Abstract
The lipoteichoic acids were isolated from phenol extracts of four Listeria strains representing serotypes 4a, 4b, 6a, and 6 to compare the differences in structure of amphiphilic polysaccharides from various serotypes of Listeria spp. The lipoteichoic acids from the four strains examined had the same structure in both hydrophilic chains and lipid portions. On the basis of the results of nuclear magnetic resonance spectroscopy and Smith degradation, the hydrophilic chains were shown to be 1,3-linked poly(glycerol phosphate) in which some of the glycerol residues had alpha-galactosyl substituents. The lipid portions were released by treatment with 46% hydrogen fluoride or 98% acetic acid. They were determined to be 3(1)-(2'-O-alpha-D-galactopyranosyl-alpha-D-glucopyranosyl)-1(3), 2-diacylglycerol and 3(1)-[6'-phosphatidyl-2'-O-(alpha-D-galactopyranosyl)-alpha- D-glucopyranosyl]-1(3),2-diacylglycerol. The degrees of glycosyl substitution and proportions of the two lipids varied to some extent among these four strains.
Full text
PDF







Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- 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]
- 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]
- De Boer W. R., Kruyssen F. J., Wouters J. T. The structure of teichoic acid from Bacillus subtilis var, niger WM as determined by C nuclear-magnetic-resonance spectroscopy. Eur J Biochem. 1976 Feb 2;62(1):1–6. doi: 10.1111/j.1432-1033.1976.tb10090.x. [DOI] [PubMed] [Google Scholar]
- 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]
- Fischer W., Koch H. U., Haas R. Improved preparation of lipoteichoic acids. Eur J Biochem. 1983 Jul 1;133(3):523–530. doi: 10.1111/j.1432-1033.1983.tb07495.x. [DOI] [PubMed] [Google Scholar]
- Fischer W., Landgraf H. R. Glycerophosphoryl phosphatidyl kojibiosyl diacylglycerol, a novel phosphoglucolipid from Streptococcus faecalis. Biochim Biophys Acta. 1975 Feb 20;380(2):227–244. doi: 10.1016/0005-2760(75)90009-0. [DOI] [PubMed] [Google Scholar]
- Fischer W., Landgraf H. R., Herrmann J. Phosphatidyldiglucosyl diglyceride from Streptococci and its relationship to other polar lipids. Biochim Biophys Acta. 1973 Jun 21;306(3):353–367. doi: 10.1016/0005-2760(73)90174-4. [DOI] [PubMed] [Google Scholar]
- Fujii H., Kamisango K., Nagaoka M., Uchikawa K., Sekikawa I., Yamamoto K., Azuma I. Structural study on teichoic acids of Listeria monocytogenes types 4a and 4d. J Biochem. 1985 Mar;97(3):883–891. doi: 10.1093/oxfordjournals.jbchem.a135130. [DOI] [PubMed] [Google Scholar]
- 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]
- Goswami S. K., Frey C. F. Spray detection of phospholipids on thin-layer chromatograms. J Lipid Res. 1971 Jul;12(4):509–510. [PubMed] [Google Scholar]
- Hether N. W., Jackson L. L. Lipoteichoic acid from Listeria monocytogenes. J Bacteriol. 1983 Nov;156(2):809–817. doi: 10.1128/jb.156.2.809-817.1983. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Hofman J., Pospísil M., Mára M., Hríbalová V. Phenol-water extracts of gram-positive Listeria monocytogenes and gram-negative Salmonella typhimurium. Comparison of biological activities. Folia Microbiol (Praha) 1985;30(3):231–236. doi: 10.1007/BF02923515. [DOI] [PubMed] [Google Scholar]
- Kamisango K., Fujii H., Okumura H., Saiki I., Araki Y., Yamamura Y., Azuma I. Structural and immunochemical studies of teichoic acid of Listeria monocytogenes. J Biochem. 1983 May;93(5):1401–1409. doi: 10.1093/oxfordjournals.jbchem.a134275. [DOI] [PubMed] [Google Scholar]
- Kamisango K., Nagaoka M., Fujii H., Azuma I. Enzyme immunoassay of teichoic acids from Listeria monocytogenes. J Clin Microbiol. 1985 Jan;21(1):135–137. doi: 10.1128/jcm.21.1.135-137.1985. [DOI] [PMC free article] [PubMed] [Google Scholar]
- 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]
- Kojima N., Iida J., Araki Y., Ito E. Structural studies on the linkage unit between poly(N-acetylglucosamine 1-phosphate) and peptidoglycan in cell walls of Bacillus pumilus AHU 1650. Eur J Biochem. 1985 Jun 3;149(2):331–336. doi: 10.1111/j.1432-1033.1985.tb08930.x. [DOI] [PubMed] [Google Scholar]
- 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]
- 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]
- NOVAK M. COLORIMETRIC ULTRAMICRO METHOD FOR THE DETERMINATION OF FREE FATTY ACIDS. J Lipid Res. 1965 Jul;6:431–433. [PubMed] [Google Scholar]
- Nagaoka M., Kamisango K., Fujii H., Uchikawa K., Sekikawa I., Azuma I. Structure of acidic polysaccharide from cell wall of Propionibacterium acnes strain C7. J Biochem. 1985 Jun;97(6):1669–1678. doi: 10.1093/oxfordjournals.jbchem.a135225. [DOI] [PubMed] [Google Scholar]
- 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]
- 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]
- 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]
- Uchikawa K., Sekikawa I., Azuma I. Structural studies on teichoic acids in cell walls of several serotypes of Listeria monocytogenes. J Biochem. 1986 Feb;99(2):315–327. doi: 10.1093/oxfordjournals.jbchem.a135486. [DOI] [PubMed] [Google Scholar]
- Ullmann W. W., Cameron J. A. Immunochemistry of the cell walls of Listeria monocytogenes. J Bacteriol. 1969 May;98(2):486–493. doi: 10.1128/jb.98.2.486-493.1969. [DOI] [PMC free article] [PubMed] [Google Scholar]
- 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]
- 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]
- 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]
- Wicken A. J., Knox K. W. Lipoteichoic acids: a new class of bacterial antigen. Science. 1975 Mar 28;187(4182):1161–1167. doi: 10.1126/science.46620. [DOI] [PubMed] [Google Scholar]
- Yamaguchi H., Ikenaka T., Matsushima Y. An improved method for gas-liquid chromatographic analysis of Smith degradation products from oligosaccharides. J Biochem. 1970 Aug;68(2):253–254. doi: 10.1093/oxfordjournals.jbchem.a129354. [DOI] [PubMed] [Google Scholar]
- van der Kaaden A., van Doorn-van Wakeren J. I., Kamerling J. P., Vliegenthart J. F., Tiesjema R. H. Structure of the capsular antigen of Neisseria meningitidis serogroup H. Eur J Biochem. 1984 Jun 15;141(3):513–519. doi: 10.1111/j.1432-1033.1984.tb08222.x. [DOI] [PubMed] [Google Scholar]