A rapid, small-scale procedure for the structural characterization of lipid A applied to Citrobacter and Bordetella strains: Discovery of a new structural element

Journal of Lipid Research

Volumn 48, Issue 11, 2007, Pages 2419-2427

  Tirsoaga, Alina ^a,c   El Hamidi, Asmaa ^a   Perry, Malcolm B ^b   Caroff, Martine ^a   Novikov, Alexey ^a  

^a CNRS   (France)

^b NATIONAL RESEARCH COUNCIL CANADA   (Canada)

^c UNIVERSITY OF BUCHAREST   (Romania)

Author keywords

De O acylation; Endotoxin; Gram negative bacteria; Hexosamine; Lipopolysaccharide; Mass spectrometry

Indexed keywords

ALKALI; ESTER; FATTY ACID; HEXOSAMINE; LIPID A; LIPOPOLYSACCHARIDE;

ARTICLE; BACTERIAL CELL; BACTERIAL STRAIN; BORDETELLA BRONCHISEPTICA; CITROBACTER; CONTROLLED STUDY; HOST RESISTANCE; LIPID ANALYSIS; LIPOPHILICITY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; NONHUMAN; PRIORITY JOURNAL; PROTEIN ISOLATION; PROTEIN STRUCTURE;

EID: 35848949988     PISSN: 00222275     EISSN: 15397262     Source Type: Journal    
DOI: 10.1194/jlr.M700193-JLR200     Document Type: Article

References (34)

1. Raetz, C. R., and C. Whitfield. 2002. Lipopolysaccharide endotoxins. Annu. Rev. Biochem. 71: 635-700.
2. Caroff, M., and D. Karibian. 2003. Structure of bacterial lipopolysaccharides. Carbohydr. Res. 338: 2431-2447.
3. Alexander, C., and E. T. Rietschel. 2001. Bacterial lipopolysaccharides and innate immunity. J. Endotoxin Res. 7: 167-202.
4. Trent, M. S. 2004. Biosynthesis, transport, and modification of lipid A. Biochem. Cell Biol. 82: 71-86.
5. Zahringer, U., R. Salvetzki, F. Wagner, B. Lindner, and A. J. Ulmer. 2001. Structural and biological characterisation of a novel tetra-acyl lipid A from Escherichia coli F515 lipopolysaccharide acting as endotoxin antagonist in human monocytes. J. Endotoxin Res. 7: 133-146.
6. Preston, A., E. Maxim, E. Toland, E. J. Pishko, E. T. Harvill, M. Caroff, and D. J. Maskell. 2003. Bordetella bronchiseptica PagP is a Bvg-regulated lipid A palmitoyl transferase that is required for persistent colonization of the mouse respiratory tract. Mol. Microbiol. 48: 725-736.
7. Karibian, D., C. Deprun, and M. Caroff. 1995. Use of plasma desorption mass spectrometry in structural analysis of endotoxins: effects on lipid A of different acid treatments. Prog. Clin. Biol. Res. 392: 103-111.
8. Rosner, M. R., J. Tang, I. Barzilay, and H. G. Khorana. 1979. Structure of the lipopolysaccharide from an Escherichia coli heptose-less mutant. I. Chemical degradations and identification of products. J. Biol. Chem. 254: 5906-5917.
9. Caroff, M., A. Tacken, and L. Szabo. 1988. Detergent-accelerated hydrolysis of bacterial endotoxins and determination of the anomeric configuration of the glycosyl phosphate present in the "isolated lipid A" fragment of the Bordetella pertussis endotoxin. Carbohydr. Res. 175: 273-282.
10. 3 in Escherichia coli K12. Detection of 4-amino-4-deoxy-L-arabinose, phosphoethanolamine and palmitate. J. Biol. Chem. 274: 18503-18514.
11. El Hamidi, A., A. Tirsoaga, A. Novikov, A. Hussein, and M. Caroff. 2005. Microextraction of bacterial lipid A: easy and rapid method for mass spectrometric characterization. J. Lipid Res. 46: 1773-1778.
12. Caroff, M., J. R. Brisson, A. Martin, and D. Karibian. 2000. Structure of the Bordetella pertussis 1414 endotoxin. FEBS Lett. 477: 8-14.
13. Zarrouk, H., D. Karibian, S. Bodie, M. B. Perry, J. C. Richards, and M. Caroff. 1997. Structural characterization of the lipids A of three Bordetella bronchiseptica strains: variability of fatty acid substitution. J. Bacteriol. 179: 3756-3760.
14. Aussel, L., J. R. Brisson, M. B. Perry, and M. Caroff. 2000a. Structure of the lipid A of Bordetella hinzii ATCC 51730. Rapid Commun. Mass Spectrom. 14: 595-599.
15. Caroff, M., L. Aussel, H. Zarrouk, A. Martin, J. C. Richards, H. Therisod, M. B. Perry, and D. Karibian. 2001. Structural variability and originality of the Bordetella endotoxins. J. Endotoxin Res. 7: 63-68.
16. Therisod, H., M. A. Monteiro, M. B. Perry, and M. Caroff. 2001b. Helicobacter mustelae lipid A structure differs from that of Helicobacter pylori. FEBS Lett. 499: 1-5.
17. Aussel, L., H. Therisod, D. Karibian, M. B. Perry, M. Bruneteau, and M. Caroff. 2000c. Novel variation of lipid A structures in strains of different Yersinia species. FEBS Lett. 465: 87-92.
18. Silipo, A., R. Lanzetta, A. Amoresano, M. Parrilli, and A. Molinaro. 2002. Ammonium hydroxide hydrolysis: a valuable support in the MALDI-TOF mass spectrometry analysis of lipid A fatty acid distribution. J. Lipid Res. 43: 2188-2195.
19. Vinogradov, E., J. W. Conlan, and M. B. Perry. 2000. Serological cross-reaction between the lipopolysaccharide O-polysaccharaide antigens of Escherichia coli O157:H7 and strains of Citrobacter freundii and Citrobacter sedlakii. FEMS Microbiol. Lett. 190: 157-161.
20. Chart, H., G. A. Willshaw, T. Cheasty, and B. Rowe. 1993. Structure and antigenic properties of Citrobacter freundii lipopolysaccharides. J. Appl. Bacteriol. 74: 583-587.
21. Kocharova, N. A., Y. A. Knirel, E. V. Kholodkova, and E. S. Stanislavsky. 1995. Structure of the O-specific polysaccharide chain of Citrobacter freundii O28,1c lipopolysaccharide. Carbohydr. Res. 279: 327-330.
22. MacLean, L. L., and M. B. Perry. 2001. Structural studies on the O-polysaccharide of the lipopolysaccharide produced by Citrobacter rodentium (ATCC 51459). Eur. J. Biochem. 268: 5740-5746.
23. Cavaillon, J. M., and N. Haeffner-Cavaillon. 1987. Characterization of the induction of human interleukin-1 by endotoxins. In Lipid Mediators in the Immunology of Shock. M. Paubert-Braquet, editor. NATO Asi Series. Plenum Press, New York. 395-407.
24. Laude-Sharp, M., N. Haeffner-Cavaillon, M. Caroff, F. Lantreibecq, C. Pucineri, and M. D. Kazatchine. 1990. Dissociation between the interleukin 1-inducing capacity and limulus reactivity of lipopolysaccahrides from Gram-negative bacteria. Cytokine. 2: 253-258.
25. Westphal, O., and K. Jann. 1965. Bacterial lipopolysaccharide. Extraction with phenol-water and further application of the procedure. Methods Carbohydr. Chem. 5: 83-91.
26. Caroff, M. G., and D. Karibian. 1990. Several uses for isobutyric acid-ammonium hydroxide solvent in endotoxin analysis. Appl. Environ. Microbiol. 56: 1957-1959.
27. Caroff, M., J. M. Cavaillon, C. Fitting, and N. Haeffner-Cavaillon. 1986. Inability of pyrogenic, purified Bordetella pertussis lipid A to induce interleukin-1 release by human monocytes. Infect. Immun. 54: 465-471.
28. Karibian, D., A. Brunelle, L. Aussel, and M. Caroff. 1999. 252Cf-plasma desorption mass spectrometry of unmodified lipid A: fragmentation patterns and localization of fatty acids. Rapid Commun. Mass Spectrom. 13: 2252-2259.
29. Guo, L., K. B. Lim, C. M. Poduje, M. Daniel, J. S. Gunn, M. Hackett, and S. I. Miller. 1998. Lipid A acylation and bacterial resistance against vertebrate antimicrobial peptides. Cell. 95: 189-198.
30. Bishop, R. E., H. S. Gibbons, T. Guina, M. S. Trent, S. I. Miller, and C. R. Raetz. 2000. Transfer of palmitate from phospholipids to lipid A in outer membranes of Gram-negative bacteria. EMBO J. 19: 5071-5080.
31. Tanamoto, K., and S. Azumi. 2000. Salmonella-type heptaacylated lipid A is inactive and acts as an antagonist of lipopolysaccharide action on human line cells. J. Immunol. 164: 3149-3156.
32. Gunn, J. S. 2001. Bacterial modification of LPS and resistance to antimicrobial peptides. J. Endotoxin Res. 7: 57-62.
33. Vaara, M. 1992. Agents that increase the permeability of the outer membrane. Microbiol. Rev. 56: 395-411.
34. Phillips, N. J., B. Schilling, M. K. McLendon, M. A. Apicella, and B. W. Gibson. 2004. Novel modification of lipid A of Francisella tularensis. Infect. Immun. 72: 5340-5348.