Measurement of urinary F2-isoprostanes by gas chromatography-mass spectrometry is confounded by interfering substances

Free Radical Research

Volumn 44, Issue 2, 2010, Pages 191-198

  Mas, Emilie ^a   Barden, Anne ^a   Durand, Thierry ^b   Galano, Jean Marie ^b   Croft, Kevin D ^a   Mori, Trevor A ^a  

^a UNIVERSITY OF WESTERN AUSTRALIA   (Australia)

^b UNIVERSITÉ DE MONTPELLIER   (France)

Author keywords

15 F2t IsoP; GC MS; Isoprostanes

Indexed keywords

ACETAMIDE DERIVATIVE; ETHER DERIVATIVE; ISOPROSTANE DERIVATIVE; N,O BIS(TRIMETHYL D9 SILYL)TRIFLUOROACETAMIDE; TRIMETHYLSILYL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DERIVATIZATION; HUMAN; MASS FRAGMENTOGRAPHY; METABOLITE; QUANTITATIVE ANALYSIS; STANDARD; URINALYSIS; URINE; CHEMISTRY; CONFORMATION; REFERENCE VALUE; SYNTHESIS;

F2-ISOPROSTANES; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HUMANS; MOLECULAR CONFORMATION; REFERENCE VALUES;

EID: 74549184543     PISSN: 10715762     EISSN: 10292470     Source Type: Journal    
DOI: 10.3109/10715760903390838     Document Type: Article

References (31)

1. Morrow JD, Awad JA, Kato T, Takahashi K, Badr KF, Roberts LJ, 2nd, Burk RF. Formation of novel non-cycloox-ygenase-derived prostanoids (F2-isoprostanes) in carbon tetrachloride hepatotoxicity. An animal model of lipid peroxi-dation. J Clin Invest 1992;90:2502-2507.
2. Jahn U, Galano JM, Durand T. Beyond prostaglandins - chemistry and biology of cyclic oxygenated metabolites formed by free-radical pathways from polyunsaturated fatty acids. Angew Chem Int Ed Engl 2008;47:5894-5955.
3. Klein T, Reutter F, Schweer H, Seyberth HW, Nusing RM. Generation of the isoprostane 8-epi-prostaglandin F2alpha in vitro and in vivo via the cyclooxygenases. J Pharmacol Exp Ther 1997;282:1658-1665.
4. Montuschi P, Barnes PJ, Roberts LJ, 2nd. Isoprostanes: markers and mediators of oxidative stress. Faseb J 2004;18: 1791-1800.
5. Morrow JD, Awad JA, Boss HJ, Blair IA, Roberts LJ, 2nd. Non-cyclooxygenase-derived prostanoids (F2-isoprostanes) are formed in situ on phospholipids. Proc Natl Acad Sci USA 1992;89:10721-10725.
6. Basu S, Helmersson J. Factors regulating isoprostane formation in vivo. Antioxid Redox Signal 2005;7:221-235.
7. Kadiiska MB, Gladen BC, Baird DD, Germolec D, Graham LB, Parker CE, Nyska A, Wachsman JT, Ames BN, Basu S, Brot N, Fitzgerald GA, Floyd RA, George M, Heinecke JW, Hatch GE, Hensley K, Lawson JA, Marnett LJ, Morrow JD, Murray DM, Plastaras J, Roberts LJ, 2nd, Rokach J, Shigenaga MK, Sohal RS, Sun J, Tice RR, Van Thiel DH, Wellner D, Walter PB, Tomer KB, Mason RP, Barrett JC. Biomarkers of oxidative stress study II: are oxidation products of lipids, proteins, and DNA markers of CCl4 poisoning? Free Radic Biol Med 2005;38:698-710.
8. Wang Z, Ciabattoni G, Creminon C, Lawson J, Fitzgerald GA, Patrono C, Maclouf J. Immunological characterization of urinary 8-epi-prostaglandin F2 alpha excretion in man. J Pharmacol Exp Ther 1995;275:94-100.
9. Helmersson J, Basu S. F2-isoprostane excretion rate and diurnal variation in human urine. Prostaglandins Leukot Essent Fatty Acids 1999;61:203-205.
10. Bessard J, Cracowski JL, Stanke-Labesque F, Bessard G. Determination of isoprostaglandin F2alpha type III in human urine by gas chromatography- electronic impact mass spectro-metry. Comparison with enzyme immunoassay. J Chromatogr B Biomed Sci Appl 2001;754:333-343.
11. Mas E, Michel F, Guy A, Bultel V, Falquet Y, Chardon P, Rossi JC, Cristol JP, Durand T. Quantifi cation of urinary F(2)-isoprostanes with 4(RS)-F(4t)-neuroprostane as an internal standard using gas chromatography-mass spectrom-etry application to polytraumatized patients. J Chromatogr B Analyt Technol Biomed Life Sci 2008;872:133-140.
12. Mori TA, Croft KD, Puddey IB, Beilin LJ. An improved method for the measurement of urinary and plasma F2-isoprostanes using gas chromatography-mass spectrometry. Anal Biochem 1999;268:117-125.
13. Tsikas D, Schwedhelm E, Fauler J, Gutzki FM, Mayatepek E, Frolich JC. Specifi c and rapid quantifi cation of 8-iso-prostag-landin F2alpha in urine of healthy humans and patients with Zellweger syndrome by gas chromatography-tandem mass spec-trometry. J Chromatogr B Biomed Sci Appl 1998;716:7-17.
14. Li H, Lawson JA, Reilly M, Adiyaman M, Hwang SW, Rokach J, FitzGerald GA. Quantitative high performance liquid chromatography/tandem mass spectrometric analysis of the four classes of F(2)-isoprostanes in human urine. Proc Natl Acad Sci USA 1999;96:13381-13386.
15. Bohnstedt KC, Karlberg B, Basun H, Schmidt S. Porous graphitic carbon chromatography-tandem mass spectrometry for the study of isoprostanes in human cerebrospinal fl uid. J Chromatogr B Analyt Technol Biomed Life Sci 2005;827: 39-43.
16. Davies SS, Zackert W, Luo Y, Cunningham CC, Frisard M, Roberts LJ, 2nd. Quantifi cation of dinor,dihydro metabolites of F(2)-isoprostanes in urine by liquid chromatography/ tandem mass spectrometry. Anal Biochem 2006;348:185-191.
17. Proudfoot J, Barden A, Mori TA, Burke V, Croft KD, Beilin LJ, Puddey IB. Measurement of urinary F(2)-isoprostanes as markers of in vivo lipid peroxidation - A comparison of enzyme immunoassay with gas chromatography/mass spectrometry. Anal Biochem 1999;272:209-215.
18. Tsikas D, Schwedhelm E, Suchy MT, Niemann J, Gutzki FM, Erpenbeck VJ, Hohlfeld JM, Surdacki A, Frolich JC. Divergence in urinary 8-iso-PGF(2alpha) (iPF(2alpha)-III, 15-F(2t)-IsoP) levels from gas chromatography-tandem mass spectrometry quantifi cation after thin-layer chromatography and immunoaffi nity column chromatography reveals heterogeneity of 8-iso-PGF(2alpha). Possible methodological, mechanistic and clinical implications. J Chromatogr B Analyt Technol Biomed Life Sci 2003;794:237-255.
19. Oger C, Brinkmann Y, Bouazzaoui S, Durand T, Galano JM. Stereocontrolled access to isoprostanes via a bicyclo[3.3.0] octene framework. Org Lett 2008;10:5087-5090.
20. Tsai IJ, Croft KD, Mori TA, Falck JR, Beilin LJ, Puddey IB, Barden AE. 20-HETE and F2-isoprostanes in the metabolic syndrome: the effect of weight reduction. Free Radic Biol Med 2009;46:263-270.
21. Milne GL, Yin H, Brooks JD, Sanchez S, Jackson Roberts L, 2nd, Morrow JD. Quantifi cation of F2-isoprostanes in biological fl uids and tissues as a measure of oxidant stress. Methods Enzymol 2007;433:113-126.
22. Morrow JD, Roberts LJ, 2nd. Mass spectrometric quan tifi cation of F2-isoprostanes in biological fl uids and tissues as measure of oxidant stress. Methods Enzymol 1999;300:3-12.
23. Nourooz-Zadeh J, Gopaul NK, Barrow S, Mallet AI, Anggard EE. Analysis of F2-isoprostanes as indicators of non-enzymatic lipid peroxidation in vivo by gas chromatography-mass spectrometry: development of a solid-phase extraction procedure. J Chromatogr B Biomed Appl 1995;667:199-208.
24. Lawson JA, Li H, Rokach J, Adiyaman M, Hwang SW, Khanapure SP, FitzGerald GA. Identifi cation of two major F2 isoprostanes, 8,12-iso-and 5-epi-8, 12-iso-isoprostane F2alpha-VI, in human urine. J Biol Chem 1998;273: 29295-29301.
25. Tsikas D. Application of gas chromatography-mass spectrom-etry 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 1998;717:201-245.
26. Waugh RJ, Morrow JD, Roberts LJ, 2nd, Murphy RC. Identifi cation and relative quantitation of F2-isoprostane regioisomers formed in vivo in the rat. Free Radic Biol Med 1997;23:943-954.
27. Fessel JP, Porter NA, Moore KP, Sheller JR, Roberts LJ, 2nd. Discovery of lipid peroxidation products formed in vivo with a substituted tetrahydrofuran ring (isofurans) that are favored by increased oxygen tension. Proc Natl Acad Sci USA 2002;99:16713-16718.
28. Song WL, Lawson JA, Reilly D, Rokach J, Chang CT, Giasson B, FitzGerald GA. Neurofurans, novel indices of oxidant stress derived from docosahexaenoic acid. J Biol Chem 2008;283:6-16.
29. VanRollins M, Woltjer RL, Yin H, Morrow JD, Montine TJ. F2-dihomo-isoprostanes arise from free radical attack on adrenic acid. J Lipid Res 2008;49:995-1005.
30. Musiek ES, Cha JK, Yin H, Zackert WE, Terry ES, Porter NA, Montine TJ, Morrow JD. Quantifi cation of F-ring isoprostane-like compounds (F4-neuroprostanes) derived from docosa-hexaenoic acid in vivo in humans by a stable isotope dilution mass spectrometric assay. J Chromatogr B Analyt Technol Biomed Life Sci 2004;799:95-102.
31. Lee CY, Jenner AM, Halliwell B. Rapid preparation of human urine and plasma samples for analysis of F2-isoprostanes by gas chromatography-mass spectrometry. Biochem Biophys Res Commun 2004;320:696-702.