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. 1965 Dec;97(3):723–730. doi: 10.1042/bj0970723

The molecular structure of bacterial walls. The size of ribitol teichoic acids and the nature of their linkage to glycosaminopeptides

J B Hay 1, A R Archibald 1, J Baddiley 1
PMCID: PMC1264752  PMID: 4286675

Abstract

1. Ribitol teichoic acids prepared by fractional precipitation of trichloroacetic acid extracts of bacterial cell walls are essentially undegraded and have similar chain length to the teichoic acid originally present in the walls. 2. The chain length of teichoic acid can be determined directly, without prior extraction from the wall. Accurate values have been obtained by measurement of the formaldehyde produced by oxidation of walls with periodate. Less accurate values have been derived from the amount of inorganic phosphate formed by heating walls at pH4. 3. The relative amounts of N-acetylglucosaminylribitol and its mono- and di-phosphates produced by heating walls of Staphylococcus aureus with alkali agree with the amounts calculated for the hydrolysis of teichoic acid having the chain length determined by other methods. 4. Chemical considerations indicate that the linkage between teichoic acid and the wall may involve a phosphoramidate bond between the terminal phosphate of the teichoic acid and one of the amino groups in the glycosaminopeptide.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. ARCHIBALD A. R., ARMSTRONG J. J., BADDILEY J., HAY J. B. Teichoic acids and the structure of bacterial walls. Nature. 1961 Aug 5;191:570–572. doi: 10.1038/191570a0. [DOI] [PubMed] [Google Scholar]
  2. ARCHIBALD A. R., BADDILEY J., BUCHANAN J. G. The ribitol teichoic acid from Lactobacillus arabinosus Walls: isolation and structure of ribitol glucosides. Biochem J. 1961 Oct;81:124–134. doi: 10.1042/bj0810124. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. ARMSTRONG J. J., BADDILEY J., BUCHANAN J. G. Further studies on the teichoic acid from Bacillus subtilis walls. Biochem J. 1961 Aug;80:254–261. doi: 10.1042/bj0800254. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. ARMSTRONG J. J., BADDILEY J., BUCHANAN J. G. Structure of the ribitol teichoic acid from the walls of Bacillus subtilis. Biochem J. 1960 Sep;76:610–621. doi: 10.1042/bj0760610. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. BADDILEY J., BUCHANAN J. G., MARTIN R. O., RAJBHANDARY U. L. Teichoic acid from the walls of Staphylococcus aureus H. 2. Location of phosphate and alanine residues. Biochem J. 1962 Oct;85:49–56. doi: 10.1042/bj0850049. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. BADDILEY J., BUCHANAN J. G., RAJBHANDARY U. L., SANDERSON A. R. Teichoic acid from the walls of Staphylococcus aureus H. Structure of the N-acetylglucosaminyl-ribitol residues. Biochem J. 1962 Mar;82:439–448. doi: 10.1042/bj0820439. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. GAILLARD B. D. Use of unneutralized hydrolysates in paper chromatography of sugars. Nature. 1953 Jun 27;171(4365):1160–1160. doi: 10.1038/1711160a0. [DOI] [PubMed] [Google Scholar]
  8. HANES C. S., ISHERWOOD F. A. Separation of the phosphoric esters on the filter paper chromatogram. Nature. 1949 Dec 31;164(4183):1107-12, illust. doi: 10.1038/1641107a0. [DOI] [PubMed] [Google Scholar]
  9. HOLLANDER V. P., DIMAURO S., PEARSON O. H. A diffusion method for the estimation of formaldehydogenic steroid. Endocrinology. 1951 Nov;49(5):617–623. doi: 10.1210/endo-49-5-617. [DOI] [PubMed] [Google Scholar]
  10. INGRAM V. M., SALTON M. R. The action of fluorodinitrobenzene on bacterial cell walls. Biochim Biophys Acta. 1957 Apr;24(1):9–14. doi: 10.1016/0006-3002(57)90139-7. [DOI] [PubMed] [Google Scholar]
  11. PARK J. T., JOHNSON M. J. A submicrodetermination of glucose. J Biol Chem. 1949 Nov;181(1):149–151. [PubMed] [Google Scholar]
  12. PERKINS H. R., ROGERS H. J. The products of the partial acid hydrolysis of the mucopeptide from cell walls of Micrococcus lysodeikticus. Biochem J. 1959 Aug;72:647–654. doi: 10.1042/bj0720647. [DOI] [PMC free article] [PubMed] [Google Scholar]
  13. Partridge S. M. Filter-paper partition chromatography of sugars: 1. General description and application to the qualitative analysis of sugars in apple juice, egg white and foetal blood of sheep. with a note by R. G. Westall. Biochem J. 1948;42(2):238–250. doi: 10.1042/bj0420238. [DOI] [PMC free article] [PubMed] [Google Scholar]
  14. STROMINGER J. L., GHUYSEN J. M. ON THE LINKAGE BETWEEN TEICHOIC ACID AND THE GLYCOPEPTIDE IN THE CELL WALL OF STAPHYLOCOCCUS AUREUS. Biochem Biophys Res Commun. 1963 Aug 14;12:418–424. doi: 10.1016/0006-291x(63)90117-7. [DOI] [PubMed] [Google Scholar]
  15. TREVELYAN W. E., PROCTER D. P., HARRISON J. S. Detection of sugars on paper chromatograms. Nature. 1950 Sep 9;166(4219):444–445. doi: 10.1038/166444b0. [DOI] [PubMed] [Google Scholar]
  16. YOUNG F. E., TIPPER D. J., STROMINGER J. L. AUTOLYSIS OF CELL WALLS OF BACILLUS SUBTILIS. MECHANISM AND POSSIBLE RELATIONSHIP TO COMPETENCE. J Biol Chem. 1964 Oct;239:PC3600–PC3602. [PubMed] [Google Scholar]

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