Position and configuration of double bonds of lipid A-associated monounsaturated fatty acids of Proteobacteria and Rhodobacter capsulatus 37b4

Journal of Endotoxin Research

Volumn 3, Issue 4, 1996, Pages 345-352

  Mayer, Hubert ^a   Merkofer, Thorsten ^a,b   Warth, Christoph ^a   Weckesser, Jürgen ^a  

^a MAX PLANCK INSTITUTE OF IMMUNOBIOLOGY AND EPIGENETICS   (Germany)

^b UNIVERSITY OF TÜBINGEN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ENDOTOXIN; LIPID A; MONOUNSATURATED FATTY ACID;

ARTICLE; BIOSYNTHESIS; RHODOBACTER;

AGROBACTERIUM; AZOSPIRILLUM; GAMMAPROTEOBACTERIA; PROTEOBACTERIA; RHIZOBIUM; RHODOBACTER; RHODOBACTER BLASTICUS; RHODOBACTER CAPSULATUS; RHODOBACTER SPHAEROIDES; RHODOMICROBIUM VANNIELII; RHODOPSEUDOMONAS; RHODOSPIRILLUM; RHODOVIBRIO SALINARUM; SINORHIZOBIUM MELILOTI; SPHAEROTILUS NATANS; THIOBACILLUS; YERSINIA ENTEROCOLITICA;

EID: 0029837034     PISSN: 09680519     EISSN: None     Source Type: Journal    
DOI: 10.1177/096805199600300409     Document Type: Article

References (39)

1. Rietschel E., Brade H. Bacterial endotoxins. Sci Am 1992; 267: 54-61.
2. Mayer H., Weckesser J. 'Unusual' lipid A: structures, taxonomical relevance and potential value for endotoxin research. In: Rietschel E.T. ed. Handbook of Endotoxin. Vol. 1, Chemistry of Endotoxin. Amsterdam: Elsevier, 1984; 221-247.
3. Mayer H., Krauss J.H., Yokota A., Weckesser J. Natural variants of lipid A. Adv Exptl Med Biol 1990; 256: 45-70.
4. Mayer H., Campos-Portuguez S.A., Busch M., Urbanik-Sypniewska T., Bhat U.R. Lipid A variants - or, how constant are the constant regions in lipopolysaccharide? In: Nowotny A., Spitzer JJ., Ziegler E.J. eds. Cellular and Molecular Aspects of Endotoxin Reactions. Amsterdam: Excerpta Medica, 1990; 111-120.
5. Weckesser J., Mayer H. Different lipid A types in lipopolysaccharides of phototrophic and related non-phototrophic bacteria. FEMS Microbiol Rev 1988; 54: 143-154.
6. Weckesser J., Mayer H., Schulz G.E. Anoxygenic phototrophic bacteria: model organisms for studies on cell wall macromolecules. In: Blankenship R.E., Madigan M.T., Bauer C.E. eds Anoxygenic Photosynthetic Bacteria. Advances in Photosynthesis. Dordrecht, The Netherlands: Kluwer, 1995; 207-230.
7. Weckesser J., Drews G., Ladwig R. Localisation and biological and physicochemical properties of cell wall lipopolysaccharide of Rhodopseudomonas capsulata. J Bacteriol 1972; 110: 346-353.
8. Krauss J.H., Seydel U., Weckesser J., Mayer H. Structural analysis of the nontoxic lipid A of Rhodobacter capsulatus 37b4. Eur J Biochem 1989; 180: 519-526.
9. Strittmatter W., Weckesser J., Salimath P.V., Galanos C. Nontoxic lipopolysaccharide from Rhodopseudomomas sphaeroides ATCC 17023. J Bacteriol 1983; 155: 153-158.
10. Qureshi N., Takayama K., Meyer K.C. et al. Chemical reduction of 3-oxo and unsaturated groups in fatty acids in diphosphoryl lipid A from the lipopolysaccharide of Rhodopseudomomas sphaeroides. Comparison of biological properties before and after reduction. J Biol Chem 1991; 266: 6532-6538.
11. Loppnow H., Libby P., Freudenberg M., Krauss J.H., Weckesser J., Mayer H. Cytokine induction by lipopolysaccharide (LPS) corresponds to lethal toxicity and is inhibited by nontoxic Rhodobacter capsulatus LPS. Infect Immun 1990; 58: 3743-3750.
12. Golenbock D.T., Hampton R.Y., Qureshi N., Takayama K., Raetz C.R. Lipid A-like molecules that antagonize the effects of endotoxins on human monoocytes. J Biol Chem 1991; 266: 19490-19498.
13. Takayama K., Qureshi N., Beutler B., Kirkland T.N. Diphosphoryl lipid A from Rhodopseudomomas sphaeroides ATCC 17023 blocks induction of catechin in macrophages by lipopolysaccharide. Infect Immun 1989; 57: 1336-1338.
14. Christ W.J., Asano O., Robidoux A.L.C. et al. E5531, a pure endotoxin antagonist of high potency. Science 1995; 268: 80-83.
15. Ridings P., Windsor A.C., Rossignol D.P. et al. A synthetic lipid A analog, B464, provides significant protection against the cardiopulmonary derangements in porcine Gram-negative sepsis. J Endotoxin Res 1995; 2: 121-130.
16. Mayer H., Masoud H., Urbanik-Sypniewska T., Weckesser J. Lipid A composition and phytogeny of Gram-negative bacteria. Bull JFCC 1989; 5: 19-25.
17. Williamson J.M., Anderson M.S., Raetz C.H.R. Acyl-ACP specificity of UDP-GlcNAc acyltransferases from Gram-negative bacteria: relationship to lipid A structure. J Bacteriol 1991; 173: 3591-3596.
18. Stackebrandt E., Embley M., Weckesser J. Phylogenetic, evolutionary, and taxonomic aspects of phototrophic eubacteria. In: Olson J.M., Ormerod J.G., Amesz J., Stackebrandt E., Trüper H.G. eds Green Photosynthetic Bacteria. New York: Plenum, 1988; 201-215.
19. Westphal O., Jann K. Bacterial lipopolysaccharides, extraction with phenol-water and further applications of the procedure. Methods Carbohydr Chem 1965; 5: 83-91.
20. Moss C.W., Lambert-Fair M.A. Location of double bond in monounsaturated fatty acids of Campylobacter cryaerophila with dimethyl disulfide derivatives and combined gas chromatography-mass spectrometry. J Clin Microbiol 1989; 27: 1467-1470.
21. Purcell JM, Morris SG, Susi H. Proton magnetic resonance spectra of unsaturated fatty acids. Anal Chem 1966; 38: 588-592.
22. Frost D.J., Gunstone F.D. The PMR analysis of non-conjugated alkenoic and alkynoic acids and esters. Chem Phys Lipids 1975; 15: 53-85.
23. Omar A.S., Flammann H.T., Borowiak D., Weckesser J. Lipopolysaccharides of two strains of the phototrophic bacterium Rhodopseudomonas capsulata. Arch Microbiol 1983; 134: 212-216.
24. Yokota A., Schlecht S., Mayer H. Lipopolysaccharides of chemolithotrophic bacteria Thiobacillus versutus and a related Thiobacillus species. FEMS Microbiol Lett 1987; 44: 197-201.
25. Holst O., Borowiak D., Weckesser J., Mayer H. Structural studies on the phosphate-free lipid A of Rhodomicrobium vannielii ATCC 17100. Eur J Biochem 1983; 137: 325-332.
26. Tegtmeyer B., Weckesser J., Mayer H., Imhoff J.F. Chemical composition of the lipopolysaccharides of Rhodobacter sulfidophilus, Rhodopseudomonas acidophila and Rhodopseudomonas blastica. Arch Microbiol 1985; 143: 32-36.
27. Wartenberg K., Knapp W., Ahamed N.M., Widemann C., Mayer H. Temperature-dependent changes in the sugar and fatty acid composition of lipopolysaccharides from Yersinia enterocolitica. Zbl Bakt Hyg I. Abt Orig A 1983; 253: 523-530.
28. Wollenweber H.W., Schlecht S., Lüderitz O., Rietschel E.Th. Fatty acids in lipopolysaccharides of Salmonella species grown at low temperature. Identification and position. Eur J Biochem 1983; 130: 167-171.
29. Weibgen U., Russa R., Yokota A., Mayer H. Taxonomic significance of the lipopolysaccharide composition of the three biovars of Agrobacterium tumefaciens. System Appl Microbiol 1993; 16: 177-182.
30. Choma A., Russa R., Lorkiewicz Z. Chemical composition of lipopolysaccharide of Azospirillum lipoferum. FEMS Microbiol Lett 1984; 22: 245-248.
31. Masoud H., Urbanik-Sypniewska T., Lindner B., Weckesser J., Mayer H. The structure of lipid A component of Sphaerotilus natans. Arch Microbiol 1991; 156: 167-175.
32. Moss C.W., Daneshvar M.I. Identification of some uncommon monounsaturated fatty acids of bacteria. J Clin Microbiol 1992; 30: 2511-2512.
33. Cronan Jr J.E., Rock C.O. Biosynthesis of membrane lipids. In: Neidhardt F.C., Ingraham J.L., Low K.B., Magasanik B., Schaechter M., Umbarger H.E, eds Escherichia coli and Salmonella typhimurium. Cellular and Molecular Biology. Vol. 1. Washington D.C.: Am Soc Microbiol, 1987; 474-487.
34. Magnuson K., Jackowski S., Rock C.O., Cronan Jr J.E. Regulation of fatty acid biosynthesis in Escherichia coli. Microbiol Rev 1993; 57: 522-542.
35. Urbanik-Sypniewska T., Seydel U., Greek M., Weckesser J., Mayer H. Chemical studies on the lipopolysaccharide of Rhizobium meliloti DSM 10406 and its lipid A region. Arch Microbiol 1989; 152: 527-532.
36. Bellmann W., Lingens F. Structural studies on the core oligosaccharide of Phenylobacterium immobile strain K2 lipopolysaccharide. Chemical synthesis of 3-hydroxy-5c-dodecenoic acid. Biol Chem Hoppe-Seyler 1985; 366: 567-575.
37. Rau H., Seydel U., Freudenberg M., Weckesser J., Mayer H. Lipopolysaccharide of Rhodospirillum salinarum 40: structural studies on the core and lipid A region. Arch Microbiol 1995; 164: 280-289.
38. Thiele O.W., Busse P., Schwinn G. Phosphatide der Brucellen. Zeitschr Allgem Mikrobiol 1971; 11: 249-254.
39. Schlecht S., Mayer H. The influence of low growth temperature on the amount of free R lipopolysaccharide, on the expression of R-core determinants and on O-chain lengths in Salmonella S forms. Zbl Bakt 1994; 280: 448-457.