1887

Abstract

Triterpenoids belonging to the hopane family are widespread among prokaryotes. The two major hopanoids isolated from the methylotrophic bacterium ‘’ grown on methane or methanol were identified by spectroscopic methods as the aminotriol 35-aminobacteriohopane-32,33,34-triol and a novel aminotetrol, 35-aminobacteriohopane-31,32,33,34-tetrol. The former hopanoid has been previously isolated from the purple non-sulphur bacterium .

Loading

Article metrics loading...

/content/journal/micro/10.1099/00221287-131-6-1363
1985-06-01
2024-04-19
Loading full text...

Full text loading...

/deliver/fulltext/micro/131/6/mic-131-6-1363.html?itemId=/content/journal/micro/10.1099/00221287-131-6-1363&mimeType=html&fmt=ahah

References

  1. Benz R., Hallmann D., Poralla K., Eibl H. 1983; Interaction of hopanoids with phosphatidyl-cholines containing oleic and ω-cyclohexyl-dodecanoic acid in lipid bilayer membranes. Chemistry and Physics of Lipids 34:7–24
    [Google Scholar]
  2. Best D. J., Higgins I. J. 1981; Methane-oxidizing activity and membrane morphology in a methanol-grown obligate methylotroph, Methylosinus tricho-sporium OB3b. Journal of General Microbiology 125:73–84
    [Google Scholar]
  3. Bisseret P., Wolff G., Albrecht A. M., Tanaka T., Nakatani Y., Ourisson G. 1983; A direct study of the cohesion of lecithin bilayers. The effect of hopanoids and α,ω-dihydroxycarotenoids. Biochemical and Biophysical Research Communications 110:320–324
    [Google Scholar]
  4. Budzikiewicz H., Wilson J. M., Djerassi C. 1963; Mass spectrometry in structural and stereo-chemical methods. XXXII. Pentacyclic triterpenes. Journal of the American Chemical Society 85:3688–3699
    [Google Scholar]
  5. Davies S. L., Whittenbury R. 1970; Fine structure of methane and other hydrocarbon utilizing bacteria. Journal of General Microbiology 61:227–232
    [Google Scholar]
  6. Dessort D., Van Dorsselaer A., Tian S. I., Vincendon G. 1982; Electron impact mass spectrometry of non-volatile substances by fast heating. Tetrahedron Letters1395–1398
    [Google Scholar]
  7. Förster H. J., Biemann K., Haigh W. G., Tattrie N. H., Colvin J. R. 1973; The structure of novel C35 pentacyclic terpenes from Acetobacter xylinum. Biochemical Journal 135:133–143
    [Google Scholar]
  8. Hou C. T., Laskin A. I., Patel R. N. 1978; Growth and polysaccharide production by Methylo-cystis parvus OBBP on methanol. Applied and Environmental Microbiology 37:800–804
    [Google Scholar]
  9. Kannenberg E., Blume A., McElhaney R. N., Poralla K. 1983; Monolayer and calorimetric studies of phosphatidylcholines containing branched-chain fatty acids and of their interactions with cholesterol and with a bacterial hopanoid in model membranes. Biochimica et biophysica acta 733:111–116
    [Google Scholar]
  10. Langworthy T. A., Mayberry W. R. 1976; A 1,2,3,4-tetrahydroxypentane substituted pentacyclic triterpene from Bacillus acidocaldarius. Biochimica et biophysica acta 431:570–577
    [Google Scholar]
  11. Neunlist S., Rohmer M., Holst O., Borowiak D., Mayer H. 1984; Nouveaux hopanoi’des bacter-iens: aminopolyols et derives aminoacyles de Rhodo-microbium vannielii. Comptes rendus de I’Academie des sciences de Paris 298:631–634
    [Google Scholar]
  12. Neunlist S., Holst O., Rohmer M. 1985; Prokaryotic triterpenoids. The hopanoids of the purple non-sulphur bacterium Rhodomicrobium vannielii: an aminotriol and its aminoacyl derivatives, N-tryptophanyl and N-ornithinyl aminotriol. European Journal of Biochemistry (in the Press)
    [Google Scholar]
  13. Ourisson G., Rohmer M. 1982; Prokaryotic poly-terpenes: phylogenetic precursors of sterols. Current Topics in Membranes and Transport 17:153–172
    [Google Scholar]
  14. Poralla K., Kannenberg E., Blume A. 1980; A glycolipid containing hopane isolated from Bacillus acidocaldarius has a cholesterol like function in membranes. FEBS Letters 113:107–110
    [Google Scholar]
  15. Poralla K., Hartner T., Kannenberg E. 1984; Effect of temperature and pH on the hopanoid content of Bacillus acidocaldarius. FEMS Microbiology Letters 23:253–256
    [Google Scholar]
  16. Rohmer M. 1975 Triterpendides de procaryotes These d’Etat, Universite Louis Pasteur; Strasbourg, France:
    [Google Scholar]
  17. Rohmer M., Ourisson G. 1976a; Structure des bacteriohopanetetrols d’Acetobacter xylinum. Tetrahedron Letters3633–3636
    [Google Scholar]
  18. Rohmer M., Ourisson G. 1976b; Dérivés du bactériohopane: variations structurales et répartition. Tetrahedron Letters3637–3640
    [Google Scholar]
  19. Rohmer M., Bouvier P., Ourisson G. 1979; Molecular evolution of biomembranes: structural equivalents and phylogenetic precursors of sterols. Proceedings of the National Academy of Sciences of the United States of America 76:847–851
    [Google Scholar]
  20. Rohmer M., Anding C., Ourisson G. 1980; Non-specific biosynthesis of hopane triterpenes by a cell-free system from Acetobacter pasteurianum. European Journal of Biochemistry 112:541–547
    [Google Scholar]
  21. Rohmer M., Bouvier-Nave P., Ourisson G. 1984; Distribution of hopanoid triterpenes in prokaryotes. Journal of General Microbiology 130:1137–1150
    [Google Scholar]
  22. Skerman V. B. D., McGowan V., Sneath P. H. A. 1980; Approved lists of bacterial names. International Journal of Systematic Bacteriology 30:225–420
    [Google Scholar]
  23. Whittenbury R., Phillips K. C., Wilkinson J. F. 1970; Enrichment and some properties of methane utilizing bacteria. Journal of General Microbiology 61:205–218
    [Google Scholar]
  24. Wolfe R. G., Higgins I. J. 1979; Microbial biochemistry of methane – a study in contrasts. In International Review of Biochemistry 21267–353 Quayle J. R. Baltimore: University Park Press;
    [Google Scholar]
http://instance.metastore.ingenta.com/content/journal/micro/10.1099/00221287-131-6-1363
Loading
/content/journal/micro/10.1099/00221287-131-6-1363
Loading

Data & Media loading...

This is a required field
Please enter a valid email address
Approval was a Success
Invalid data
An Error Occurred
Approval was partially successful, following selected items could not be processed due to error