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N-Acetyltalosaminuronic acid a constituent of the pseudomurein of the genus Methanobacterium

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Abstract

By various chemical procedures including ninhydrin-degradation it is shown that the as of yet unknown compound found in partial acid hydrolysates of isolated cell walls of Methanobacterium thermoautotrophicum and other species of this genus is 2-amino-2-deoxy-taluronic acid (N-Acetyltalosaminuronic acid) together with N-acetylglucosamine. It forms the glycan moiety of pseudomurein.

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Abbreviations

PEP:

phosphoenolpyruvate

UDP-GlcNAc:

uridindiphospho-N-acetylglucosamine

MurNAc:

N-acetylmuramic acid

NAcTalNUA:

N-acetyltalosaminuronic acid

References

  • Albersheim, P., Nevins, D. J., English, P. D., Karr, A.: A method for the analysis of sugars in plant cell-wall polysaccharides by gas liquid chromatography. Carbohydr. Res. 5, 340–345 (1967)

    Article  Google Scholar 

  • Clotten, R., Clotten, A.: Hochspannungselektrophorese. Stuttgart: Thieme 1962

    Google Scholar 

  • Drews, G., Weckesser, J., Mayer, H.: Cell Envelopes. In: The Photosynthetic Bacteria (R. K. Clayton and W. R. Sistrom, eds.), pp. 61–77. Plenum Publishing Corporation 1978

  • Hanessian, S., Haskel, T. H.: Structural studies on staphylococcal polysaccharide antigen. J. Biol. Chem. 239, 2758–2764 (1964)

    PubMed  Google Scholar 

  • Hase, S., Matsushima, Y.: Structural studies on a glucose containing polysaccharide obtained from Micrococcus lysodeikticus cell wall I. J. Biochem. 68, 723–730 (1970)

    PubMed  Google Scholar 

  • Hase, S., Matsushima, Y.: Structural studies on a glucose-containing polysaccharide obtained from cell walls of Micrococcus lysodeikticus III. Determination of the structure. J. Biochem. 72, 1117–1128 (1972)

    PubMed  Google Scholar 

  • Heyns, K., Kiessling, G., Lindenberg, W., Paulsen, H., Webster, M.: D-Galactosaminuronsäure (2-Amino-2-desoxy-D-galacturonsäure) als Baustein des Vi-Antigens. Chem. Ber. 92, 2435–2438 (1959)

    Google Scholar 

  • Heyns, K., Kiessling, G.: Strukturaufklärung des Vi-Antigens aus Citrobacter freundii (E. coli) 5396/38. Carbohydr. Res. 3, 340–353 (1967)

    Article  Google Scholar 

  • Horton, D.: Monosaccharide amino sugars. In: The amino sugars Vol. IA (R. W. Jeanloz, ed.), pp. 1–211. New York, London: Academic Press 1969

    Google Scholar 

  • Jeanes, A., Burton, K. A., Cadmus, M. C., Knutson, C. A., Rowin, G. L., Sandford, P. A.: Extracellular black yeast polysaccharide composed of N-acetyl-glucosamine and N-acetylglucosaminuronic acid. Nature (New Biol.) 233, 259–260 (1971)

    Google Scholar 

  • Johnson, A. R.: Improved method for hexosamine determination. Anal. Biochem. 44, 628–635 (1971)

    PubMed  Google Scholar 

  • Kandler, O.: Zellwandstrukturen bei Methan-Bakterien. Naturwissenschaften 66, 95–105 (1979)

    Google Scholar 

  • Kandler, O., König, H.: Chemical composition of the peptidoglycan-free cell walls of methanogenic bacteria. Arch. Microbiol. 118, 141–152 (1978)

    PubMed  Google Scholar 

  • König, H., Kandler, O.: The amino acid sequence of the peptide moiety of the pseudomurein from Methanobacterium thermoautotrophicum. Arch. Microbiol. 121, 271–275 (1979)

    PubMed  Google Scholar 

  • Kontrohr, T.: The identification of 2-amino-2-deoxy-L-altruronic acid as a constituent of Shigella sonnei phase I lipopolysaccharide. Carbohydr. Res. 58, 498–500 (1977)

    Article  PubMed  Google Scholar 

  • Männel, D., Mayer, H.: Isolation and chemical characterization of the enterobacterial common antigen. Eur. J. Biochem. 86, 361–370 (1978)

    PubMed  Google Scholar 

  • Nasir-ud-Din Jeanloz, R. W.: The chemical structure of a fragment of Micrococcus lysodeikticus cell wall. Carbohydr. Res. 47, 245–260 (1976)

    Article  PubMed  Google Scholar 

  • Patridge, S. M.: Aniline hydrogen phthalate as a spraying reagent for chromatography of sugars. Nature 164, 443 (1949)

    Google Scholar 

  • Perkins, H. R.: A polymer containing glucose and aminohexuronic acid isolated from the cell walls of Micrococcus lysodeikticus. Biochem. J. 86, 475–483 (1963)

    PubMed  Google Scholar 

  • Reistad, R.: 2-Amino-2-deoxyguluronic acid: a constituent of the cell wall of Halococcus sp., strain 24. Carbohydr. Res. 36, 420–423 (1974)

    Article  PubMed  Google Scholar 

  • Reistad, R.: Amino sugar and amino acid constituents of the cell walls of the extremely halophilic cocci. Arch. Microbiol. 102, 71–73 (1975)

    PubMed  Google Scholar 

  • Rohr, T. E., Levy, G. N., Stark, N. J., Anderson, J. S.: Initial reactions in biosynthesis of teichuronic acid of Micrococcus lysodeikticus cell walls. J. Biol. Chem. 252, 3460–3465 (1977)

    PubMed  Google Scholar 

  • Smith, E. J.: Purification and properties of an acidic polysaccharide isolated from Achromobacter georgiopolianum. J. Biol. Chem. 243, 5139–5144 (1968)

    PubMed  Google Scholar 

  • Stark, N. J., Levy, G. N., Rohr T. E., Anderson, J. S.: Reactions of second stage of biosynthesis of teichuronic acid of Micrococcus lysodeikticus cell walls. J. Biol. Chem. 252, 3466–3472 (1977)

    PubMed  Google Scholar 

  • Steber, J.: Untersuchungen zur chemischen Zusammensetzung und Struktur der Zellwand von Halococcus morrhuae. Diss., Univ. München 1976

  • Stoffyn, P. J.: Ninhydrin degradation of hexosamines and perodic acid oxidation of hexoses. J. Org. Chem. 24, 1360–1362 (1959)

    Google Scholar 

  • Tipper, D. J.: Alkali-catalyzed elimination of D-lactic acid from muramic acid and its derivatives and the determination of muramic acid. Biochemistry 7, 1441–1449 (1968)

    Google Scholar 

  • Torii, M., Sakakibara, K., Kuroda, K.: Occurrence of 2-amino-2-deoxyhexuronic acid as constituents of Vibrio parahaemolyticus K15 antigen. Eur. J. Biochem. 37, 401–405 (1973)

    PubMed  Google Scholar 

  • Trevelyan, W. E., Procter, D. D., Harrison, J. S.: Detection of sugars on paper chromatograms. Nature 166, 444–445 (1950)

    Google Scholar 

  • Wheat, R. W.: Analysis of hexosamines in bacterial polysaccharides by chromatographic procedures. In: Methods in Enzymology, Vol. VIII (E. F. Neufeld, V. Ginsburg, eds.), pp. 60–78. New York, London: Academic Press 1966

    Google Scholar 

  • Wilkinson, S. G.: Amino components of the lipopolysaccharide from Pseudomonas aeruginosa. N. C. T. C. 8505. Biochem. J. 161, 103–109 (1977)

    PubMed  Google Scholar 

  • Williamson, A. R., Zamenhof, S.: The type-specific substance of Hemophilus influenzae, type d: the natural occurence of glucosamine uronic acid. J. Biol. Chem. 238, 2255–2258 (1963)

    PubMed  Google Scholar 

  • Woese, C. R., Magrum, L. J., Fox, G. E.: Archaebacteria. J. Mol. Evol. 11, 245 (1978)

    PubMed  Google Scholar 

  • Wu, T. C. M., Park, J. T.: Chemical characterization of a new surface antigenic polysaccharide from a mutant of Staphylococcus aureus. J. Biol. Chem. 108, 874–884 (1971)

    Google Scholar 

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  1. Botanisches Institut der Universität München, Menzinger Strasse 67, D-8000, München 19, Bundesrepublik Deutschland

    Helmut König & Otto Kandler

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  1. Helmut König
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  2. Otto Kandler
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König, H., Kandler, O. N-Acetyltalosaminuronic acid a constituent of the pseudomurein of the genus Methanobacterium . Arch. Microbiol. 123, 295–299 (1979). https://doi.org/10.1007/BF00406664

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  • DOI: https://doi.org/10.1007/BF00406664

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