Optical configuration analysis of hydroxy fatty acids in bacterial lipids by chiral column high-performance liquid chromatography

Microbiology and Immunology

Volumn 41, Issue 1, 1997, Pages 27-32

  Nakagawa, Yoji ^a   Kishida, Kenichi ^a   Kodani, Yoshifumi ^a   Matsuyama, Tohey ^b  

^a NIIGATA UNIVERSITY   (Japan)

^b NIIGATA UNIVERSITY   (Japan)

Author keywords

High performance liquid chromatography; Hydroxy fatty acids; Optical configuration; Ornithine containing lipid

Indexed keywords

HYDROXY FATTY ACID;

ARTICLE; CHIRAL CHROMATOGRAPHY; COLUMN CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIPID ANALYSIS; NONHUMAN; SERRATIA MARCESCENS;

BACTERIA (MICROORGANISMS); SERRATIA MARCESCENS;

EID: 0031058725     PISSN: 03855600     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1348-0421.1997.tb01169.x     Document Type: Article

References (16)

1. Cartwright, N.J. 1957. The structure of serratamic acid. Biochem. J. 67: 663-669.
2. Gradowska, W., and Larsson, L. 1994. Determination of absolute configuration of 2- and 3-hydroxy fatty acids in organic dust by gas chromatography-mass spectrometry. J. Microbiol. Methods 20: 55-67.
3. Hancock, I.C., Humphreys, G.O., and Meadow, P.M. 1969. Characterization of the hydroxy acids of Pseudomonas aeruginosa 8602. Biochim. Biophys. Acta 202: 389-391.
4. Hara-Hotta, H., Miyazaki, Y., Matsuyama, T., Cotter, R.J., and Yano. I. 1991. Mass spectrometry with soft ionization techniques for structural analysis of lipids in Serratia species. Analytica Chimica Acta 247: 283-293.
5. Kamio, Y., Kim, K.C., and Takahashi, H. 1972. Identification of the basic structure of a glycolipid from Selenomonas ruminantium as β-glucosaminyl-1,6-glucosamine. Agric. Biol. Chem. 36:2195-2201.
6. Karlsson, K.A., and Pascher, I. 1974. Resolution and Chromatographic configuration analysis of 2-hydroxy fatty acid. Chemistry and Physics of Lipids 12: 65-74.
7. Kawahara, K., Seydel, U., Matsuura, U., Danbara, H., Rietschel, E.T., and Zahringer, U. 1991. Chemical structure of glycosphingolipids isolated from Sphingomonas paucimobilis. FEBS Lett. 292: 107-110.
8. Kawahara, K., Uchida, K., and Aida, K. 1979. Direct hydroxylation in the biosynthesis of hydroxy fatty acid in lipid A of Pseudomonas ovalis. Biochim. Biophys. Acta 572: 1-8.
9. Kawai, Y., and Akagawa, K. 1989. Macrophage activation by an ornithine-containing lipid or a serine-containing lipid. Infect. Immun. 57: 2086-2091.
10. Kawai, Y., Akagawa, K., Nakagawa, Y., Matsuyama, T., Kusumoto, S., and Yano, I. Submitted for publication.
11. Matsuyama, T., Murakami, T., Fujita, M., Fujita, S., and Yano, I. 1986. Extracellular vesicle formation and biosurfactant production by Serratia marcescens. J. Gen. Microbiol. 132: 865-875.
12. Matsuyama, T., Kaneda, K., Ishizuka, I., Toida, T., and Yano, I. 1990. Surface-active novel glycolipid and linked 3-hydroxy fatty acids produced by Serratia rubidaea. J. Bacteriol. 172: 3015-3022.
13. Nakagawa, Y., and Matsuyama, T. 1993. Chromatographic determination of optical configuration of 3-hydroxy fatty acids composing microbial surfactants. FEMS Microbiol. Lett. 108: 99-102.
14. Ôi, N., and Kitahara, H. 1983. High-performance liquid Chromatographic separation of chiral alcohols on chiral stationary phases. J. Chromatogr. 265: 117-120.
15. Rietschel, E.T. 1976. Absolute configuration of 3-hydroxy fatty acids present in lipopolysaccharides from various bacterial groups. Eur. J. Biochem. 64: 423-428.
16. Takagi, T., and Itabashi, Y. 1989. High-performance liquid Chromatographic separation of 2-hydroxy fatty acid enantiomers on a chiral slurry-packed capillary column. J. Chromatogr. Sci. 27: 574-577.