Bacterial phospholipid molecular species analysis by ion-pair reversed-phase HPLC/ESI/MS

Journal of Lipid Research

Volumn 45, Issue 7, 2004, Pages 1355-1363

  Mazzella, Nicolas ^a   Molinet, Josiane ^a   Syakti, Agung Dhamar ^a   Dodi, Alain ^b   Doumenq, Pierre ^a   Artaud, Jacques ^a   Bertrand, Jean Claude ^c  

^a Inst Federatif Rech Pole M S E   (France)

^b IRFM   (France)

^c CNRS   (France)

Author keywords

Corynebacterium species; Counter ion; Negative ionization; Reversed phase liquid chromatography electrospray ionization mass spectrometry; sn 1 and sn 2 fatty acid positions

Indexed keywords

CARDIOLIPIN; PHOSPHATIDYLGLYCEROL; PHOSPHATIDYLINOSITOL; PHOSPHOLIPID;

ARTICLE; BACTERIAL MEMBRANE; CHEMICAL STRUCTURE; CORYNEBACTERIUM; ELECTROSPRAY MASS SPECTROMETRY; LIPID ANALYSIS; LIPID COMPOSITION; NONHUMAN; PRIORITY JOURNAL; QUALITATIVE ANALYSIS; QUANTITATIVE ANALYSIS; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CORYNEBACTERIUM; FATTY ACIDS; METHODS; PHOSPHOLIPIDS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; STEREOISOMERISM;

EID: 3042651466     PISSN: 00222275     EISSN: None     Source Type: Journal    
DOI: 10.1194/jlr.D300040-JLR200     Document Type: Article

References (41)

1. Lechevalier, M. P. 1977. Lipids in bacteria taxonomy-a taxonomist's view. Crit. Rev. Microbiol. 7: 109-210.
2. Fang, J., M.J. Barcelona, and J. D. Semrau. 2000. Characterization of methanotrophic bacteria on the basis of intact phospholipid profiles. FEMS Microbiol. Lett. 189: 67-72.
3. Becart, J., C. Chevalier, and J.P. Biesse. 1990. Quantitative analysis of phospholipids by HPLC with a light scattering evaporative detector-application to raw material for cosmetic use. J. High Resolut. Chromatogr. 13: 126-129.
4. Christie, W. W. 1986. Separation of lipid classes by high-performance liquid chromatography with the "mass detector." J. Chromatogr. 361: 396-399.
5. Christie, W. W., and R. A. Urwin. 1995. Separation of lipid classes from plant tissues by high-performance liquid chromatography on chemically bonded stationary phases. J. High Resolut. Chromatogr. 18: 97-100.
6. Bünger, H., and U. Pison. 1995. Quantitative analysis of pulmonary surfactant phospholipids by high-performance liquid chromatography and light-scattering detection. J. Chromatogr. B. Biomed. Sci. Appl. 672: 25-31.
7. Silversand, C., and C. Haux. 1997. Improved high-performance liquid chromatographic method for the separation and quantification of lipid classes: application to fish lipids. J. Chromatogr. B. Biomed. Sci. Appl. 703: 7-14.
8. Sas, B., E. Peys, and M. Helsen, 1999. Efficient method for (lyso) phospholipid class separation by high-performance liquid chromatography using an evaporative light-scattering detector. J. Chromatogr. A. 864: 179-182.
9. Abidi, S. L., and T. L. Mounts. 1996. Reversed-phase high-performance liquid chromatography of molecular species of phospholipid derivatives. J. Chromatogr. A. 741: 219-222.
10. Sotirhos, N., C. Thörngren, and B. Herslöf. 1985. Reversed-phase high-performance liquid chromatographic separation and mass detection of individual phospholipid classes. J. Chromatogr. 331: 313-320.
11. Karlsson, A. A., P. Michelsen, A. Larsen, and G. Odham. 1996. Normal-phase liquid chromatography class separation and species determination of phospholipids utilizing electrospray mass spectrometry/tandem mass spectrometry, Rapid Commun. Mass Spectrom. 10: 775-780,
12. Hvattum, E., C. Røsjø, T. Gjøen, G. Rosenlund, and B. Ruyter. 2000. Effect of soybean oil and fish oil on individual molecular species of Atlantic salmon head kidney phospholipids determined by normal-phase chromatography coupled to negative ion electrospray tandem mass spectrometry. J. Chromatogr. B. Biomed. Sci. Appl. 748: 137-149.
13. Uran, S., A. Larsen, P. B. Jacobsen, and T. Skotland, 2001, Analysis of phospholipid species in human blood using normal-phase liquid chromatography coupled with electrospray ionization ion-trap tandem mass spectrometry. J. Chromatogr. B. Biomed. Sci. Appl. 758: 265-275.
14. Rütters, H., H. Sass, H. Cypionka, and J. Rullkötter. 2002, Phospholipid analysis as a tool to study complex microbial communi commtinities in marine sediments. J. Microbiol. Methods. 48: 149-160.
15. Zink, K-G., H. Wilkes, U. Disko, M. Elvert, and B. Horsfield, 2003, Intact phospholipids-microbial "life markers" in marine deep subsurface sediments. Org. Geochem. 34: 755-769.
16. Lytle, C. A., Y. D. Gan, and D. C. White. 2000. Electrospray ionization/mass spectrometry compatible reversed-phase separation of phospholipids: piperidine as a post column modifier for negative ion detection. J. Microbiol. Methods. 41: 227-234.
17. 13C labeled Gram-negative bacteria DA001 as a tracer for acceleration of bioremediation in the subsurface. J. Microbiol. Methods. 44: 271-281.
18. Kim, H. Y., T. C. L. Wang, and Y. C. Ma. 1994. Liquid chromatography/mass spectrometry of phospholipids using electrospray ionization. Anal. Chem. 66: 3977-3982.
19. Fang, J., and M. J. Barcelona. 1998. Structural determination and quantitative analysis of bacterial phospholipids using liquid chromatography/electrospray ionization/mass spectrometry. J. Microbiol. Methods. 33: 23-35.
20. Fang, J., M. J. Barcelona, and P. J. J. Alvarez. 2000. A direct comparison between fatty acid analysis and intact phospholipid profiling for microbial identification. Org. Geochem. 31: 881-887.
21. Bligh, E. G., and W. J. Dyer. 1959. A rapid method of total lipid extraction and purification. Can. J. Biochem. Physiol. 37: 911-917.
22. Rontani, E., G. Giusti, Z. Duvnak, and J-C. Bertrand. 1984. Degradation of crude oil by a mixed population of bacteria isolated from sea-surface foams. Mar. Biol. 83: 69-81.
23. Aries, E., P. Doumenq, J. Artaud, M. Acquaviva, and J-C. Bertrand. 2001. Effects of petroleum hydrocarbons on the phospholipid fatty acid composition of a consortium composed of marine hydrocarbon-degrading bacteria. Org. Geochem. 32: 891-903.
24. Morrison, W. R., and L. M. Smith. 1964. Preparation of fatty acid methyl esters and dimethylacetals from lipids with boron trifluoride-methanol. J. Lipid. Res. 5: 600-608.
25. Nichols, P. D., J. B. Guckert, and D. C. White. 1986. Determination of monounsaturated fatty acid double bond position and geometry for microbial monocultures and complex consortia by capillary GC-MS of their dimethyl disulfide adducts. J. Microbiol. Methods. 5: 49-55.
26. Andersson, B. A., and R. T. Holman. 1975. Pyrrolidides for mass spectrometric determination of the position of methyl branching in branched fatty acids. Lipids. 10: 185-190.
27. Derringer, G., and R. Suich. 1980. Simultaneous optimization of several response variables. J. Quality Tech. 12: 214-219.
28. Crescenzi, C., A. Di Corcia, S. Marchese, and R. Samperi. 1995. Determination of acidic pesticides in water by a benchtop electrospray liquid chromatography mass spectrometer. Anal. Chem. 67: 1968-1975.
29. Witters, E., W. Van Dongen, E. L. Esmans, and H. A. Van Onckelen. 1997. Ion-pair liquid chromatography-electrospray mass spectrometry for the analysis of cyclic nucleotides. J. Chromatogr. B. Biomed. Sci. Appl. 694: 55-63.
30. Hsu, F. F., and J. Turk. 2000. Charge-remote and charge-driven fragmentation processes in diacyl glyceroethanolamine upon low-energy collisional activation: a mechanistic proposal. J. Am. Soc. Mass Spectrom. 11: 892-899.
31. Han, X., and R. W. Gross. 1995. Structural determination of picomole amounts of phospholipids via electrospray ionization tandem mass spectrometry. J. Am. Soc. Mass Spectrom, 6: 1202-1210,
32. Vestal, J. R., and J. J. Perry. 1971. Effect of substrate on the lipids of the hydrocarbon-utilizing Mycobacterium vaccae. Can. J. Microbiol. 17: 445-449,
33. Hsu, F. F., and J. Turk. 2001. Studies on phosphatidylglycerol with triple quadrupole tandem mass spectrometry with electrospray ionization: fragmentation processes and structural characterization. J. Am. Soc. Mass Spectrom. 12: 1036-1043,
34. Hsu, F. F., and J. Turk. 2000. Characterization of phosphatidylinositol, phosphatidylinositol-4-phosphate, and phosphatidylinositol-4,5-bisphosphate by electrospray ionization tandem mass spectrometry: a mechanistic study. J. Am. Soc. Mass Spectrom, 11: 986-999.
35. Kates, M., J. Y. Syz, D. Gosser, and T. H. Haines. 1993. pH-dissociation characteristics of cardiolipin and its 2′-deoxy analogue, Lipids, 28: 877-882.
36. Koivusalo, M., P. Haimi, L. Heikinheimo, R. Kostiainen, and P. Somerharju. 2001. Quantitative determination of phospholipid compositions by ESI-MS: effects of acyl chain length, unsaturation, and lipid concentration on instrument response. J. Lipid Res. 42: 663-672.
37. Niepel, T., H. Meyer, V. Wray, and W. R. Abraham. 1998. Intraspecific variation of unusual phospholipids from Corynebacterium spp. containing a novel fatty acid. J. Bacteriol. 180: 4650-4657.
38. Yagüe, G., M. Segovia, and P. L. Valero-Guillén. 1997. Acyl phosphatidylglycerol: a major phospholipid of Corynebacterium amycolatum. FEMS Microbiol. Lett. 151: 125-130.
39. Brennan, P. J., and D. P. Lehane. 1970. The phospholipids of Corynebacteria. Lipids. 6: 401-409.
40. Lehninger, A. L. 1970. Biochimie, Bases Moléculaires de la Structure et des Fonctions Cellulaires. Edition Flammarion Médecine- Sciences, Bourges, France. 653-684.
41. Makula, R. A., and W. R. Finnerty. 1971. Microbial assimilation of hydrocarbons: phospholipid metabolism. J. Bacteriol. 107: 806-814.