Rapid and Reliable Identification of Phospholipids for Untargeted Metabolomics with LC-ESI-QTOF-MS/MS

Journal of Proteome Research

Volumn 14, Issue 8, 2015, Pages 3204-3216

  Godzien, Joanna ^a   Ciborowski, Michal ^b   Martínez Alcázar, María Paz ^a   Samczuk, Paulina ^b   Kretowski, Adam ^b   Barbas, Coral ^a  

^a UNIVERSIDAD SAN PABLO CEU   (Spain)

^b MEDICAL UNIVERSITY OF BIALYSTOK   (Poland)

Author keywords

adduct formation; CID; fingerprinting; fragmentation; ionization; phosphatidylcholine; phosphatidylethanolamine; phospholipids; sphingomyelin; structural elucidation

Indexed keywords

FATTY ACID; PHOSPHATIDYLCHOLINE; PHOSPHATIDYLETHANOLAMINE; PHOSPHOLIPID; SPHINGOMYELIN; ION;

ALGORITHM; ARTICLE; ELECTROSPRAY MASS SPECTROMETRY; IONIZATION; LIPID ANALYSIS; LIQUID CHROMATOGRAPHY; METABOLOMICS; PRIORITY JOURNAL; TANDEM MASS SPECTROMETRY; TIME OF FLIGHT MASS SPECTROMETRY; BLOOD; CHEMICAL STRUCTURE; CHEMISTRY; HUMAN; METABOLISM; PROCEDURES; REPRODUCIBILITY; TIME FACTOR;

CHROMATOGRAPHY, LIQUID; HUMANS; IONS; METABOLOMICS; MOLECULAR STRUCTURE; PHOSPHATIDYLCHOLINES; PHOSPHATIDYLETHANOLAMINES; PHOSPHOLIPIDS; REPRODUCIBILITY OF RESULTS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SPHINGOMYELINS; TANDEM MASS SPECTROMETRY; TIME FACTORS;

EID: 84938813587     PISSN: 15353893     EISSN: 15353907     Source Type: Journal    
DOI: 10.1021/acs.jproteome.5b00169     Document Type: Article

References (27)

1. van Meer, G. Cellular lipidomics EMBO J. 2005, 24 (18) 3159-65
2. Hilvo, M.; Denkert, C.; Lehtinen, L.; Müller, B.; Brockmöller, S.; Seppänen-Laakso, T.; Budczies, J.; Bucher, E.; Yetukuri, L.; Castillo, S.; Berg, E.; Nygren, H.; Sysi-Aho, M.; Griffin, J. L.; Fiehn, O.; Loibl, S.; Richter-Ehrenstein, C.; Radke, C.; Hyötyläinen, T.; Kallioniemi, O.; Iljin, K.; Oresic, M. Novel theranostic opportunities offered by characterization of altered membrane lipid metabolism in breast cancer progression Cancer Res. 2011, 71 (9) 3236-45
3. Pietiläinen, K. H.; Róg, T.; Seppänen-Laakso, T.; Virtue, S.; Gopalacharyulu, P.; Tang, J.; Rodriguez-Cuenca, S.; Maciejewski, A.; Naukkarinen, J.; Ruskeepää, A. L.; Niemelä, P. S.; Yetukuri, L.; Tan, C. Y.; Velagapudi, V.; Castillo, S.; Nygren, H.; Hyötyläinen, T.; Rissanen, A.; Kaprio, J.; Yki-Järvinen, H.; Vattulainen, I.; Vidal-Puig, A.; Orešič, M. Association of lipidome remodeling in the adipocyte membrane with acquired obesity in humans PLoS Biol. 2011, 9 (6) e1000623
4. Al-Saad, K. A.; Zabrouskov, V.; Siems, W. F.; Knowles, N. R.; Hannan, R. M.; Hill, H. H. Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of lipids: ionization and prompt fragmentation patterns Rapid Commun. Mass Spectrom. 2003, 17 (1) 87-96
5. Milne, S.; Ivanova, P.; Forrester, J.; Alex Brown, H. Lipidomics: an analysis of cellular lipids by ESI-MS Methods 2006, 39 (2) 92-103
6. Whiley, L.; Sen, A.; Heaton, J.; Proitsi, P.; García-Gómez, D.; Leung, R.; Smith, N.; Thambisetty, M.; Kloszewska, I.; Mecocci, P.; Soininen, H.; Tsolaki, M.; Vellas, B.; Lovestone, S.; Legido-Quigley, C., Evidence of altered phosphatidylcholine metabolism in Alzheimers disease. Neurobiology of Aging 35, (2), 271-278.
7. Oresic, M.; Hyotylainen, T.; Herukka, S. K.; Sysi-Aho, M.; Mattila, I.; Seppanan-Laakso, T.; Julkunen, V.; Gopalacharyulu, P. V.; Hallikainen, M.; Koikkalainen, J.; Kivipelto, M.; Helisalmi, S.; Lotjonen, J.; Soininen, H. Metabolome in progression to Alzheimers disease Transl Psychiatry 2011, 1, e57
8. Cui, L.; Lee, Y. H.; Kumar, Y.; Xu, F.; Lu, K.; Ooi, E. E.; Tannenbaum, S. R.; Ong, C. N. Serum Metabolome and Lipidome Changes in Adult Patients with Primary Dengue Infection PLoS Negl Trop Dis 2013, 7 (8) e2373
9. Whiley, L.; Godzien, J.; Ruperez, F. J.; Legido-Quigley, C.; Barbas, C. In-vial dual extraction for direct LC-MS analysis of plasma for comprehensive and highly reproducible metabolic fingerprinting Anal. Chem. 2012, 84 (14) 5992-9
10. Retra, K.; Bleijerveld, O. B.; van Gestel, R. A.; Tielens, A. G. M.; van Hellemond, J. J.; Brouwers, J. F. A simple and universal method for the separation and identification of phospholipid molecular species Rapid Commun. Mass Spectrom. 2008, 22 (12) 1853-1862
11. Jones, J.; Stump, M.; Fleming, R.; Lay, J.; Wilkins, C. Strategies and data analysis techniques for lipid and phospholipid chemistry elucidation by intact cell MALDI-FTMS J. Am. Soc. Mass Spectrom. 2004, 15 (11) 1665-1674
12. Blanchard, A. P.; McDowell, G. S. V.; Valenzuela, N.; Xu, H.; Gelbard, S.; Bertrand, M.; Slater, G. W.; Figeys, D.; Fai, S.; Bennett, S. A. L. Visualization and Phospholipid Identification (VaLID): online integrated search engine capable of identifying and visualizing glycerophospholipids with given mass Bioinformatics 2013, 29 (2) 284-285
13. Sumner, L.; Amberg, A.; Barrett, D.; Beale, M.; Beger, R.; Daykin, C.; Fan, T. M.; Fiehn, O.; Goodacre, R.; Griffin, J.; Hankemeier, T.; Hardy, N.; Harnly, J.; Higashi, R.; Kopka, J.; Lane, A.; Lindon, J.; Marriott, P.; Nicholls, A.; Reily, M.; Thaden, J.; Viant, M. Proposed minimum reporting standards for chemical analysis Metabolomics 2007, 3 (3) 211-221
14. Dong, J.; Cai, X.; Zhao, L.; Xue, X.; Zou, L.; Zhang, X.; Liang, X. Lysophosphatidylcholine profiling of plasma: discrimination of isomers and discovery of lung cancer biomarkers Metabolomics 2010, 6 (4) 478-488
15. Hou, W.; Zhou, H.; Bou Khalil, M.; Seebun, D.; Bennett, S. A.; Figeys, D. Lyso-form fragment ions facilitate the determination of stereospecificity of diacyl glycerophospholipids Rapid Commun. Mass Spectrom. 2011, 25 (1) 205-17
16. Hsu, F. F.; Turk, J. Electrospray ionization/tandem quadrupole mass spectrometric studies on phosphatidylcholines: the fragmentation processes J. Am. Soc. Mass Spectrom. 2003, 14 (4) 352-63
17. Han, X.; Gross, R. W. Structural Determination of Lysophospholipid Regioisomers by Electrospray Ionization Tandem Mass Spectrometry† J. Am. Chem. Soc. 1996, 118 (2) 451-457
18. DeLong, C. J.; Baker, P. R.; Samuel, M.; Cui, Z.; Thomas, M. J. Molecular species composition of rat liver phospholipids by ESI-MS/MS: the effect of chromatography J. Lipid Res. 2001, 42 (12) 1959-68
19. Zhang, X.; Reid, G. E. Multistage tandem mass spectrometry of anionic phosphatidylcholine lipid adducts reveals novel dissociation pathways Int. J. Mass Spectrom. 2006, 252 (3) 242-255
20. Frega, N. G.; Pacetti, D.; Boselli, E., Characterization of Phospholipid Molecular Species by Means of HPLC-Tandem Mass Spectrometry, Tandem Mass Spectrometry-Applications and Principles. In Tandem mass spectrometry applications and principles, Prasain, J., Ed. InTech: 2012.
21. Bujak, R.; García-álvarez, A.; Rupérez, F. J.; Nuño-Ayala, M.; García, A.; Ruiz-Cabello, J.; Fuster, V.; Ibáñez, B.; Barbas, C. Metabolomics Reveals Metabolite Changes in Acute Pulmonary Embolism J. Proteome Res. 2013, 13 (2) 805-816
22. Ciborowski, M.; Zbucka-Kretowska, M.; Bomba-Opon, D.; Wielgos, M.; Brawura-Biskupski-Samaha, R.; Pierzynski, P.; Szmitkowski, M.; Wolczynski, S.; Lipinska, D.; Citko, A.; Bauer, W.; Gorska, M.; Kretowski, A. Potential first trimester metabolomic biomarkers of abnormal birth weight in healthy pregnancies Prenat Diagn 2014, 34 (9) 870-7
23. Jackson, S. N.; Wang, H. Y.; Woods, A. S. In situ structural characterization of phosphatidylcholines in brain tissue using MALDI-MS/MS J. Am. Soc. Mass Spectrom. 2005, 16 (12) 2052-6
24. Chughtai, K.; Jiang, L.; Greenwood, T. R.; Glunde, K.; Heeren, R. M. Mass spectrometry images acylcarnitines, phosphatidylcholines, and sphingomyelin in MDA-MB-231 breast tumor models J. Lipid Res. 2013, 54 (2) 333-44
25. Zabrouskov, V.; Al-Saad, K. A.; Siems, W. F.; Hill, H. H.; Knowles, N. R. Analysis of plant phosphatidylcholines by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry Rapid Commun. Mass Spectrom. 2001, 15 (12) 935-40
26. Domingues, P.; Amado, F. M. L.; Santana-Marques, M. G. O.; Ferrer-Correia, A. J. Constant neutral loss scanning for the characterization of glycerol phosphatidylcholine phospholipids J. Am. Soc. Mass Spectrom. 1998, 9 (11) 1189-1195
27. Volmer, D. A.; Lock, C. M. Electrospray ionization and collision-induced dissociation of antibiotic polyether ionophores Rapid Commun. Mass Spectrom. 1998, 12 (4) 157-64