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. 1983 Nov;156(2):809–817. doi: 10.1128/jb.156.2.809-817.1983

Lipoteichoic acid from Listeria monocytogenes.

N W Hether, L L Jackson
PMCID: PMC217899  PMID: 6415040

Abstract

A lipoteichoic acid (LTA) was extracted from Listeria monocytogenes (serotype 1) by phenol-water partition and isolated by gel-filtration chromatography. The LTA exhibited amphiphilic properties by changes in gel-filtration mobility in the presence of detergent buffers and after mild base hydrolysis. In a hemagglutination assay, Listeria LTA bound antibody prepared against a known LTA from Streptococcus spp. Listeria LTA inhibited the binding of anti-LTA antibody to a Lactobacillus LTA in a hemagglutination inhibition assay. The Listeria LTA contained glucose, galactose, fatty acids, glycerol, and phosphate with molar ratios of 0.05, 0.07, 0.21, 0.94, and 1.0 to phosphate, respectively. Adjacent glycerols were linked between the C-1 and C-3 positions by phosphodiesters (structural type 1). The average chain length was 19 +/- 2 (standard deviation) glycerol-phosphate repeating units. Approximately one glycosyl side chain was present per LTA molecule. The side chain was a galactose-containing disaccharide. The lipid portion of the LTA was a galactose- and glucose-containing glycolipid which may have been a phosphoglycolipid, but the structure was not confirmed. Major fatty acids of LTA and the glycolipid were 17:anteiso, 15:anteiso, 16:iso, 16:n, and 18:n. L. monocytogenes contained cell wall products typical of gram-positive bacteria which is in contrast to the reports by others of the presence of lipopolysaccharides from L. monocytogenes.

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Selected References

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  1. Antonissen A. C., van Kessel K. P., van Dijk H., Willers J. M. Development of a simple passive haemagglutination-inhibition assay for Listeria monocytogenes lipoteichoic acid. J Immunol Methods. 1981;44(3):351–357. doi: 10.1016/0022-1759(81)90053-3. [DOI] [PubMed] [Google Scholar]
  2. Arakawa H., Shimada A., Ishimoto N., Ito E. Occurrence of ribitol-containing lipoteichoic acid in Staphylococcus aureus H and its glycosylation. J Biochem. 1981 May;89(5):1555–1563. doi: 10.1093/oxfordjournals.jbchem.a133349. [DOI] [PubMed] [Google Scholar]
  3. Archibald A. R., Baddiley J. The teichoic acids. Adv Carbohydr Chem Biochem. 1966;21:323–375. doi: 10.1016/s0096-5332(08)60320-3. [DOI] [PubMed] [Google Scholar]
  4. CRITCHLEY P., ARCHIBALD A. R., BADDILEY J. The intracellular teichoic acid from Lactobacillus arabinosus 17-5. Biochem J. 1962 Dec;85:420–431. doi: 10.1042/bj0850420. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Coley J., Duckworth M., Baddiley J. Extraction and purification of lipoteichoic acids from Gram-positive bacteria. Carbohydr Res. 1975 Mar;40(1):41–52. doi: 10.1016/s0008-6215(00)82667-1. [DOI] [PubMed] [Google Scholar]
  6. Conklin A. R., Jr, Siddique I. H. Certain chemical and biological properties of phenol extracts from Listeria monocytogenes. Am J Vet Res. 1976 Nov;37(11):1331–1335. [PubMed] [Google Scholar]
  7. FOLCH J., LEES M., SLOANE STANLEY G. H. A simple method for the isolation and purification of total lipides from animal tissues. J Biol Chem. 1957 May;226(1):497–509. [PubMed] [Google Scholar]
  8. Fiedel B. A., Jackson R. W. Immunogenicity of a purified and carrier-complexed streptococcal lipoteichoic acid. Infect Immun. 1976 Jun;13(6):1585–1590. doi: 10.1128/iai.13.6.1585-1590.1976. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Galsworthy S. B., Gurofsky S. M., Murray R. G. Purification of a monocytosis-producing activity from Listeria monocytogenes. Infect Immun. 1977 Feb;15(2):500–509. doi: 10.1128/iai.15.2.500-509.1977. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. Gmeiner J. The ribitol-phosphate-containing lipopolysaccharide from Proteus mirabilis, strain D52. Investigations on the structure of O-specific chains. Eur J Biochem. 1977 Mar 15;74(1):171–180. doi: 10.1111/j.1432-1033.1977.tb11378.x. [DOI] [PubMed] [Google Scholar]
  11. HAY G. W., LEWIS B. A., SMITH F. THIN-FILM CHROMATOGRAPHY IN THE STUDY OF CARBOHYDRATES. J Chromatogr. 1963 Aug;11:479–486. doi: 10.1016/s0021-9673(01)80949-3. [DOI] [PubMed] [Google Scholar]
  12. Hether N. W., Campbell P. A., Baker L. A., Jackson L. L. Chemical composition and biological functions of Listeria monocytogenes cell wall preparations. Infect Immun. 1983 Mar;39(3):1114–1121. doi: 10.1128/iai.39.3.1114-1121.1983. [DOI] [PMC free article] [PubMed] [Google Scholar]
  13. Jann B., Jann K., Schmidt G., Orskov I., Orskov F. Immunochemical studies of polysaccharide surface antigens of Escherichia coli 0100:K?(B):H2. Eur J Biochem. 1970 Jul;15(1):29–39. doi: 10.1111/j.1432-1033.1970.tb00972.x. [DOI] [PubMed] [Google Scholar]
  14. Knox K. W., Wicken A. J. Immunological properties of teichoic acids. Bacteriol Rev. 1973 Jun;37(2):215–257. doi: 10.1128/br.37.2.215-257.1973. [DOI] [PMC free article] [PubMed] [Google Scholar]
  15. Koch H. U., Fischer W. Acyldiglucosyldiacylglycerol-containing lipoteichoic acid with a poly(3-O-galabiosyl-2-O-galactosyl-sn-glycero-1-phosphate) chain from Streptococcus lactis Kiel 42172. Biochemistry. 1978 Nov 28;17(24):5275–5281. doi: 10.1021/bi00617a030. [DOI] [PubMed] [Google Scholar]
  16. Kosaric N., Carroll K. K. Phospholipids of Listeria monocytogenes. Biochim Biophys Acta. 1971 Sep 1;239(3):428–442. doi: 10.1016/0005-2760(71)90035-x. [DOI] [PubMed] [Google Scholar]
  17. LECOCQ J., BALLOU C. E. ON THE STRUCTURE OF CARDIOLIPIN. Biochemistry. 1964 Jul;3:976–980. doi: 10.1021/bi00895a023. [DOI] [PubMed] [Google Scholar]
  18. Lambert P. A., Hancock I. C., Baddiley J. Occurrence and function of membrane teichoic acids. Biochim Biophys Acta. 1977 May 31;472(1):1–12. doi: 10.1016/0304-4157(77)90012-0. [DOI] [PubMed] [Google Scholar]
  19. Mann A. F., Hucklesby D. P., Hewitt E. J. A modified Hanes and Isherwood spray for improved detection of phosphate esters in thin layer chromatography. Anal Biochem. 1979 Jul 1;96(1):6–6. doi: 10.1016/0003-2697(79)90545-1. [DOI] [PubMed] [Google Scholar]
  20. Mára M., Julák J., Kotelko K., Hofman J., Veselská H. Phenol-extracted lipopeptidopoly-saccharide (LPPS) complex from Listeria monocytogenes. J Hyg Epidemiol Microbiol Immunol. 1980;24(2):164–176. [PubMed] [Google Scholar]
  21. Raines L. J., Moss C. W., Farshtchi D., Pittman B. Fatty acids of Listeria monocytogenes. J Bacteriol. 1968 Dec;96(6):2175–2177. doi: 10.1128/jb.96.6.2175-2177.1968. [DOI] [PMC free article] [PubMed] [Google Scholar]
  22. Rodriguez G. E., McClatchy J. K., Campbell P. A. Induction of Resistance by Listeria monocytogenes Cell Wall Fraction. Infect Immun. 1974 Nov;10(5):1163–1169. doi: 10.1128/iai.10.5.1163-1169.1974. [DOI] [PMC free article] [PubMed] [Google Scholar]
  23. Rudczynski A. B., Jackson R. W. The properties of a lipoteichoic acid antigen from Streptococcus pyogenes. Immunochemistry. 1978 Feb;15(2):83–91. doi: 10.1016/0161-5890(78)90047-0. [DOI] [PubMed] [Google Scholar]
  24. Shashkov A. S., Zaretskaya M. S., Yarotsky S. V., Naumova I. B., Chizhov O. S., Shabarova Z. A. On the structure of the teichoic acid from the cell wall of Streptomyces antibioticus 39. Localization of the phosphodiester linkages and elucidation of the monomeric units structure by means of 13C-nuclear-magnetic-resonance spectroscopy. Eur J Biochem. 1979 Dec 17;102(2):477–481. doi: 10.1111/j.1432-1033.1979.tb04262.x. [DOI] [PubMed] [Google Scholar]
  25. Shaw N. The detection of lipids on thin-layer chromatograms with the periodate-Schiff reagents. Biochim Biophys Acta. 1968 Oct 22;164(2):435–436. doi: 10.1016/0005-2760(68)90171-9. [DOI] [PubMed] [Google Scholar]
  26. Singh S. P., Moore B. L., Siddique I. H. Purification and further characterization of phenol extract from Listeria monocytogenes. Am J Vet Res. 1981 Jul;42(7):1266–1268. [PubMed] [Google Scholar]
  27. Srivastava K. K., Siddique I. H. Quantitative chemical composition of peptidoglycan of Listeria monocytogenes. Infect Immun. 1973 May;7(5):700–703. doi: 10.1128/iai.7.5.700-703.1973. [DOI] [PMC free article] [PubMed] [Google Scholar]
  28. 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]
  29. Wexler H., Oppenheim J. D. Isolation, characterization, and biological properties of an endotoxin-like material from the gram-positive organism Listeria monocytogenes. Infect Immun. 1979 Mar;23(3):845–857. doi: 10.1128/iai.23.3.845-857.1979. [DOI] [PMC free article] [PubMed] [Google Scholar]
  30. Wicken A. J., Gibbens J. W., Knox K. W. Comparative studies on the isolation of membrane lipoteichoic acid from Lactobacillus fermenti. J Bacteriol. 1973 Jan;113(1):365–372. doi: 10.1128/jb.113.1.365-372.1973. [DOI] [PMC free article] [PubMed] [Google Scholar]
  31. Wicken A. J., Knox K. W. Bacterial cell surface amphiphiles. Biochim Biophys Acta. 1980 May 27;604(1):1–26. doi: 10.1016/0005-2736(80)90583-0. [DOI] [PubMed] [Google Scholar]

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