Abstract
The constituent fatty acids of lipopolysaccharides (LPS) of Coxiella burnetii (phase I and II) were qualitatively and quantitatively analysed by combined gas-liquid chromatography/mass spectrometry. The total fatty acid content (per mg LPS) was determined as 90.0 nmol (2.3 wt%) for LPS of phase I cells (LPS I) and 179.1 nmol (4.8 wt%) for LPS of phase II cells (LPS II). Of the 24 different acyl residues characterized (12 to 18 carbon atoms), nine were 3-hydroxy fatty acids (normal, iso- and anteiso-branched) which quantitatively predominated. All 3-hydroxylated fatty acids were found to possess the (R)-configuration, to be exclusively amide-linked and to be acylated at their 3-hydroxyl group. Ester-linked nonhydroxylated fatty acids (normal, iso- and anteiso-branched) were present but esterbound 3-hydroxy- or 3-acyloxyacyl residues were lacking from C. burnetii LPS I and LPS II. As the major acyl group (R)-3-(12-methyl-tetradecanoloxy)-12-methyl-tetradecanoic acid was identified. Our results show that the complex fatty acid spectrum of C. burnetii differs considerably from that of LPS of other Gram-negative bacteria. They further suggest an enormous heterogeneity of the lipid A component of C. burnetii LPS I and LPS II.
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Abbreviations
- LPS:
-
Lipopolysaccharide
References
Amano K, Williams IC (1984) Chemical and immunological characterization of lipopolysaccharide from phase I and phase II Coxiella burnetii. J Bacteriol 160:994–1002
Baca OG, Paretsky D (1974) Some physiological and biochemical effects of a Coxiella burnetii lipopolysaccharide preparation on guinea pigs. Infect Immun 9:939–945
Baca OG, Paretsky D (1974) Partial chemical characterization of a toxic lipopolysaccharide from Coxiella burnetii. Infect Immun 9:959–961
Baca OG, Martinez IL, Argaon AS, Klassen D (1980) Isolation and partial characterization of a lipopolysaccharide from phase II Coxiella burnetii. Can J Microbiol 26:819–826
Brade H, Rietschel ETh (1984) α-2,4-interlinked 3-deoxy-d-mannooctulosonic acid disaccharide. A common constituent of enterobacterial lipopolysaccharides. Eur J Biochem 145:231–236
Chan ML, McChesney J, Paretsky D (1976) Further characterization of a lipopolysaccharide from Coxiella burnetii. Infect Immun 13:1721–1727
Galanos C, Lüderitz O, Rietschel ETh, Westphal O (1977) Newer aspects of the chemistry and biology of bacterial lipopolysaccharides, with special reference of their lipid A component. In: Goodswin TW (ed) International Review of Biochemistry: Biochemistry of lipids II, vol 14. University Press, Baltimore, pp 239–335
Hakomori S (1964) A rapid permethylation of glycolipid and polysaccharide catalysed by methylsulfinyl carbonion in dimethylsulfoxide. J Biochem 55:205–208
Rietschel ETh, Galanos C, Lüderitz O, Westphal O (1982) Chemical structure, physiological function and biological activity of lipopolysaccharides and lipid A. In: Webb ER (ed) Immunopharmacology and the regulation of leukocyte function. M Dekker, New York, pp 183–229
Rietschel ETh, Wollenweber H-W, Russa R, Brade H, Zähringer U (1984) Concepts of the chemical stucture of lipid A. Rev Infect Dis 6:432–438
Schramek S (1978) Rickettsial endotoxic lipopolysaccharides. In: Kazar J, Ormsbee RA, Tarasevich IN (eds) Rickettsiae and Rickettsial Diseases. Veda, Bratislava, pp 79–87
Schramek S, Brezina R (1976) Characterization of an endotoxic lipopolysaccharide from Coxiella burnetii. Acta Virol 20:152–158
Schramek S, Brezina R (1970) Isolation of endotoxic lipopolysaccharide from phase II Coxiella burnetii. Acta Virol 23:349
Schramek S, Galanos C (1981) Lipid A compnent of lipopolysaccharides from Coxiella burnetii. Acta Virol 25:230–234
Schramek S, Mayer H (1982) Different sugar compositions of lipopolysaccharides isolated from phase I and pure phase II cells of Coxiella burnetii. Infect Immun 38:53–57
Schramek S, Brezina R, Kazar J (1978) Influence of mild acid hydrolysis on the antigenic properties of phase I Coxiella burnetii. Acta Virol 22:302–308
Tzianabos T, Moss CW, McDade JE (1981) Fatty acid composition of Ricketsiae. J Clin Microbiol 13:603–605
Wollenweber H-W, Rietschel ETh (1985) Analysis of lipopolysaccharide (Lipid A) fatty acids. In: BeMiller JN (ed) Methods in carbohydrate chemistry, vol IX (in press)
Wollenweber H-W, Broady K, Lüderitz O, Rietschel ETh (1982) The chemical structure of lipid A: Demonstration of amide-linked 3-acyloxyacyl-residues in Salmonella minnesota Re lipopolysaccharide. Eur J Biochem 124:191–198
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This manuscript is dedicated to Professor Dr. Gerhart Drews on the occasion of his 60th birthday
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Wollenweber, HW., Schramek, S., Moll, H. et al. Nature and linkage type of fatty acids present in lipopolysaccharides of phase I and II Coxiella burnetii . Arch. Microbiol. 142, 6–11 (1985). https://doi.org/10.1007/BF00409228
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DOI: https://doi.org/10.1007/BF00409228