water procedure3. As judged by the 'H and 13C NMR spectra, PS-I lacked strict regularity, most probably due to the presence of OAc groups in a non-stoichiometric amount (a,, 2.13, 6, 21.6).
Treatment of PSI with 10% aqueous ammonia (60", 2 h) led to an O-deacetylated polysaccharide (PS-II), which had a trisaccharide repeating unit; there were signals for three anomeric protons at 6 4.
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N-Glycated derivatives of glycine, glycylglycine, and 2,5-piperazinedione, containing the 6-deoxy-l,2:3,4-di-O-isopropylidene-a-D-galactos-6-yl moiety, were synthesized and studied by X-ray crystallography and NMR spectroscopy. The crystal structures of N-(6-deoxy-l,2:3,4-di-Oisopropylidene-a-D-gala