Analysis of mammalian sphingolipids by liquid chromatography tandem mass spectrometry (LC-MS/MS) and tissue imaging mass spectrometry (TIMS)

Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids

Volumn 1811, Issue 11, 2011, Pages 838-853

  Sullards, M Cameron ^a   Liu, Ying ^b   Chen, Yanfeng ^a   Merrill Jr , Alfred H ^a  

^a GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

^b EMORY UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

Internal standard; LC MS MS; Quantitation; Sphingolipid; Tandem mass spectrometry; Tissue imaging mass spectrometry

Indexed keywords

CERAMIDE 1 PHOSPHATE; CERAMIDE TRIHEXOSIDE; GALACTOSYLCERAMIDE; GLUCOSYLCERAMIDASE; GLYCOSPHINGOLIPID; LONG CHAIN FATTY ACID; PHOSPHATIDIC ACID; PHOSPHATIDYLCHOLINE; PHOSPHATIDYLETHANOLAMINE; PHOSPHATIDYLINOSITOL; PHOSPHATIDYLSERINE; PHOSPHOETHANOLAMINE; SPHINGOLIPID; SPHINGOMYELIN; SULFATIDE; TRIACYLGLYCEROL;

AQUEOUS SOLUTION; ELECTROSPRAY MASS SPECTROMETRY; EVAPORATION; FAST ATOM BOMBARDMENT MASS SPECTROMETRY; FLOW RATE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; LIMIT OF DETECTION; LIMIT OF QUANTITATION; LIPID ANALYSIS; LIPID DEGRADATION; LIPID HYDROLYSIS; LIQUID CHROMATOGRAPHY; LIQUID SECONDARY IONIZATION MASS SPECTROMETRY; MASS SPECTROMETRY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; MOLECULAR WEIGHT; NONHUMAN; PRIORITY JOURNAL; QUALITY CONTROL; REVIEW; TANDEM MASS SPECTROMETRY; TISSUE IMAGING MASS SPECTROMETRY;

ANIMALS; CHROMATOGRAPHY, LIQUID; HUMANS; IMAGING, THREE-DIMENSIONAL; MAMMALS; ORGAN SPECIFICITY; SPHINGOLIPIDS; TANDEM MASS SPECTROMETRY;

MAMMALIA; SPHINGOIDEA;

EID: 80255132948     PISSN: 13881981     EISSN: 18792618     Source Type: Journal    
DOI: 10.1016/j.bbalip.2011.06.027     Document Type: Review

References (77)

1. S. Lahiri, and A.H. Futerman The metabolism and function of sphingolipids and glycosphingolipids Cell Mol. Life Sci. 64 2007 2270 2284 (Pubitemid 47347954)
2. A.H. Merrill Jr., M.D. Wang, M. Park, and M.C. Sullards (Glyco)sphingolipidology: an amazing challenge and opportunity for systems biology Trends Biochem. Sci. 32 2007 457 468 (Pubitemid 47588946)
3. C.A. Haynes, J.C. Allegood, H. Park, and M.C. Sullards Sphingolipidomics: methods for the comprehensive analysis of sphingolipids J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 877 26 2009 2696 2708
4. R.L. Shaner, J.C. Allegood, H. Park, E. Wang, S. Kelly, C.A. Haynes, M.C. Sullards, and A.H. Merrill Jr. Quantitative analysis of sphingolipids for lipidomics using triple quadrupole and quadrupole linear ion trap mass spectrometers J. Lipid Res. 50 2009 1692 1707
5. M.C. Sullards, J.C. Allegood, S. Kelly, E. Wang, C.A. Haynes, H. Park, Y. Chen, and A.H. Merrill Jr. Structure-specific, quantitative methods for analysis of sphingolipids by liquid chromatography-tandem mass spectrometry: "inside-out" sphingolipidomics Methods Enzymol. 432 2007 83 115
6. J.D. Moore, W.V. Caufield, and W.A. Shaw Quantitation and standardization of lipid internal standards for mass spectroscopy Methods Enzymol. 432 2007 351 367
7. M.C. Sullards Analysis of sphingomyelin, glucosylceramide, ceramide, sphingosine, sphingosine-1-phosphate by tandem mass spectrometry Methods Enzymol. 312 2000 Academic Press New York 32 45
8. M.C. Sullards, and A.H. Merrill Analysis of sphingosine-1-phosphate, ceramides, and other bioactive sphingolipids by high-performance liquid chromatography-tandem mass spectrometry Sci. STKE 67 2001 1 11 http://stke.sciencemag.org/cgi/content/full/OC-sigtrans:2001/67/pl1
9. Y. Chen, J. Allegood, Y. Liu, B. Cachon-Gonzalez, T.M. Cox, A.H. Merrill Jr., and M.C. Sullards Imaging MALDI mass spectrometry using an oscillating capillary nebulizer matrix coating system and its application to analysis of lipids in brain from a mouse model of Tay-Sachs/Sandhoff disease Anal. Chem. 80 2008 2780 2788 (Pubitemid 351556439)
10. J.A. Hankin, R.M. Barkley, and R.C. Murphy Sublimation as a method of matrix application for mass spectrometric imaging J. Am. Soc. Mass Spectrom. 18 2007 1646 1652 (Pubitemid 47302327)
11. E. Fahy, S. Subramaniam, H.A. Brown, C.K. Glass, A.H. Merrill Jr., R.C. Murphy, C.R. Raetz, D.W. Russell, Y. Seyama, W. Shaw, T. Shimizu, F. Spener, G. vanMeer, M.S. VanNieuwenhze, S.H. White, J.L. Whitztum, and E.A. Dennis A comprehensive classification system for lipids J. Lipid Res. 46 2005 839 861
12. K.-A. Karlsson Sphingolipid long chain bases Lipids 5 1970 878 891
13. S.T. Pruett, A. Bushnev, K. Hagedorn, M. Adiga, C.A. Haynes, M.C. Sullards, D.C. Liotta, and A.H. Merrill Jr. Biodiversity of sphingoid bases ("sphingosines") and related amino alcohols J. Lipid Res. 49 8 2008 1621 1639
14. O. Quehenberger, A. Armando, H.A. Brown, J.S. Milne, D.S. Myers, A.H. Merrill, S. Bandyopadyhay, N.D. Jones, S. Kelly, R.L. Shaner, M.C. 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
15. N.C. Zitomer, T. Mitchell, K.A. Voss, G.S. Bondy, S.T. Pruett, E.C. Garnier-Amblard, L.S. Liebeskind, H. Park, E. Wang, M.C. Sullards, A.H. Merrill Jr., and R.T. Riley Ceramide synthase inhibition by fumonisin B1 causes accumulation of 1-deoxy-sphinganine: a novel category of bioactive 1-deoxy-sphingoid bases and 1-deoxy-dihydroceramides biosynthesized by mammalian cell lines and animals J. Biol. Chem. 284 2009 4786 4795
16. R.V. Panganamala, J.C. Geer, and D.G. Cornwell Long-chain bases in the sphingolipids of atherosclerotic human aorta J. Lipid Res. 10 4 1969 445 455
17. M. Maceyka, H. Shankala, N.C. Hait, H. LeStunff, H. Liu, R. Toman, C. Collier, M. Zhang, L.S. Satin, A.H. Merrill Jr., S. Milstien, and S. Spiegel SphK1 and SphK2, sphingosine kinase isoenzymes with opposing functions in sphingolipid metabolism J. Biol. Chem. 280 2005 37118 37129 (Pubitemid 41587796)
18. P. Ternes, S. Franke, U. Zahringer, P. Sperling, and E. Heinz Identification and characterization of a sphingoid Δ4 desaturase family J. Biol. Chem. 277 2002 25512 25518 (Pubitemid 34951866)
19. E.M. Schmelz, A.S. Bushnev, D.L. Dillehay, M.C. Sullards, D.C. Liotta, and A.H. Merrill Jr. Ceramide-β-d-glucuronic acid: synthesis, digestion, and suppression of early markers of colon carcinogenesis Cancer Res. 59 1999 5768 5772
20. U. Reiss, B. Oskouian, J. Zhou, V. Gupta, P. Sooriyakumaran, S. Kelly, E. Wang, A.H. Merrill Jr., and J.D. Saba Sphingosine-phosphate lyase enhances stress-induced ceramide generation and apoptosis J. Biol. Chem. 279 2004 1281 1290 (Pubitemid 38082652)
21. C. Riebeling, J.C. Allegood, E. Wang, A.H. Merrill Jr., and A.H. Futerman Two mammalian longevity assurance gene family members trh1 and trh4, regulate dihydroceramide synthesis using different fatty acyl CoA donors J. Biol. Chem. 278 2003 43452 43459 (Pubitemid 37345968)
22. S. Lahiri, and A.H. Futerman LASS5 is a bona fide dihydroceramide synthase that utilizes palmitoyl CoA as acyl donor J. Biol. Chem. 280 2005 33735 33738 (Pubitemid 41443091)
23. C. Michel, G. van Echten-Dekert, J. Rother, K. Sandhoff, E. Wang, and A.H. Merrill Jr. Characterization of ceramide synthesis: a dihydroceramide desaturase introduces the 4,5 trans double bond of sphingosine at the level of dihydroceramide J. Biol. Chem. 272 1997 22432 22437 (Pubitemid 27386051)
24. F. Omae, M. Miyazaki, A. Enomoto, M. Suzuki, Y. Suzuki, and A. Suzuki DES2 protein is responsible for phytoceramide biosynthesis in the mouse small intestine Biochem. J. 379 2004 687 695 (Pubitemid 38703653)
25. A.H. Merrill Jr., M.D. Wang, M. Park, and M.C. Sullards (Glyco)sphingolipidology: an amazing challenge (and opportunity) for systems biology Trends Biochem. Sci. 32 10 2007 457 468 (Pubitemid 47588946)
26. L. Svennerholm The gangliosides J. Lipid Res. 5 1964 145 155
27. B. Samuelsson, and K. Samuelsson Gas-liquid chromatography-mass spectrometry of synthetic ceramides J. Lipid Res. 10 1969 41 46
28. B. Samuelsson, and K. Samuelsson Gas-liquid chromatographic separation of ceramides as di-O-trimethylsilyl ether derivatives Biochim. Biophys. Acta 164 1969 421 423
29. K. Samuelsson, and B. Samuelsson Gas-liquid chromatography-mass spectrometry of cerebrosides as trimethylsilyl ether derivatives Biochem. Biophys. Res. Commun. 37 1969 15 21
30. C.C. Sweeley, and G. Dawson Determination of glycosphingolipid structures by mass spectrometry Biochem. Biophys. Res. Commun. 37 1969 6 14
31. S. Hammarstrom, and B. Samuelsson on the biosynthesis of cerebrosides from 2-hydroxy acid ceramides: use of deuterium labeled substrate and multiple ion detector Biochem. Biophys. Res. Commun. 41 1970 1027 1035
32. K. Samuelsson, and B. Samuelsson Gas chromatographic and mass spectrometric studies of synthetic and naturally occurring ceramides Chem. Phys. Lipids 5 1970 44 79
33. A. Hara, and T. Taketomi Detection of d-Erythro and l-Threo sphingosine bases in preparative sphingosylphosphorylcholine and its N-acylated derivatives and some evidence of their different chemical configurations J. Biochem. 94 1983 1715 1718
34. S. Hamanaka, C. Asagami, M. Suzuki, F. Inagaki, and A. Suzuki Structure determination of Glucosylβ1-N-(ω-O-linoleoyl)-acylsphingosines of human epidermis J. Biochem. (Tokyo) 105 1989 684 690 (Pubitemid 19134439)
35. A. Hayashi, T. Matsubara, M. Morita, T. Kinoshita, and T. Nakamura Structural analysis of choline phospholipids by fast atom bombardment mass spectrometry and tandem mass spectrometry J. Biochem. (Tokyo) 106 1989 264 269 (Pubitemid 19203782)
36. J. Adams, and Q. Ann Structure determination of sphingolipids by mass spectrometry Mass Spectrom. Rev. 12 1993 51 85
37. Q. Ann, and J. Adams Structure-specific collision-induced fragmentations of ceramides cationized with alkali-metal ions Anal. Chem. 65 1993 7 13
38. 4Cer J. Biochem. (Tokyo) 105 1989 829 833 (Pubitemid 19134463)
39. M. Suzuki, T. Yamakawa, and A. Suzuki High-performance liquid chromatography-mass spectrometry of glycosphingolipids: II. Application to neutral glycolipids and monosialogangliosides J. Biochem. (Tokyo) 108 1990 92 98 (Pubitemid 20213423)
40. X. Han, and R.W. Gross Global analyses of cellular lipidomes directly from crude extracts of biological samples by ESI MS: a bridge to lipidomics J. Lipid Res. 44 2003 1071 1079 (Pubitemid 37279625)
41. X. Han, J. Yang, H. Cheng, H. Ye, and R.W. Gross Toward fingerprinting cellular lipidomes directly from biological samples by two-dimensional electrospray ionization mass spectrometry Anal. Biochem. 330 2004 317 331 (Pubitemid 38760108)
42. K. Ekroos, I.V. Chernushevich, K. Simons, and A. Shevchenko Quantitative profiling of phospholipids by multiple precursor ion scanning on a hybrid quadrupole time-of-flight mass spectrometer Anal. Chem. 74 2002 941 949 (Pubitemid 34203015)
43. C.S. Ejsing, E. Duchoslav, J. Sampaio, K. Simons, R. Bonner, C. Thiele, K. Ekroos, and A. Schevchenko Automated identification and quantitation of glycerophospholipids molecular species by multiple precursor ion scanning Anal. Chem. 78 2006 6202 6214 (Pubitemid 44360134)
44. C.S. Ejsing, T. Moehring, U. Bahr, E. Duchoslav, M. Karas, K. Simons, and A. Shevchenko Collision induced dissociation pathway of yeast sphingolipids and their molecular profiling in total lipid extracts: a study by quadrupole TOF and linear ion trap-orbitrap mass spectrometry J. Mass Spectrom. 41 2006 372 389
45. M.H. Lee, G.H. Lee, and J.S. Yoo Analysis of ceramides in cosmetics by reversed phase liquid chromatography/electrospray ionization mass spectrometry with collision-induced dissociation Rapid Commun. Mass Spectrom. 17 2003 64 75 (Pubitemid 36019884)
46. N. Kaga, S. Kazuno, H. Taka, K. Iwabuchi, and K. Murayama Isolation and mass spectrometry characterization of molecular species of lactosylceramides using liquid chromatography-electrospray ion trap mass spectrometry Anal. Biochem. 337 2005 316 324 (Pubitemid 40187259)
47. A.H. Merrill Jr., M.C. Sullards, J.C. Allegood, S. Kelly, and E. Wang Sphingolipidomics: high-throughput, structure specific, and quantitative analysis of sphingolipids by liquid chromatography tandem mass spectrometry Methods 36 2005 207 224 (Pubitemid 40726151)
48. B.J. Pettus, B.-J. Kroesen, Z.M. Szulc, A. Bielawska, J. Bielawski, Y.A. Hannun, and M. Busman Quantitative measurement of different ceramide species from crude cellular extracts by normal-phase high-performance liquid chromatography coupled to atmospheric pressure ionization mass spectrometry Rapid Commun. Mass Spectrom. 18 2004 577 583 (Pubitemid 38297773)
49. D. Pacetti, E. Boselli, H.W. Hulan, and N.G. Frega High performance liquid chromatography-tandem mass spectrometry of phospholipid molecular species in eggs from hens fed diets enriched in seal blubber oil J. Chromatogr. A 1097 2005 66 73 (Pubitemid 41630726)
50. T. Fujiwaki, S. Yamaguchi, K. Sukegawa, and T. Taketomi Application of delayed extraction matrix-assisted laser desorption ionization time-of-flight mass spectrometry for analysis of sphingolipids in tissues from sphingolipidosis patients J. Chromatogr. B 731 1999 45 52 (Pubitemid 29376412)
51. Y. Suzuki, M. Suzuki, E. Ito, N. Goto-Inoue, K. Miseki, J. Iida, Y. Yamazaki, M. Yamada, and A. Suzuki Convenient structural analysis of glycosphingolipids using MALDI-QIT-TOF mass spectrometry with increased laser power and cooling gas flow J. Biochem. 139 2006 771 777 (Pubitemid 43973924)
52. H. Cheng, G. Sun, K. Yang, R.W. Gross, and X. Han Selective desorption/ionization of sulfatides by MALDI-MS facilitated by using 9-aminoacridine J. Lipid Res. 51 2010 1599 1609
53. R.M. Caprioli, T.B. Farmer, and J. Gile Molecular imaging of biological samples: localization of peptides and proteins using MALDI-TOF MS Anal. Chem. 69 1997 4751 4760
54. P. Chaurand, S.A. Schwartz, and R.M. Caprioli Profiling and imaging of proteins in tissue sections by MS Anal. Chem. 76 2004 86A 93A (Pubitemid 38280465)
55. D.S. Wijesinghe, J.C. Allegood, L.B. Gentile, T.E. Fox, M. Kester, and C.E. Chalfant Use of high performance liquid chromatography-electrospray ionization-tandem mass spectrometry for the analysis of ceramide-1-phosphate levels J. Lipid Res. 51 3 2010 641 651
56. C.A. Haynes, J.C. Allegood, K. Sims, E.W. Wang, M.C. Sullards, and A.H. Merrill Jr. Quantitation of fatty acyl-coenzyme as in mammalian cells by liquid chromatography electrospray ionization tandem mass spectrometry J. Lipid Res. 49 5 2008 1113 1125
57. M.C. Sullards, D.V. Lynch, E.M. Schmelz, E. Wang, A.H. Merrill Jr., and J. Adams Structure determination of soybean and wheat glucosylceramides by tandem mass spectrometry J. Mass Spectrom. 35 2000 347 353 (Pubitemid 30157523)
58. Y. Masukawa, H. Tsujimura, and H. Narita Liquid chromatography-mass spectrometry for comprehensive profiling of ceramide molecules in human hair J. Lipid Res. 47 2006 1559 1571 (Pubitemid 44079911)
59. B.J. Pettus, B.J. Kroesen, Z.M. Szulc, A. Bielawska, J. Bielawski, and Y.A. Hannun Quantitative measurement of different ceramide species from crude cellular extracts by normal-phase high-performance liquid chromatography coupled to atmospheric pressure ionization mass spectrometry Rapid Commun. Mass Spectrom. 18 2004 577 583 (Pubitemid 38297773)
60. Z.C. Tsui, Q.R. Chen, M.J. Thomas, M. Samuel, and Z. Cui A method for profiling gangliosides in animal tissues using electrospray ionization-tandem mass spectrometry Anal. Biochem. 341 2005 251 258 (Pubitemid 40724809)
61. B. Ramstedt, and J.P. Slotte Separation and purification of sphingomyelin diastereomers by high-performance liquid chromatography Anal. Biochem. 282 2000 245 249 (Pubitemid 30439498)
62. J. Muthing, and F. Unland Improved separation of isomeric gangliosides by anion-exchange high-performance liquid chromatography J. Chromatogr. B Biomed. Appl. 658 1994 39 45 (Pubitemid 24261958)
63. J.M. Deeley, J.A. Hankin, M.G. Friedrich, R.C. Murphy, R.J.W. Truscott, T.W. Mitchell, and S.J. Blanksby Sphingolipid distribution changes with age in the human lens J. Lipid Res. 51 2010 2753 2760
64. K. Borner, H. Nygren, B. Hagenhoff, P. Malmberg, E. Tallarek, and J.-E. Mansson Distribution of cholesterol and galactosylceramide in rat cerebellar white matter Biochim. Biophys. Acta 1761 2006 335 344
65. B. Johansson TOF-SIMS imaging of lipids in cell membranes Surf. Interface Anal. 38 2006 1401 1412 (Pubitemid 44729087)
66. L. Zheng, C.M. McQuaw, A.G. Ewing, and N. Winograd Sphingomyelin/ phosphatidylcholine and cholesterol interactions studied by imaging mass spectrometry J. Am. Chem. Soc. 129 2007 15730 15731
67. L. Zheng, A. Wucher, and N. Winograd Chemically alternating Langmuir-Blodgett thin films as a model for molecular depth profiling by mass spectrometry J. Am. Soc. Mass Spectrom. 19 2008 96 102
68. M.A. McFarland, A.G. Marshall, C.L. Hendrickson, C.L. Nilsson, P. Fredman, and J.-E. Mansson Structural characterization of the GM1 ganglioside by infrared multiphoton dissociation, electron capture dissociation, and electron detachment dissociation electrospray ionization FT-ICR MS/MS J. Am. Soc. Mass Spectrom. 16 2005 752 762 (Pubitemid 40602924)
69. Z. Vukelic, A.D. Zamfir, L. Bindila, M. Froesch, J. Peter-Katalinic, S. Usuki, and R.K. Yu Screening and Sequencing of complex sialylated and sulfated glycosphingolipid mixtures by negative ion electrospray Fourier transform ion cyclotron resonance mass spectrometry J. Am. Soc. Mass Spectrom. 16 2005 571 580 (Pubitemid 40410042)
70. P.B. O'Connor, and C.E. Costello A high pressure matrix-assisted laser desorption/ionization Fourier transform mass spectrometry ion source for thermal stabilization of labile biomolecules Rapid Commun. Mass Spectrom. 15 2001 1862 1868 (Pubitemid 32927761)
71. V.B. Ivleva, Y.N. Elkin, B.A. Budnik, S.C. Moyer, P.B. O'Connor, and C.E. Costello Coupling thin-layer chromatography with vibrational cooling matrix-assisted laser desorption/ionization Fourier transform mass spectrometry for the analysis of ganglioside mixtures Anal. Chem. 76 2004 6484 6491 (Pubitemid 39458486)
72. J.J. Jones, M.J. Stump, R.C. Fleming, J.O. Lay Jr., and C.L. Wilkins Strategies and data analysis techniques for lipid and phospholipid chemistry elucidation by intact cell MALDI-FTMS J. Am. Soc. Mass Spectrom. 15 2004 1665 1674 (Pubitemid 39433861)
73. J.J. Jones, S. Mariccor, A.B. Batoy, and C.L. Wilkins A comprehensive and comparative analysis for MALDI FTMS lipid and phospholipid profiles from biological samples Comput. Biol. Chem. 29 2005 294 302 (Pubitemid 41084900)
74. J.A. McLean The mass-mobility correlation redux: the conformational landscape of anhydrous biomolecules J. Am. Soc. Mass Spectrom. 20 2009 1775 1781
75. M.C. Thomas, T.W. Mitchell, D.G. Harman, J.M. Deeley, J.R. Nealon, and S.J. Blanksby Ozone-induced dissociation: elucidation of double bond position within mass-selected lipid ions Anal. Chem. 80 1 2008 303 311 (Pubitemid 351448435)
76. R. Criegee Mechanism of ozonolysis Angew. Chem. Int. Ed. 14 1975 745 752
77. B.L.J. Poad, H.T. Pham, M.C. Thomas, J.R. Nealon, J.L. Campbell, T.W. Mitchell, and S.J. Blanksby Ozone-induced dissociation on a modified tandem linear ion-trap: observations of different reactivity for isomeric lipids J. Am. Soc. Mass Spectrom. 21 2010 1989 1999