High sensitivity quantitative lipidomics analysis of fatty acids in biological samples by gas chromatography-mass spectrometry

Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids

Volumn 1811, Issue 11, 2011, Pages 648-656

  Quehenberger, Oswald ^a,b   Armando, Aaron M ^b   Dennis, Edward A ^b,c  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b San Diego   (United States)

^c UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Fatty acid; Fatty acid analysis; Gas chromatography; Lipidomics; Mass spectrometry

Indexed keywords

ADRENIC ACID; ARACHIDIC ACID; ARACHIDONIC ACID; BEHENIC ACID; DOCOSAHEXAENOIC ACID; DOCOSAPENTAENOIC ACID; ERUCIC ACID; FATTY ACID; FATTY ACID ESTER; GAMMA LINOLENIC ACID; HEPTADECANOIC ACID; ICOSAPENTAENOIC ACID; ICOSATRIENOIC ACID; LAURIC ACID; LIGNOCERIC ACID; LINOLEIC ACID; LINOLENIC ACID; MYRISTIC ACID; OLEIC ACID; PALMITIC ACID; PALMITOLEIC ACID; SATURATED FATTY ACID; STEARIC ACID; STEARIDONIC ACID; UNSATURATED FATTY ACID;

CAPILLARY GAS CHROMATOGRAPHY; DENATURING GRADIENT GEL ELECTROPHORESIS; ELECTROSPRAY MASS SPECTROMETRY; FATTY ACID ANALYSIS; HUMAN; ION MONITORING; ISOMER; LIMIT OF DETECTION; LIMIT OF QUANTITATION; LIPID COMPOSITION; LIPIDOMICS; LIQUID CHROMATOGRAPHY; MASS FRAGMENTOGRAPHY; MASS SPECTROMETER; NONHUMAN; PRIORITY JOURNAL; REVIEW; SAPONIFICATION; SIGNAL NOISE RATIO; THIN LAYER CHROMATOGRAPHY;

ANALYTIC SAMPLE PREPARATION METHODS; ANIMALS; FATTY ACIDS; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HUMANS; LIPID METABOLISM; REFERENCE STANDARDS;

EID: 80255135632     PISSN: 13881981     EISSN: 18792618     Source Type: Journal    
DOI: 10.1016/j.bbalip.2011.07.006     Document Type: Review

References (66)

1. G. van Meer, D.R. Voelker, and G.W. Feigenson Membrane lipids: where they are and how they behave Nat. Rev. Mol. Cell. Biol. 9 2008 112 124 (Pubitemid 351158912)
2. S. Martin, and R.G. Parton Lipid droplets: a unified view of a dynamic organelle Nat. Rev. Mol. Cell. Biol. 7 2006 373 378
3. P.J. Horn, N.R. Ledbetter, C.N. James, W.D. Hoffman, C.R. Case, G.F. Verbeck, and K.D. Chapman Visualization of lipid droplet composition by direct organelle mass spectrometry J. Biol. Chem. 286 2011 3298 3306
4. B.R. Thompson, S. Lobo, and D.A. Bernlohr Fatty acid flux in adipocytes: the in's and out's of fat cell lipid trafficking Mol. Cell. Endocrinol. 318 2010 24 33
5. R.H. Schaloske, and E.A. Dennis The phospholipase A2 superfamily and its group numbering system Biochim. Biophys. Acta 1761 2006 1246 1259 (Pubitemid 44755364)
6. C.H. Huang Mixed-chain phospholipids: structures and chain-melting behavior Lipids 36 2001 1077 1097
7. W. Dowhan, and M. Bogdanov Lipid-dependent membrane protein topogenesis Annu. Rev. Biochem. 78 2009 515 540
8. W. Stillwell, and S.R. Wassall Docosahexaenoic acid: membrane properties of a unique fatty acid Chem. Phys. Lipids 126 2003 1 27 (Pubitemid 37297962)
9. C.D. Stubbs, and A.D. Smith Essential fatty acids in membrane: physical properties and function Biochem. Soc. Trans. 18 1990 779 781 (Pubitemid 20359299)
10. S. Raza Shaikh Diet-induced docosahexaenoic acid non-raft domains and lymphocyte function Prostaglandins Leukot. Essent. Fatty Acids 82 2010 159 164
11. L.J. Pike The challenge of lipid rafts J. Lipid Res. 50 2009 S323 328
12. A.J. Hulbert, N. Turner, L.H. Storlien, and P.L. Else Dietary fats and membrane function: implications for metabolism and disease Biol. Rev. Camb. Philos. Soc. 80 2005 155 169 (Pubitemid 40204269)
13. R.N. Bergman, and M. Ader Free fatty acids and pathogenesis of type 2 diabetes mellitus Trends Endocrinol. Metab. 11 2000 351 356
14. H.N. Ginsberg Insulin resistance and cardiovascular disease J. Clin. Invest. 106 2000 453 458 (Pubitemid 30666377)
15. G. Boden Fatty acid-induced inflammation and insulin resistance in skeletal muscle and liver Curr. Diab. Rep. 6 2006 177 181
16. S.M. Innis, and A.G. Davidson Cystic fibrosis and nutrition: linking phospholipids and essential fatty acids with thiol metabolism Annu. Rev. Nutr. 28 2008 55 72
17. I. Kompauer, H. Demmelmair, B. Koletzko, G. Bolte, J. Linseisen, and J. Heinrich Association of fatty acids in serum phospholipids with lung function and bronchial hyperresponsiveness in adults Eur. J. Epidemiol. 23 2008 175 190
18. J.A. Menendez, and R. Lupu Fatty acid synthase and the lipogenic phenotype in cancer pathogenesis Nat. Rev. Cancer 7 2007 763 777 (Pubitemid 47469806)
19. M.J. Tisdale Cachexia in cancer patients Nat. Rev. Cancer 2 2002 862 871 (Pubitemid 37328904)
20. A.M. Kleinfeld, and C. Okada Free fatty acid release from human breast cancer tissue inhibits cytotoxic T-lymphocyte-mediated killing J. Lipid Res. 46 2005 1983 1990 (Pubitemid 41248495)
21. A. Leaf Plasma nonesterified fatty acid concentration as a risk factor for sudden cardiac death: the Paris prospective study Circulation 104 2001 744 745 (Pubitemid 32762667)
22. G.O. Burr, and M.M. Burr A new deficiency disease produced by the rigid exclusion of fat from the diet J. Biol. Chem. 82 1929 345 367
23. P.L. McLennan Relative effects of dietary saturated, monounsaturated, and polyunsaturated fatty acids on cardiac arrhythmias in rats Am. J. Clin. Nutr. 57 1993 207 212 (Pubitemid 23039893)
24. M.L. Burr, A.M. Fehily, J.F. Gilbert, S. Rogers, R.M. Holliday, P.M. Sweetnam, P.C. Elwood, and N.M. Deadman Effects of changes in fat, fish, and fibre intakes on death and myocardial reinfarction: diet and reinfarction trial DART Lancet 2 1989 757 761 (Pubitemid 19234807)
25. G. Riccardi, R. Giacco, and A.A. Rivellese Dietary fat, insulin sensitivity and the metabolic syndrome Clin. Nutr. 23 2004 447 456 (Pubitemid 39107022)
26. D.Y. Oh, S. Talukdar, E.J. Bae, T. Imamura, H. Morinaga, W. Fan, P. Li, W.J. Lu, S.M. Watkins, and J.M. Olefsky GPR120 is an omega-3 fatty acid receptor mediating potent anti-inflammatory and insulin-sensitizing effects Cell 142 2010 687 698
27. S. Costanzi, S. Neumann, and M.C. Gershengorn Seven transmembrane- spanning receptors for free fatty acids as therapeutic targets for diabetes mellitus: pharmacological, phylogenetic, and drug discovery aspects J. Biol. Chem. 283 2008 16269 16273
28. S. Talukdar, J.M. Olefsky, O. Osborn, Targeting GPR120 and other fatty acid-sensing GPCRs ameliorates insulin resistance and inflammatory diseases, Trends Pharmacol. Sci. [Epub ahead of print] (2011).
29. M.W. Buczynski, D.S. Dumlao, and E.A. Dennis Thematic Review Series: Proteomics. An integrated omics analysis of eicosanoid biology J. Lipid Res. 50 2009 1015 1038
30. C.D. Funk Prostaglandins and leukotrienes: advances in eicosanoid biology Science 294 2001 1871 1875 (Pubitemid 33101574)
31. G. Bannenberg, and C.N. Serhan Specialized pro-resolving lipid mediators in the inflammatory response: An update Biochim. Biophys. Acta 1801 2010 1260 1273
32. C.N. Serhan, S. Krishnamoorthy, A. Recchiuti, and N. Chiang Novel anti-inflammatory-pro-resolving mediators and their receptors Curr. Top. Med. Chem. 11 2011 629 647
33. H. Shi, M.V. Kokoeva, K. Inouye, I. Tzameli, H. Yin, and J.S. Flier TLR4 links innate immunity and fatty acid-induced insulin resistance J. Clin. Invest. 116 2006 3015 3025 (Pubitemid 44684486)
34. E.A. Dennis Lipidomics joins the omics evolution Proc. Natl. Acad. Sci. USA 106 2009 2089 2090
35. E. Fahy, S. Subramaniam, R.C. Murphy, M. Nishijima, C.R. Raetz, T. Shimizu, F. Spener, G. van Meer, M.J. Wakelam, and E.A. Dennis Update of the LIPID MAPS comprehensive classification system for lipids J. Lipid Res. 50 2009 S9 14
36. J. Folch, M. Lees, and G.H. Sloane Stanley A simple method for the isolation and purification of total lipides from animal tissues J. Biol. Chem. 226 1957 497 509
37. E.G. Bligh, and W.J. Dyer A rapid method of total lipid extraction and purification Can. J. Biochem. Physiol. 37 1959 911 917
38. L. Striby, R. Lafont, and M. Goutx Improvement in the Iatroscan thin-layer chromatographic-flame ionisation detection analysis of marine lipids. Separation and quantitation of monoacylglycerols and diacylglycerols in standards and natural samples J. Chromatogr. A 849 1999 371 380 (Pubitemid 29320111)
39. J.P. Lacaze, L.A. Stobo, E.A. Turrell, and M.A. Quilliam Solid-phase extraction and liquid chromatography-mass spectrometry for the determination of free fatty acids in shellfish J. Chromatogr. A 1145 2007 51 57
40. O. Quehenberger, A.M. Armando, A.H. Brown, S.B. Milne, D.S. Myers, A.H. Merrill, S. Bandyopadhyay, K.N. Jones, S. Kelly, R.L. Shaner, C.M. Sullards, E. Wang, R.C. Murphy, R.M. Barkley, T.J. Leiker, C.R. Raetz, Z. Guan, G.M. Laird, D.A. Six, D.W. Russell, J.G. McDonald, S. Subramaniam, E. Fahy, and E.A. Dennis Lipidomics reveals a remarkable diversity of lipids in human plasma J. Lipid Res. 51 2010 3299 3305
41. E.A. Dennis, R.A. Deems, R. Harkewicz, O. Quehenberger, H.A. Brown, S.B. Milne, D.S. Myers, C.K. Glass, G.T. Hardiman, D. Reichart, A.H. Merrill, M.C. Sullards, E. Wang, R.C. Murphy, C.R. Raetz, T. Garrett, Z. Guan, A.C. Ryan, D.W. Russell, J.G. McDonald, B.M. Thompson, W.A. Shaw, M. Sud, Y. Zhao, S. Gupta, M.R. Maurya, E. Fahy, and S. Subramaniam A mouse macrophage lipidome J. Biol. Chem. 285 2010 39976 39985
42. O. Quehenberger, A. Armando, D. Dumlao, D.L. Stephens, and E.A. Dennis Lipidomics analysis of essential fatty acids in macrophages Prostaglandins Leukot. Essent. Fatty Acids 79 2008 123 129
43. A.M. Weerheim, A.M. Kolb, A. Sturk, and R. Nieuwland Phospholipid composition of cell-derived microparticles determined by one-dimensional high-performance thin-layer chromatography Anal. Biochem. 302 2002 191 198 (Pubitemid 34229723)
44. P.T. Ivanova, S.B. Milne, M.O. Byrne, Y. Xiang, and H.A. Brown Glycerophospholipid identification and quantitation by electrospray ionization mass spectrometry Methods Enzymol. 432 2007 21 57
45. L. Kolarovic, and N.C. Fournier A comparison of extraction methods for the isolation of phospholipids from biological sources Anal. Biochem. 156 1986 244 250 (Pubitemid 16044426)
46. S.J. Iverson, S.L. Lang, and M.H. Cooper Comparison of the Bligh and Dyer and Folch methods for total lipid determination in a broad range of marine tissue Lipids 36 2001 1283 1287 (Pubitemid 34007983)
47. A.T. James, and A.J. Martin Gas-liquid partition chromatography; the separation and micro-estimation of volatile fatty acids from formic acid to dodecanoic acid Biochem. J. 50 1952 679 690
48. A.T. James, and A.J. Martin Gas-liquid chromatography: the separation and identification of the methyl esters of saturated and unsaturated acids from formic acid to n-octadecanoic acid Biochem. J. 63 1956 144 152
49. I.G. McWilliam, and R.A. Dewar Flame ionization detector for gas chromatography Nature 181 1958 760
50. H. Esterbauer, G. Jurgens, O. Quehenberger, and E. Koller Autoxidation of human low density lipoprotein: loss of polyunsaturated fatty acids and vitamin E and generation of aldehydes J. Lipid Res. 28 1987 495 509 (Pubitemid 17116184)
51. F.K. Kawahara Microdetermination of derivatives of phenols and mercaptans by means of electron capture gas chromatography Anal. Chem. 40 1968 1009 1010
52. R.J. Pawlosky, H.W. Sprecher, and N. Salem Jr. High sensitivity negative ion GC-MS method for detection of desaturated and chain-elongated products of deuterated linoleic and linolenic acids J. Lipid Res. 33 1992 1711 1717
53. I.A. Blair Measurement of eicosanoids by gas chromatography and mass spectrometry Br. Med. Bull. 39 1983 223 226 (Pubitemid 13063949)
54. D.A. Brezinski, R.W. Nesto, and C.N. Serhan Angioplasty triggers intracoronary leukotrienes and lipoxin A4. Impact of aspirin therapy Circulation 86 1992 56 63
55. D. Wang, and R.N. DuBois Measurement of eicosanoids in cancer tissues Methods Enzymol. 433 2007 27 50
56. R. Deems, M.W. Buczynski, R. Bowers-Gentry, R. Harkewicz, and E.A. Dennis Detection and quantitation of eicosanoids via high performance liquid chromatography-electrospray ionization-mass spectrometry Methods Enzymol. 432 2007 59 82
57. H. Ji, V.G. Voinov, M.L. Deinzer, and D.F. Barofsky Distinguishing between cis/trans isomers of monounsaturated fatty acids by FAB MS Anal. Chem. 79 2007 1519 1522
58. A. Ruiz-Rodriguez, G. Reglero, and E. Ibanez Recent trends in the advanced analysis of bioactive fatty acids J. Pharm. Biomed. Anal. 51 2010 305 326
59. S.A. Mjos Properties of trans isomers of eicosapentaenoic acid and docosahexaenoic acid methyl esters on cyanopropyl stationary phases J. Chromatogr. A 1100 2005 185 192 (Pubitemid 41773357)
60. Z. Huang, B. Wang, and A.A. Crenshaw A simple method for the analysis of trans fatty acid with GC-MS and AT™-Silar-90 capillary column Food Chem. 98 2006 593 598
61. W.M.N. Ratnayake, S.L. Hansen, and M.P. Kennedy Evaluation of the CP-Sil 88 and SP-2560 GC columns used in the recently approved AOCS official method Ce 1 h-05: Determination of cis-, trans-, saturated, monounsaturated, and polyunsaturated fatty acids in vegetable or non-ruminant animal oils and fats by capillary GLC method J. Am. Oil Chem. Soc. 83 2006 475 488 (Pubitemid 44059131)
62. R.J. Western, S.S. Lau, P.J. Marriott, and P.D. Nichols Positional and geometric isomer separation of FAME by comprehensive 2-D GC Lipids 37 2002 715 724
63. L.J. Morris Separations of lipids by silver ion chromatography J. Lipid Res. 7 1966 717 732
64. G. Dobson, W.W. Christie, and B. Nikolova-Damyanova Silver ion chromatography of lipids and fatty acids J. Chromatogr. B Biomed. Appl. 671 1995 197 222
65. R.C. Murphy, and P.H. Axelsen Mass spectrometric analysis of long-chain lipids Mass Spectrom. Rev. 30 2011 579 599
66. C. Pettinella, S.H. Lee, F. Cipollone, and I.A. Blair Targeted quantitative analysis of fatty acids in atherosclerotic plaques by high sensitivity liquid chromatography/tandem mass spectrometry J. Chromatogr. B 850 2007 168 176 (Pubitemid 46618162)