Quantitative profiling of oxylipins through comprehensive LC-MS/MS analysis: application in cardiac surgery
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Serhan CN, Savill J (2005) Resolution of inflammation: the beginning programs the end. Nat Immunol 6(12):1191–1197
Tapiero H, Ba GN, Couvreur P, Tew KD (2002) Polyunsaturated fatty acids (PUFA) and eicosanoids in human health and pathologies. Biomed Pharmacother 56(5):215–222
Fletcher JR (1993) Eicosanoids. Critical agents in the physiological process and cellular injury. Arch Surg 128(11):1192–1196
Funk CD (2001) Prostaglandins and leukotrienes: advances in eicosanoid biology. Science 294(5548):1871–1875
Bray MA, Ford-Hutchinson AW, Smith MJ (1981) Leukotriene B4: an inflammatory mediator in vivo. Prostaglandins 22(2):213–222
Bittleman DB, Casale TB (1995) 5-Hydroxyeicosatetraenoic acid (HETE)-induced neutrophil transcellular migration is dependent upon enantiomeric structure. Am J Respir Cell Mol Biol 12(3):260–267
Spector AA, Gordon JA, Moore SA (1988) Hydroxyeicosatetraenoic acids (HETEs). Prog Lipid Res 27(4):271–323
Stenson WF, Parker CW (1980) Monohydroxyeicosatetraenoic acids (HETEs) induce degranulation of human neutrophils. J Immunol 124(5):2100–2104
Larsen BT, Miura H, Hatoum OA, Campbell WB, Hammock BD, Zeldin DC, Falck JR, Gutterman DD (2006) Epoxyeicosatrienoic and dihydroxyeicosatrienoic acids dilate human coronary arterioles via BK(Ca) channels: implications for soluble epoxide hydrolase inhibition. Am J Physiol Heart Circ Physiol 290(2):H491–499
Roman RJ (2002) P-450 metabolites of arachidonic acid in the control of cardiovascular function. Physiol Rev 82(1):131–185
Morin C, Sirois M, Echave V, Rizcallah E, Rousseau E (2009) Relaxing effects of 17(18)-EpETE on arterial and airway smooth muscles in human lung. Am J Physiol Lung Cell Mol Physiol 296(1):L130–139
Newman JW, Morisseau C, Hammock BD (2005) Epoxide hydrolases: their roles and interactions with lipid metabolism. Progress in Lipid Research 44(1):1–51
Spector AA, Fang X, Snyder GD, Weintraub NL (2004) Epoxyeicosatrienoic acids (EETs): metabolism and biochemical function. Progress in Lipid Research 43(1):55–90
Dray F, Charbonnel B, Maclouf J (1975) Radioimmunoassay of prostaglandins Falpha, E1 and E2 in human plasma. Eur J Clin Invest 5(4):311–318
Jaffe BM, Behrman HR, Parker CW (1973) Radioimmunoassay measurement of prostaglandins E, A, and F in human plasma. J Clin Invest 52(2):398–405
Pradelles P, Grassi J, Maclouf J (1985) Enzyme immunoassays of eicosanoids using acetylcholine esterase as label: an alternative to radioimmunoassay. Anal Chem 57(7):1170–1173
Neupert W, Oelkers R, Brune K, Geisslinger G (1996) A new reliable chemiluminescence immunoassay (CLIA) for prostaglandin E2 using enhanced luminol as substrate. Prostaglandins 52(5):385–401
Wu C, Irie S, Yamamoto S, Ohmiya Y (2009) A bioluminescent enzyme immunoassay for prostaglandin E(2) using Cypridina luciferase. Luminescence 24(2):131–133
Tsikas D (1998) Application of gas chromatography–mass spectrometry and gas chromatography-tandem mass spectrometry to assess in vivo synthesis of prostaglandins, thromboxane, leukotrienes, isoprostanes and related compounds in humans. J Chromatogr B: Biomed Sci Appl 717(1–2):201–245
Cao H, Xiao L, Park G, Wang X, Azim AC, Christman JW, van Breemen RB (2008) An improved LC-MS/MS method for the quantification of prostaglandins E(2) and D(2) production in biological fluids. Anal Biochem 372(1):41–51
Masoodi M, Nicolaou A (2006) Lipidomic analysis of twenty-seven prostanoids and isoprostanes by liquid chromatography/electrospray tandem mass spectrometry. Rapid Commun Mass Spectrom 20(20):3023–3029
Takabatake M, Hishinuma T, Suzuki N, Chiba S, Tsukamoto H, Nakamura H, Saga T, Tomioka Y, Kurose A, Sawai T, Mizugaki M (2002) Simultaneous quantification of prostaglandins in human synovial cell-cultured medium using liquid chromatography/tandem mass spectrometry. Prostaglandins Leukot Essent Fatty Acids 67(1):51–56
Zhang JH, Pearson T, Matharoo-Ball B, Ortori CA, Warren AY, Khan R, Barrett DA (2007) Quantitative profiling of epoxyeicosatrienoic, hydroxyeicosatetraenoic, and dihydroxyeicosatetraenoic acids in human intrauterine tissues using liquid chromatography/electrospray ionization tandem mass spectrometry. Anal Biochem 365(1):40–51
Dahl SR, Kleiveland CR, Kassem M, Lea T, Lundanes E, Greibrokk T (2009) Determination of thromboxanes, leukotrienes and lipoxins using high-temperature capillary liquid chromatography-tandem mass spectrometry and on-line sample preparation. J Chromatogr A 1216(22):4648–4654
Schmelzer KR, Kubala L, Newman JW, Kim IH, Eiserich JP, Hammock BD (2005) Soluble epoxide hydrolase is a therapeutic target for acute inflammation. Proc Natl Acad Sci U S A 102(28):9772–9777
Newman JW, Watanabe T, Hammock BD (2002) The simultaneous quantification of cytochrome P450 dependent linoleate and arachidonate metabolites in urine by HPLC-MS/MS. J Lipid Res 43(9):1563–1578
Nithipatikom K, Grall AJ, Holmes BB, Harder DR, Falck JR, Campbell WB (2001) Liquid chromatographic-electrospray ionization-mass spectrometric analysis of cytochrome P450 metabolites of arachidonic acid. Anal Biochem 298(2):327–336
Deems R, Buczynski MW, Bowers-Gentry R, Harkewicz R, Dennis EA (2007) Detection and quantitation of eicosanoids via high performance liquid chromatography-electrospray ionization-mass spectrometry. Methods Enzymol 432:59–82
Mesaros C, Lee SH, Blair IA (2009) Targeted quantitative analysis of eicosanoid lipids in biological samples using liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci 877(26):2736–2745
Yue H, Jansen SA, Strauss KI, Borenstein MR, Barbe MF, Rossi LJ, Murphy E (2007) A liquid chromatography/mass spectrometric method for simultaneous analysis of arachidonic acid and its endogenous eicosanoid metabolites prostaglandins, dihydroxyeicosatrienoic acids, hydroxyeicosatetraenoic acids, and epoxyeicosatrienoic acids in rat brain tissue. J Pharm Biomed Anal 43(3):1122–1134
Blaho VA, Buczynski MW, Brown CR, Dennis EA (2009) Lipidomic analysis of dynamic eicosanoid responses during the induction and resolution of Lyme arthritis. J Biol Chem 284(32):21599–21612
Masoodi M, Mir AA, Petasis NA, Serhan CN, Nicolaou A (2008) Simultaneous lipidomic analysis of three families of bioactive lipid mediators leukotrienes, resolvins, protectins and related hydroxy-fatty acids by liquid chromatography/electrospray ionisation tandem mass spectrometry. Rapid Commun Mass Spectrom 22(2):75–83
Newman JW, Kaysen GA, Hammock BD, Shearer GC (2007) Proteinuria increases oxylipid concentrations in VLDL and HDL but not LDL particles in the rat. J Lipid Res 48(8):1792–1800
Psychogios N, Hau DD, Peng J, Guo AC, Mandal R, Bouatra S, Sinelnikov I, Krishnamurthy R, Eisner R, Gautam B, Young N, Xia J, Knox C, Dong E, Huang P, Hollander Z, Pedersen TL, Smith SR, Bamforth F, Greiner R, McManus B, Newman JW, Goodfriend T, Wishart DS (2011) The human serum metabolome. PLoS One 6(2):e16957
Shearer GC, Harris WS, Pedersen TL, Newman JW (2010) Detection of omega-3 oxylipins in human plasma and response to treatment with omega-3 acid ethyl esters. J Lipid Res 51(8):2074–2081
Cordis GA, Das DK (1991) High-performance liquid chromatographic detection of myocardial prostaglandins and thromboxanes. J Chromatogr 536(1–2):309–317
Otani H, Prasad MR, Jones RM, Das DK (1989) Mechanism of membrane phospholipid degradation in ischemic-reperfused rat hearts. Am J Physiol 257(1 Pt 2):H252–258
Van der Vusse GJ, Reneman RS, van Bilsen M (1997) Accumulation of arachidonic acid in ischemic/reperfused cardiac tissue: possible causes and consequences. Prostaglandins Leukot Essent Fatty Acids 57(1):85–93
Goodfriend TL, Pedersen TL, Grekin RJ, Hammock BD, Ball DL, Vollmer A (2007) Heparin, lipoproteins, and oxygenated fatty acids in blood: a cautionary note. Prostaglandins Leukot Essent Fatty Acids 77(5–6):363–366
Nakamura H, Kim DK, Philbin DM, Peterson MB, Debros F, Koski G, Bonventre JV (1995) Heparin-enhanced plasma phospholipase A2 activity and prostacyclin synthesis in patients undergoing cardiac surgery. J Clin Invest 95(3):1062–1070
Kurokawa K, Tanaka H, Tanaka S, Abe S (2001) Circadian characteristics of urinary leukotriene E(4) in healthy subjects and nocturnal asthmatic patients. Chest 120(6):1822–1828
Nadler JL, Yamamoto JV (1986) Diurnal variation and exercise induced changes of prostacyclin in man. Prostaglandins Leukot Med 22(1):71–78
Rigas B, Levine L (1983) Human salivary eicosanoids: circadian variation. Biochem Biophys Res Commun 115(1):201–205
Rajagopalan S., R. Gudihal, Waddell K (2010) Dynamic MRM: a clear advantage for high-throughput protein quantitation. Agilent Technologies, Inc 2010:5990-5092EN
MacMillan DK, Murphy RC (1995) Analysis of lipid hydroperoxides and long-chain conjugated keto acids by negative ion electrospray mass spectrometry. Journal of the American Society for Mass Spectrometry 6(12):1190–1201
Funk CD, Powell WS (1983) Metabolism of linoleic-acid by prostaglandin endoperoxide synthase from adult and fetal blood-vessels. Biochimica Et Biophysica Acta 754(1):57–71
Hamberg M, Samuelsson B (1980) Stereochemistry in the formation of 9-hydroxy-10,12-octadecadienoic acid and 13-hydroxy-9,11-octadecadienoic acid from linoleic acid by fatty acid cyclooxygenase. Biochim Biophys Acta 617(3):545–547
Tanito M, Yoshida Y, Kaidzu S, Ohira A, Niki E (2006) Detection of lipid peroxidation in light-exposed mouse retina assessed by oxidative stress markers, total hydroxyoctadecadienoic acid and 8-iso-prostaglandin F2alpha. Neurosci Lett 398(1–2):63–68
Quehenberger O, Armando AM, Brown AH, Milne SB, Myers DS, Merrill AH, Bandyopadhyay S, Jones KN, Kelly S, Shaner RL, Sullards CM, Wang E, Murphy RC, Barkley RM, Leiker TJ, Raetz CR, Guan Z, Laird GM, Six DA, Russell DW, McDonald JG, Subramaniam S, Fahy E, Dennis EA (2010) Lipidomics reveals a remarkable diversity of lipids in human plasma. J Lipid Res 51(11):3299–3305
Van Erk MJ, Wopereis S, Rubingh C, van Vliet T, Verheij E, Cnubben NH, Pedersen TL, Newman JW, Smilde AK, van der Greef J, Hendriks HF, van Ommen B (2010) Insight in modulation of inflammation in response to diclofenac intervention: a human intervention study. BMC Med Genomics 3:5
Helmersson J, Basu S (2006) Intra-day variation of in vivo prostaglandin F2alpha formation in healthy subjects. Prostaglandins Other Lipid Mediat 80(1–2):93–99
Entman ML, Michael L, Rossen RD, Dreyer WJ, Anderson DC, Taylor AA, Smith CW (1991) Inflammation in the course of early myocardial ischemia. FASEB J 5(11):2529–2537
Goetzl EJ, Brash AR, Tauber AI, Oates JA, Hubbard WC (1980) Modulation of human neutrophil function by monohydroxy-eicosatetraenoic acids. Immunology 39(4):491–501
Lagarde M, Gualde N, Rigaud M (1989) Metabolic interactions between eicosanoids in blood and vascular cells. Biochem J 257(2):313–320
Jordan JE, Zhao ZQ, Vinten-Johansen J (1999) The role of neutrophils in myocardial ischemia-reperfusion injury. Cardiovasc Res 43(4):860–878
Morykwas MJ, Duell EA, Jennings DA, Ledbetter MS, White WL, Argenta LC (1992) Arachidonic acid metabolites: effects on inflammation of fetal rabbit excisional wounds. Inflammation 16(3):251–258
Van der Ham AC, Kort WJ, Bijma AM, Zijlstra FJ, Vermeer MA, Jeekel J (1990) Eicosanoid profile of healing colon anastomosis and peritoneal macrophages in the rat. Gut 31(7):807–811
Pillai P, Leeson S, Porter T, Owens C, Kim J, Conte M, Serhan C, Gelman S (2011) Chemical mediators of inflammation and resolution in post-operative abdominal aortic aneurysm patients. Inflammation. doi: 2010.1007/s10753-10011-19294-10758
Buczynski MW, Dumlao DS, Dennis EA (2009) Thematic review series: proteomics. An integrated omics analysis of eicosanoid biology. J Lipid Res 50(6):1015–1038
Heidel JR, Taylor SM, Laegreid WW, Silflow RM, Liggitt HD, Leid RW (1989) In vivo chemotaxis of bovine neutrophils induced by 5-lipoxygenase metabolites of arachidonic and eicosapentaenoic acid. Am J Pathol 134(3):671–676
Peters-Golden M, Brock TG (2000) Intracellular compartmentalization of leukotriene biosynthesis. Am J Respir Crit Care Med 161(2 Pt 2):S36–40
Samuelsson B, Dahlen SE, Lindgren JA, Rouzer CA, Serhan CN (1987) Leukotrienes and lipoxins: structures, biosynthesis, and biological effects. Science 237(4819):1171–1176