Targeted analysis of ganglioside and sulfatide molecular species by LC/ESI-MS/MS with theoretically expanded multiple reaction monitoring

Journal of Lipid Research

Volumn 49, Issue 12, 2008, Pages 2678-2689

  Ikeda, Kazutaka ^a,b   Shimizu, Takao ^c   Taguchi, Ryo ^a,b  

^a UNIVERSITY OF TOKYO   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^c UNIVERSITY OF TOKYO   (Japan)

Author keywords

Gangliosides; Glycosphingolipids; Lipidomics; Liquid chromatography electrospray ionization tandem mass spectrometry; Sulfatides

Indexed keywords

GANGLIOSIDE; GANGLIOSIDE GD 1A; GANGLIOSIDE GD 1B; GANGLIOSIDE GD 1C; GANGLIOSIDE GD1; GANGLIOSIDE GD2; GANGLIOSIDE GD3; GANGLIOSIDE GM 1A; GANGLIOSIDE GM 1B; GANGLIOSIDE GM1; GANGLIOSIDE GM2; GANGLIOSIDE GM3; GANGLIOSIDE GQ1; GANGLIOSIDE GT 1A; GANGLIOSIDE GT 1B; GANGLIOSIDE GT 1C; GANGLIOSIDE GT1; GANGLIOSIDE GT2; GANGLIOSIDE GT3; GLYCOSPHINGOLIPID; SIALIC ACID; SULFATIDE; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ANIMAL TISSUE; ARTICLE; BRAIN TISSUE; ELECTROSPRAY MASS SPECTROMETRY; ELUTION; FRAGMENTATION REACTION; IONIZATION; LIPID ANALYSIS; LIQUID CHROMATOGRAPHY; MOUSE; MULTIPLE REACTION MONITORING; NONHUMAN; PRIORITY JOURNAL; SEPARATION TECHNIQUE; SWINE; TANDEM MASS SPECTROMETRY; CHEMISTRY; METHODOLOGY;

CHROMATOGRAPHY, LIQUID; GANGLIOSIDES; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SULFOGLYCOSPHINGOLIPIDS; TANDEM MASS SPECTROMETRY;

EID: 58149492631     PISSN: 00222275     EISSN: 15397262     Source Type: Journal    
DOI: 10.1194/jlr.D800038-JLR200     Document Type: Article

References (39)

1. Sonnino, S., L. Mauri, V. Chigorno, and A. Prinetti. 2007. Gangliosides as components of lipid membrane domains. Glycobiology. 17: 1R-13R.
2. Kolter, T., and K. Sandhoff. 2006. Sphingolipid metabolism diseases. Biochim. Biophys. Acta. 1758: 2057-2079.
3. Regina Todeschini, A., and S. I. Hakomori. 2008. Functional role of glycosphingolipids and gangliosides in control of cell adhesion, motility, and growth, through glycosynaptic microdomains. Biochim. Biophys. Acta. 1780: 421-433.
4. Morales, A., A. Colell, M. Mari, C. Garcia-Ruiz, and J. C. Fernandez-Checa. 2004. Glycosphingolipids and mitochondria: role in apoptosis and disease. Glycoconj. J. 20: 579-588.
5. Park, J. E., D. Y. Wu, M. Prendes, S. X. Lu, G. Ragupathi, N. Schrantz, and P. B. Chapman. 2008. Fine specificity of natural killer T cells against GD3 ganglioside and identification of GM3 as an inhibitory natural killer T-cell ligand. Immunology. 123: 145-155.
6. Ko, K., K. Furukawa, T. Takahashi, T. Urano, Y. Sanai, M. Nagino, Y. Nimura, and K. Furukawa. 2006. Fundamental study of small interfering RNAs for ganglioside GD3 synthase gene as a therapeutic target of lung cancers. Oncogene. 25: 6924-6935.
7. Yanagisawa, K. 2007. Role of gangliosides in Alzheimer's disease. Biochim. Biophys. Acta. 1768: 1943-1951.
8. Tsai, B., J. M. Gilbert, T. Stehle, W. Lencer, T. L. Benjamin, and T. A. Rapoport. 2003. Gangliosides are receptors for murine polyoma virus and SV40. EMBO J. 22: 4346-4355.
9. Zeng, Y., H. Cheng, X. Jiang, and X. Han. 2008. Endosomes and lysosomes play distinct roles in sulfatide-induced neuroblastoma apoptosis: potential mechanisms contributing to abnormal sulfatide metabolism in related neuronal diseases. Biochem. J. 410: 81-92.
10. Yagci, A., T. Yagci, B. Sener, Y. Suziki, and K. Ahmed. 2007. Sulfatide mediates attachment of Pseudomonas aeruginosa to human pharyngeal epithelial cells. New Microbiol. 30: 167-171.
11. Ledeen, R. W., and R. K. Yu. 1982. Gangliosides: structure, isolation, and analysis. Methods Enzymol. 83: 139-191.
12. Ivleva, V. B., Y. N. Elkin, B. A. Budnik, S. C. Moyer, P. B. O'Connor, and C. E. Costello. 2004. 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: 6484-6491.
13. Powell, A. K., and D. J. Harvey. 1996. Stabilization of sialic acids in N-linked oligosaccharides and gangliosides for analysis by positive ion matrix-assisted laser desorption/ionization mass spectrometry. Rapid Commun. Mass Spectrom. 10: 1027-1032.
14. Kyogashima, M., K. Tamiya-Koizumi, T. Ehara, G. Li, R. Hu, A. Hara, T. Aoyama, and R. Kannagi. 2006. Rapid demonstration of diversity of sulfatide molecular species from biological materials by MALDI-TOF MS. Glycobiology. 16: 719-728.
15. McLafferty, F. W. 1981. Tandem mass spectrometry. Science. 214: 280-287.
16. Colsch, B., C. Afonso, I. Popa, J. Portoukalian, F. Fournier, J. C. Tabet, and N. Baumann. 2004. Characterization of the ceramide moieties of sphingoglycolipids from mouse brain by ESI-MS/MS: identification of ceramides containing sphingadienine. J. Lipid Res. 45: 281-286.
17. He, H., C. A. Conrad, C. L. Nilsson, Y. Ji, T. M. Schaub, A. G. Marshall, and M. R. Emmett. 2007. Method for lipidomic analysis: p53 expression modulation of sulfatide, ganglioside, and phospholipid composition of U87 MG glioblastoma cells. Anal. Chem. 79: 8423-8430.
18. Sullards, M. C., J. C. Allegood, S. Kelly, E. Wang, C. A. Haynes, H. Park, Y. Chen, and A. H. Merrill, Jr. 2007. Structure-specific, quantitative methods for analysis of sphingolipids by liquid chromatographytandem mass spectrometry: "inside-out" sphingolipidomics. Methods Enzymol. 432: 83-115.
19. Merrill, A. H., Jr., M. C. Sullards, J. C. Allegood, S. Kelly, and E. Wang. 2005. Sphingolipidomics: high-throughput, structurespecific, and quantitative analysis of sphingolipids by liquid chromatography tandem mass spectrometry. Methods. 36: 207-224.
20. Tsui, Z. C., Q. R. Chen, M. J. Thomas, M. Samuel, and Z. Cui. 2005. A method for profiling gangliosides in animal tissues using electrospray ionization-tandem mass spectrometry. Anal. Biochem. 341: 251-258.
21. Sommer, U., H. Herscovitz, F. K. Welty, and C. E. Costello. 2006. LC- MS-based method for the qualitative and quantitative analysis of complex lipid mixtures. J. Lipid Res. 47: 804-814.
22. Hsu, F. F., A. Bohrer, and J. Turk. 1998. Electrospray ionization tandem mass spectrometric analysis of sulfatide. Determination of fragmentation patterns and characterization of molecular species expressed in brain and in pancreatic islets. Biochim. Biophys. Acta. 1392: 202-216.
23. Xia, Y. Q., J. D. Miller, R. Bakhtiar, R. B. Franklin, and D. Q. Liu. 2003. Use of a quadrupole linear ion trap mass spectrometer in metabolite identification and bioanalysis. Rapid Commun. Mass Spectrom. 17: 1137-1145.
24. Taguchi, R., M. Nishijima, and T. Shimizu. 2007. Basic analytical systems for lipidomics by mass spectrometry in Japan. Methods Enzymol. 432: 185-211.
25. Ando, S., H. Waki, and K. Kon. 1987. New solvent system for high-performance thin-layer chromatography and high-performance liquid chromatography of gangliosides. J. Chromatogr. 405: 125-134.
26. Gazzotti, G., S. Sonnino, and R. Ghidoni. 1985. Normal-phase high-performance liquid chromatographic separation of non-derivatized ganglioside mixtures. J. Chromatogr. 348: 371-378.
27. Wagener, R., B. Kobbe, and W. Stoffel. 1996. Quantification of gangliosides by microbore high performance liquid chromatography. J. Lipid Res. 37: 1823-1829.
28. Ikegami, T., K. Tomomatsu, H. Takubo, K. Horie, and N. Tanaka. 2008. Separation efficiencies in hydrophilic interaction chromatography. J. Chromatogr. 1184: 474-503.
29. Emmert-Buck, M. R., R. F. Bonner, P. D. Smith, R. F. Chuaqui, Z. Zhuang, S. R. Goldstein, R. A. Weiss, and L. A. Liotta. 1996. Laser capture microdissection. Science. 274: 998-1001.
30. Bonner, R. F., M. Emmert-Buck, K. Cole, T. Pohida, R. Chuaqui, S. Goldstein, and L. A. Liotta. 1997. Laser capture microdissection: molecular analysis of tissue. Science. 278: 1481-1483.
31. Yu, R. K., E. Bieberich, T. Xia, and G. Zeng. 2004. Regulation of ganglioside biosynthesis in the nervous system. J. Lipid Res. 45: 783-793.
32. Ngamukote, S., M. Yanagisawa, T. Ariga, S. Ando, and R. K. Yu. 2007. Developmental changes of glycosphingolipids and expression of glycogenes in mouse brains. J. Neurochem. 103: 2327-2341.
33. Simons, K., and E. Ikonen. 1997. Functional rafts in cell membranes. Nature. 387: 569-572.
34. Rajendran, L., and K. Simons. 2005. Lipid rafts and membrane dynamics. J. Cell Sci. 118: 1099-1102.
35. Tagami, S., J. Inokuchi Ji, K. Kabayama, H. Yoshimura, F. Kitamura, S. Uemura, C. Ogawa, A. Ishii, M. Saito, Y. Ohtsuka, et al. 2002. Ganglioside GM3 participates in the pathological conditions of insulin resistance. J. Biol. Chem. 277: 3085-3092.
36. Kabayama, K., T. Sato, K. Saito, N. Loberto, A. Prinetti, S. Sonnino, M. Kinjo, Y. Igarashi, and J. Inokuchi. 2007. Dissociation of the insulin receptor and caveolin-1 complex by ganglioside GM3 in the state of insulin resistance. Proc. Natl. Acad. Sci. USA. 104: 13678-13683.
37. Yoshizumi, S., S. Suzuki, M. Hirai, Y. Hinokio, T. Yamada, T. Yamada, U. Tsunoda, H. Aburatani, K. Yamaguchi, T. Miyagi, et al. 2007. Increased hepatic expression of ganglioside-specific sialidase, NEU3, improves insulin sensitivity and glucose tolerance in mice. Metabolism. 56: 420-429.
38. Miyagi, T., T. Wada, K. Yamaguchi, and K. Hata. 2004. Sialidase and malignancy. Glycoconj. J. 20: 189-198.
39. Miyagi, T., T. Wada, and K. Yamaguchi. 2008. Roles of plasma membrane-associated sialidase NEU3 in human cancers. Biochim. Biophys. Acta. 1780: 532-537.