1887

Abstract

Lipopolysaccharides (LPSs) from a number of bacteria belonging to the alpha-2 subgroup of the class were screened for the presence of 27-hydroxy-octacosanoic acid (27-OH-28:0). With few exceptions, most of the bacteria contained 27-OH-28:0 in their lipid A fractions. In addition, some of the bacteria contained other -2-hydroxylated long-chain fatty acids hitherto not reported. The distribution of 27-OH-28:0 was restricted to the alpha-2 subgroup. LPSs from members of the other subgroups (the beta and gamma subgroups), including some well-characterized enterobacterial LPSs, were devoid of 27-OH-28:0. Our results indicate that the presence of -2-hydroxylated long-chain fatty acids in LPSs might be used as a chemophylogenetical marker.

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1991-04-01
2024-04-16
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References

  1. Arata S., Hirayama T., Kasai N., Itoh T., Ohsawa A. 1989; Isolation of 9-hydroxy-delta-tetradecalactone from lipid A of Pseudomonas diminuta and Pseudomonas vesicularis. FEMS Microbiol. Lett. 60:219–222
    [Google Scholar]
  2. Auling G., Busse J., Hahn M., Hennecke H., Kroppenstedt R. M., Probst A., Stackebrandt E. 1988; Phylogenetic heterogeneity and chemo-taxonomic properties of certain gramnegative aerobic carboxybacteria. Syst. Appl. Microbiol 10:264–272
    [Google Scholar]
  3. Bhat U. R., Mayer H., Yokota A., Hollingsworth R. I., Carlson R. W. Submitted for publication
  4. Busch M., Bhat U. R., Wu A. M., Mayer H. 1990; Long-chain hydroxylated fatty acids in lipid A of Brucella, Abstr. no. I-P-28. 1st Congr. Int. Endotoxin Soc.San Diego, Calif.10–12 May 1990
    [Google Scholar]
  5. Campos-Portuguez S., Yokota A., Mayer H. 1990; Different lipid A constituents in lipopolysaccharides of Thiobacillus species, Abstr. no. P351. Meet. VAAM DGHMBerlin25–28 March 1990
    [Google Scholar]
  6. Carrion C. M., Bhat U. R., Reuhs B., Carlson R. W. 1990; Isolation and characterization of the lipopolysaccharide from Brady rhizobium japonicum. J. Bacteriol. 172:1725–1731
    [Google Scholar]
  7. Dreyfus B., Garcia J. L., Gillis M. 1988; Characterization of Azorhizobium caulinodans gen. nov., sp. nov., a stem nodulating nitrogen-fixing bacterium isolated from Sesbania rostrata. Int. J. Syst. Bacteriol. 38:89–98
    [Google Scholar]
  8. English C. K., Wear D. J., Margileth A. M. 1988; Catscratch disease. Isolation and culture of the bacterial agent. JAMA 259:1347–1352
    [Google Scholar]
  9. Galanos C., Lüderitz O., Westphal O. 1969; A new method for extraction of R-lipopolysaccharides. Eur. J. Biochem. 9:245–249
    [Google Scholar]
  10. Hollingsworth R. I., Carlson R. W. 1989; 27-Hydroxyoctacosanoic acid is a major structural fatty acyl component of the lipopolysaccharide of Rhizobium trifolii ANU 843. J. Biol. Chern. 264:9300–9303
    [Google Scholar]
  11. Hollingsworth R. I., Lill-Elghanian D. A. 1989; Isolation and characterization of the unusual lipopolysaccharide component2-amino-2-deoxy-2-N-(27-hydroxyoctacosanoyl)-3-O-(3-hy-droxytetradecanol)-gluco-hexuronic acid and its de-O-acylation product from the free lipid A of Rhizobium trifolii ANU 843. J. Biol. Chern. 264:14039–14042
    [Google Scholar]
  12. Mayer H. 1984 Significance of lipopolysaccharide structure for questions of taxonomy and phylogenetical relatedness of gramnegative bacteria. 71–83 Haber E.ed The cell membrane Plenum Press; New York:
    [Google Scholar]
  13. Mayer H., Krauss J. H., Urbanik-Sypniewska T., Puvanesarayah V., Stacey G., Auling G. 1989; Lipid A with 2,3-diamino-2,3-dideoxy-glucose in lipopolysaccharides from slow-growing members of Rhizobiaceae and from Pseudomonas carboxydovorans. Arch. Microbiol. 132:111–116
    [Google Scholar]
  14. Mayer H., Krauss J. H., Yokota A., Weckesser J. 1990; Natural variants of lipid A. Adv. Exp. Med. Biol. 256:45–70
    [Google Scholar]
  15. Mayer H., Masoud H., Urbanik-Sypniewska T., Weckesser J. 1989; Lipid A composition and phylogeny of gram-negative bacteria. Bull. Jpn. Fed. Cult. Collect. 5:19–25
    [Google Scholar]
  16. Mayer H., Weckesser J. 1984 Unusual lipid A’s: structure, taxonomical relevance and potential value for endotoxin research. 221–247 Rietschel E. T.ed Handbook of endotoxin, vol. 1. Chemistry of endotoxin Elsevier Science Publishers; Amsterdam:
    [Google Scholar]
  17. McLafiferty F. W. 1963 Decomposition and rearrangement of organic ions. 309 McLafferty F. W.ed Mass spectrometry of organic ions Academic Press, Inc.; New York:
    [Google Scholar]
  18. Moreno E., Stackebrandt E., Dorsch M., Wolters J., Busch M., Mayer H. 1990; Brucella abortus 16S rRNA and lipid A reveal phylogenetical relationship with Proteobacteria of the alpha-2 subdivision. J. Bacteriol. 172:3569–3576
    [Google Scholar]
  19. Nikaido H. 1989 Permeability of the lipid domains of bacterial membranes. 165–190 Membrane transport and information storage Alan R. Liss, Inc.; New York:
    [Google Scholar]
  20. Oyaizu H., Oyaizu-Masuchi Y., Yokota A., Miyoshita K., Saitau N., Takakuwa S. J. Gen. Appl. Microbiol. in press
    [Google Scholar]
  21. Pietsch K., Weckesser J., Fischer U., Mayer H. 1990; The lipopolysaccharides of Rhodospirillum rubrum, Rhodospirillum molischianum, and Rhodopila globiformis. Arch. Microbiol. 154:433–437
    [Google Scholar]
  22. Rietschel E. T., Galanos C., Lüderitz O., Westphal O. 1982 The chemistry and biology of lipopolysaccharides and their lipid A component. 183–229 Webb D. R.ed Immunopharmacology and the regulation of leukocyte function Marcel Dekker, Inc.; New York:
    [Google Scholar]
  23. Rietschel E. T., Lüderitz O. 1980; Struktur von Li-popolysaccharid und Taxonomie Gram-negativer Bakterien. Forum Mikrobiol. 3:12–20
    [Google Scholar]
  24. Stackebrandt E., Murray R. G. E., Trüper H. G. 1988; Proteobacteria classis nov., a name for the phylogenetic taxon that includes the “purple bacteria and their relatives.”. Int. J. Syst. Bacteriol. 38:321–325
    [Google Scholar]
  25. Urbanik-Sypniewska T., Seydel U., Greek M., Weckesser J., Mayer H. 1989; Chemical studies on the lipopolysaccharide of Rhizobium meliloti 10406 and its lipid A region. Arch. Microbiol. 152:527–532
    [Google Scholar]
  26. Weckesser J., Mayer H. 1987; Different lipid A types in lipopolysaccharides of phototrophic and related non-phototrophic bacteria. FEMS Microbiol. Rev. 54:143–154
    [Google Scholar]
  27. Westphal O., Jann K. 1965; Bacterial lipopolysaccharides. Extraction with phenol-water and further applications of the procedure. Methods Carbohydr. Chern. 5:83–91
    [Google Scholar]
  28. Wilkinson S. G., Galbraith L. 1975; Studies of lipopolysaccharides from Pseudomonas aeruginosa. Eur. J. Biochem. 52:331–343
    [Google Scholar]
  29. Woese C. R. 1987; Bacterial evolution. Microbiol. Rev. 51:221–271
    [Google Scholar]
  30. Woese C. R., Stackebrandt E., Weisburg W. G., Paster B. J., Madigan M. T., Fowler V. J., Hahn C. M., Blanz P., Gupta R., Nealson K. H., Fox G. E. 1984; The phylogeny of purple bacteria: the alpha subdivision. Syst. Appl. Microbiol. 5:315–326
    [Google Scholar]
  31. Wollenweber H. W., Seydel U., Lindner B., Lüderitz O., Rietschel E. T. 1984; Nature and location of amido-bound (R) 3-acyloxyacyl groups in lipid A of lipopolysaccharides from various gram-negative bacteria. Eur. J. Biochem. 145:265–272
    [Google Scholar]
  32. Yokota A. 1989; Taxonomic significance of cellular fatty acid composition in Rhizobium, Bradyrhizobium and Agrobacterium species. Inst. Ferm. Osaka Res. Commun. 14:25–39
    [Google Scholar]
  33. Yokota A., Rodriguez M., Yamada Y., Imai K., Borowiak D., Mayer H. 1987; Lipopolysaccharides of Thiobacillus species containing lipid A with 2,3-diamino-2,3-dideoxy-glucose. Arch. Microbiol. 149:106–111
    [Google Scholar]
  34. Yokota A., Schlecht S., Mayer H. 1987; Lipopolysaccharides of chemolithotrophic bacteria. Thiobacillus versutus and a related Thiobacillus species. FEMS Microbiol. Lett. 44:197–201
    [Google Scholar]
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