Comprehensive analyses of oxidized phospholipids using a measured MS/MS spectra library

Journal of Lipid Research

Volumn 58, Issue 11, 2017, Pages 2229-2237

  Aoyagi, Ryohei ^a,b   Ikeda, Kazutaka ^a,b   Isobe, Yosuke ^a,b   Arita, Makoto ^a,b,c  

^a Institute of Physical and Chemical Research   (Japan)

^b YOKOHAMA CITY UNIVERSITY   (Japan)

^c KEIO UNIVERSITY   (Japan)

Author keywords

Broad targeted lipidomics; Lipidomics; Lipoxygenase; Mass spectrometry; Oxidized lipids; Tandem mass spectrometry; Untargeted lipidomics

Indexed keywords

OXIDIZED PHOSPHOLIPID; PHOSPHOLIPID; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; ENZYME ANALYSIS; ENZYME STRUCTURE; HUMAN; HUMAN CELL; LIMIT OF DETECTION; LIPIDOMICS; MALE; MASS SPECTROMETRY; MOUSE; NONHUMAN; OXIDATION; PERITONEUM MACROPHAGE; PHYSIOLOGICAL PROCESS; PRIORITY JOURNAL; QUADRUPOLE MASS SPECTROMETRY; ANIMAL; C57BL MOUSE; CHEMISTRY; METABOLISM; OXIDATION REDUCTION REACTION; TANDEM MASS SPECTROMETRY;

ANIMALS; LIMIT OF DETECTION; MALE; MICE; MICE, INBRED C57BL; OXIDATION-REDUCTION; PHOSPHOLIPIDS; TANDEM MASS SPECTROMETRY;

EID: 85033588066     PISSN: 00222275     EISSN: 15397262     Source Type: Journal    
DOI: 10.1194/jlr.D077123     Document Type: Article

References (28)

1. Reis, A., and C. M. Spickett. 2012. Chemistry of phospholipid oxidation. Biochim. Biophys. Acta. 1818: 2374-2387.
2. Ashraf, M. Z., N. S. Kar, and E. A. Podrez. 2009. Oxidized phospholipids: biomarker for cardiovascular diseases. Int. J. Biochem. Cell Biol. 41: 1241-1244.
3. Tsuzura, S., Y. Ikeda, T. Suehiro, K. Ota, F. Osaki, K. Arii, Y. Kumon, and K. Hashimoto. 2004. Correlation of plasma oxidized low-density lipoprotein levels to vascular complications and human serum paraoxonase in patients with type 2 diabetes. Metabolism. 53: 297-302.
4. Hammad, L. A., G. Wu, M. M. Saleh, I. Klouckova, L. E. Dobrolecki, R. J. Hickey, L. Schnaper, M. V. Novotny, and Y. Mechref. 2009. Elevated levels of hydroxylated phosphocholine lipids in the blood serum of breast cancer patients. Rapid Commun. Mass Spectrom. 23: 863-876.
5. Huang, L. S., M. R. Kim, T. S. Jeong, and D. E. Sok. 2007. Linoleoyl lysophosphatidic acid and linoleoyl lysophosphatidylcholine are efficient substrates for mammalian lipoxygenases. Biochim. Biophys. Acta. 1770: 1062-1070.
6. Thomas, C. E., G. Ku, and B. Kalyanaraman. 1994. Nitrone spin trap lipophilicity as a determinant for inhibition of low density lipoprotein oxidation and activation of interleukin-1 beta release from human monocytes. J. Lipid Res. 35: 610-619.
7. Nakanishi, H., H. Ogiso, and R. Taguchi. 2009. Qualitative and quantitative analyses of phospholipids by LC-MS for lipidomics. Methods Mol. Biol. 579: 287-313.
8. Myers, D. S., P. T. Ivanova, S. B. Milne, and H. A. Brown. 2011. Quantitative analysis of glycerophospholipids by LC-MS: acquisition, data handling, and interpretation. Biochim. Biophys. Acta. 1811: 748-757.
9. Nakanishi, H., Y. Iida, T. Shimizu, and R. Taguchi. 2009. Analysis of oxidized phosphatidylcholines as markers for oxidative stress, using multiple reaction monitoring with theoretically expanded data sets with reversed-phase liquid chromatography/tandem mass spectrometry. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 877: 1366-1374.
10. Morgan, A. H., V. J. Hammond, L. Morgan, C. P. Thomas, K. A. Tallman, Y. R. Garcia-Diaz, C. McGuigan, M. Serpi, N. A. Porter, R. C. Murphy, et al. 2010. Quantitative assays for esterified oxylipins generated by immune cells. Nat. Protoc. 5: 1919-1931.
11. Morgan, A. H., V. Dioszeghy, B. H. Maskrey, C. P. Thomas, S. R. Clark, S. A. Mathie, C. M. Lloyd, H. Kühn, N. Topley, B. C. Coles, et al. 2009. Phosphatidylethanolamine-esterified eicosanoids in the mouse: tissue localization and inflammation-dependent formation in Th-2 disease. J. Biol. Chem. 284: 21185-21191.
12. Uchikata, T., A. Matsubara, S. Nishiumi, M. Yoshida, E. Fukusaki, and T. Bamba. 2012. Development of oxidized phosphatidylcholine isomer profiling method using supercritical fluid chromatography/tandem mass spectrometry. J. Chromatogr. A. 1250: 205-211.
13. Reis, A., P. Domingues, and M. R. Domingues. 2013. Structural motifs in primary oxidation products of palmitoyl-arachidonoylphosphatidylcholines by LC-MS/MS. J. Mass Spectrom. 48: 1207-1216.
14. Slatter, D. A., M. Aldrovandi, A. O'Connor, S. M. Allen, C. J. Brasher, R. C. Murphy, S. Mecklemann, S. Ravi, V. Darley-Usmar, and V. B. O'Donnell. 2016. Mapping the human platelet lipidome reveals cytosolic phospholipase A2 as a regulator of mitochondrial bioenergetics during activation. Cell Metab. 23: 930-944.
15. O'Connor, A., C. J. Brasher, D. A. Slatter, S. W. Meckelmann, J. I. Hawksworth, S. M. Allen, and V. B. O'Donnell. 2017. LipidFinder: a computational workflow for discovery of lipids identifies eicosanoidphosphoinositides in platelets. JCI Insight. 2: e91634.
16. Bartlett, G. R. 1959. Phosphorus assay in column chromatography. J. Biol. Chem. 234: 466-468.
17. Decaestecker, T. N., K. M. Clauwaert, J. F. Van Bocxlaer, W. E. Lambert, E. G. Van den Eeckhout, C. H. Van Peteghem, and A. P. De Leenheer. 2000. Evaluation of automated single mass spectrometry to tandem mass spectrometry function switching for comprehensive drug profiling analysis using a quadrupole time-of-flight mass spectrometer. Rapid Commun. Mass Spectrom. 14: 1787-1792.
18. Decaestecker, T. N., S. R. Vande Casteele, P. E. Wallemacq, C. H. Van Peteghem, D. L. Defore, and J. F. Van Bocxlaer. 2004. Informationdependent acquisition-mediated LC-MS/MS screening procedure with semiquantitative potential. Anal. Chem. 76: 6365-6373.
19. Ikeda, K. 2015. Mass-spectrometric analysis of phospholipids by target discovery approach. In Bioactive Lipid Mediators. T. Yokomizo and M. Murakami, editors. Springer, Japan. 349-356.
20. Yamada, T., Y. Tani, H. Nakanishi, R. Taguchi, M. Arita, and H. Arai. 2011. Eosinophils promote resolution of acute peritonitis by producing proresolving mediators in mice. FASEB J. 25: 561-568.
21. Isobe, Y., M. Arita, S. Matsueda, R. Iwamoto, T. Fujihara, H. Nakanishi, R. Taguchi, K. Masuda, K. Sasaki, D. Urabe, et al. 2012. Identification and structure determination of novel anti-inflammatory mediator resolvin E3, 17, 18-dihydroxyeicosapentaenoic acid. J. Biol. Chem. 287: 10525-10534.
22. Brezinski, M. E., and C. N. Serhan. 1990. Selective incorporation of (15S)-hydroxyeicosatetraenoic acid in phosphatidylinositol of human neutrophils: agonist-induced deacylation and transformation of stored hydroxyeicosanoids. Proc. Natl. Acad. Sci. USA. 87: 6248-6252.
23. Shindou, H., and T. Shimizu. 2009. Acyl-CoA:lysophospholipid acyltransferases. J. Biol. Chem. 284: 1-5.
24. Uderhardt, S., M. Herrmann, O. V. Oskolkova, S. Aschermann, W. Bicker, N. Ipseiz, K. Sarter, B. Frey, T. Rothe, R. Voll, et al. 2012. 12/15-lipoxygenase orchestrates the clearance of apoptotic cells and maintains immunologic tolerance. Immunity. 36: 834-846.
25. Clark, S. R., C. J. Guy, M. J. Scurr, P. R. Taylor, A. P. Kift-Morgan, V. J. Hammond, C. P. Thomas, B. Coles, G. W. Roberts, M. Eberl, et al. 2011. Esterified eicosanoids are acutely generated by 5-lipoxygenase in primary human neutrophils and in human and murine infection. Blood. 117: 2033-2043.
26. Thomas, C. P., L. T. Morgan, B. H. Maskrey, R. C. Murphy, H. Kühn, S. L. Hazen, A. H. Goodall, H. A. Hamali, P. W. Collins, and V. B. O'Donnell. 2010. Phospholipid-esterified eicosanoids are generated in agonist-activated human platelets and enhance tissue factor-dependent thrombin generation. J. Biol. Chem. 285: 6891-6903.
27. Morgan, L. T., C. P. Thomas, H. Kühn, and V. B. O'Donnell. 2010. Thrombin-activated human platelets acutely generate oxidized docosahexaenoic-acid-containing phospholipids via 12-lipoxygenase. Biochem. J. 431: 141-148.
28. Rothe, T., F. Gruber, S. Uderhardt, N. Ipseiz, S. Rössner, O. Oskolkova, S. Blüml, N. Leitinger, W. Bicker, V. N. Bochkov, et al. 2015. 12/15-Lipoxygenase-mediated enzymatic lipid oxidation regulates DC maturation and function. J. Clin. Invest. 125: 1944-1954.