Skip to main content
Log in

Chemical Characterization of Lipid A from Some Marine Proteobacteria

  • Published:
Biochemistry (Moscow) Aims and scope Submit manuscript

Abstract

Lipids A from type and wild strains of marine Proteobacteria belonging to Alteromonadaceae (Alteromonas (1 species), Idiomarina (1 species), and Pseudoalteromonas (8 species) genera) and Vibrionaceae (Shewanella (1 species) and Vibrio (1 species) genera) families and Marinomonas genus (1 species) were isolated by hydrolysis of their respective lipopolysaccharides with 1% acetic acid. Based on thin-layer chromatography data, the lipids A studied had low heterogeneity and generated family-specific patterns varying in numbers of bands and their chromatographic mobility. Total chemical analysis of the compounds showed that they contained glucosamine, phosphate, and fatty acids with decanoate (I. zobellii KMM 231T lipid A) or dodecanoate (lipids A of the other bacteria) and 3-hydroxy alkanoates as the major fatty acid components. Unlike terrestrial bacterial lipids A, lipids A of marine Proteobacteria had basically monophosphoryl (except V. fluvialis AQ 0002B lipid A with its two phosphate groups) and pentaacyl (except S. alga 48055 and V. fluvialis AQ 0002B lipids A which were found to have six residues of fatty acids per molecule of glucosamine disaccharide) structural types, low toxicity, and may be useful as potential endotoxin antagonists.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

REFERENCES

  1. Lugtenberg, B., and van Alphen, L. (1983) Biochim.Biophys.Acta, 737, 51–115.

    PubMed  Google Scholar 

  2. Galloway, S. W., and Raetz, C. R. H. (1990) J.Biol.Chem., 265, 6394–6402.

    PubMed  Google Scholar 

  3. Rietschel, E. Th., Kirikae, T., Schade, F. U., Mamat, U., Schmidt, G., Loppnow, H., Ulmer, A. J., Zahringer, U., Seudel, U., di Padova, F., Schreir, M. D., and Brade, H. (1994) FASEB J., 80, 217–224.

    Google Scholar 

  4. Morrison, D. C., Danner, R. L., Dinarello, C. A., Munford, R. S., Natanson, C., Pollack, M., Spitzer, J. J., Ulevitch, R. J., Vogel, S. N., and McSweegan, E. (1994) J.Endotoxin Res., 1, 71–83.

    Google Scholar 

  5. Moran, A. (1995) J.Toxicol.Toxin Rev., 14, 47–83.

    Google Scholar 

  6. Opal, S. M., and Yu, R. L., Jr. (1998) Drugs, 55, 497–508.

    PubMed  Google Scholar 

  7. Takayama, K., and Qureshi, N. (1992) in Bacterial Endotoxic Lipopolysaccharides(Morrison, D. C., and Ryan, J. L., eds.) Vol. 1, CRC Press, Boca Raton, Florida, pp. 43–60.

    Google Scholar 

  8. Wilkinson, S. G. (1996) Prog.Lipid Res., 35, 283–343.

    PubMed  Google Scholar 

  9. Rietschel, E. Th., Brade, H., Holst, O., Brade, L., Müller-Loennies, S., Mamat, U., Zahringer, U., Beckmann, F., Seydel, U., Brandenburg, K., Ulmer, A. J., Mattern, T., Heine, H., Schletter, J., Loppnow, H., Schönbeck, U., Flad, H.-D., Hauschidt, S., Schade, F. U., Di Padova, F., Kusumoto, S., and Schuman, R. R. (1996) Curr.Top.Microbiol.Immunol., 216, 39–81.

    PubMed  Google Scholar 

  10. Baker, P. J., Hraba, T., Taylor, C. E., Stashak, P. W., Fauntleroy, M. B., Zahringer, U., Takayama, K., Sievert, T. R., Hronowski, X., Cotter, R. J., and Perez-Perez, G. (1994) Infect.Immun., 62, 2257–2269.

    PubMed  Google Scholar 

  11. Jarvis, B., Lichenstein, W. H., and Qureshi, N. (1997) Infect.Immun., 65, 3011–3016.

    PubMed  Google Scholar 

  12. Kawata, T., Bristol, J. R., and Rossignol, D. P. (1999) Br.J.Pharmacol., 27, 853–862.

    Google Scholar 

  13. Lynn, W. A., and Golenbock, D. T. (1992) Immunol.Today, 13, 271–276.

    PubMed  Google Scholar 

  14. Wollenweber, H.-W., Schleght, S., Luderitz, O., and Rietschel, E. Th. (1983) Eur.J.Biochem., 130, 167–171.

    PubMed  Google Scholar 

  15. Carty, S. M., Sreekumar, K. R., and Raetz, C. R. H. (1999) J.Biol.Chem., 274, 9677–9685.

    PubMed  Google Scholar 

  16. Krasikova, I. N., Bakholdina, S. I., Khotimchenko, S. V., and Solov'eva, T. F. (1999) Biochemistry (Moscow), 64, 338–344.

    PubMed  Google Scholar 

  17. Mikhailov, V. V., Kuznetsova, T. V., and Elyakov, G. B. (1999) in Marine Microorganisms and Their Secondary Biologically Active Metabolites(Kalinin, V. I., ed.) [in Russian], Dalnauka, Vladivostok, p. 38.

    Google Scholar 

  18. Di Rienzo, J. M., and MacLeod, R. A. (1978) J.Bacteriol., 136, 158–167.

    PubMed  Google Scholar 

  19. Moule, A. L., and Wilkinson, S. G. (1989) J.Gen.Microbiol., 135, 163–173.

    Google Scholar 

  20. Ivanova, E. P., and Mikhailov, V. V. (2001) Mikrobiologiya, 70, in press.

  21. De Ley, J. (1992) in The Prokaryotes (Balows, A., Truper, H. G., Dworkin, M., Harber, H., and Schleifer, K.-H., eds.) Springer Verlag, Berlin, pp. 2111–2140.

    Google Scholar 

  22. Svetashev, V. I., Vysotskii, M. V., Ivanova, E. P., and Mikhailov, V. V. (1995) Syst.Appl.Microbiol., 18, 37–43.

    Google Scholar 

  23. Gorshkova, R. P., Nazarenko, E. L., Zubkov, V. A., Shashkov, A. S., Ivanova, E. P., and Gorshkova, N. M. (1998) Carbohydr.Res., 313, 61–64.

    PubMed  Google Scholar 

  24. Hanniffy, O. M., Shashkov, A. S., Senchenkova, S. N., Tomshich, S. V., Komandrova, N. A., Romanenko, L. A., Knirel, Y. A., and Savage, A. V. (1998) Carbohydr.Res., 307, 291–298.

    PubMed  Google Scholar 

  25. Shashkov, A. S., Senchenkova, S. N., Nazarenko, E. L., Zubkov, V. A., Gorshkova, N. M., Knirel, Y. A., and Gorshkova, R. P. (1998) Carbohydr.Res., 309, 103–108.

    PubMed  Google Scholar 

  26. Vaskovsky, V. E., Kostetsky, E. A., and Vasendin, T. M. (1975) J.Chromatogr., 114, 129–141.

    PubMed  Google Scholar 

  27. Galanos, C., Freudenberg, M. A., and Reutter, W. (1979) Proc.Natl.Acad.Sci.USA, 76, 5939–5943.

    PubMed  Google Scholar 

  28. Nowotny, A. (1979) in Basic Exercises in Immunochemistry, Springer Verlag, New York-Heidelberg-Berlin, pp. 303–305.

    Google Scholar 

  29. Krasikova, I. N., Bakholdina, S. I., and Solov'eva, T. F. (1999) Bioorg.Khim., 25, 257–261.

    PubMed  Google Scholar 

  30. Odham, G., and Stenhagen, E. (1972) in Biochemical Application of Mass Spectrometry(Waller, G. R., ed.) Wiley, New York, pp. 211–228.

    Google Scholar 

  31. Wollenweber, H.-W., and Rietschel, E. Th. (1990) J.Microbiol.Meth., 11, 195–211.

    Google Scholar 

  32. Clementz, T., Bednarsski, J. J., and Raetz, C. R. H. (1996) J.Biol.Chem., 271, 12095–12102.

    PubMed  Google Scholar 

  33. Kulshin, V. A., Zahringer, U., Lindner, B., Juger, K.-E., Dmitriev, B. A., and Rietschel, E. Th. (1991) Eur.J.Biochem., 198, 697–704.

    PubMed  Google Scholar 

  34. Baltzer, L. H., and Mattsby-Baltzer, I. (1986) Biochemistry, 25, 3570–3575.

    PubMed  Google Scholar 

  35. Jiao, B., Freudenberg, M. A., and Galanos, C. (1989) Eur.J.Biochem., 180, 515–518.

    PubMed  Google Scholar 

  36. Lebbar, S., Karibian, D., Depreen, C., and Caroff, M. (1994) J.Biol.Chem., 269, 31881–31884.

    PubMed  Google Scholar 

  37. Rudbach, J. A., Keegan, D. S., and Sowell, C. G. (1995) J.Endotoxin Res., 2, 301–310.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Krasikova, I.N., Kapustina, N.V., Svetashev, V.I. et al. Chemical Characterization of Lipid A from Some Marine Proteobacteria. Biochemistry (Moscow) 66, 1047–1054 (2001). https://doi.org/10.1023/A:1012338113514

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1012338113514

Navigation