Determination of trans-arachidonic acid isomers in human blood plasma

Analytical Biochemistry

Volumn 332, Issue 1, 2004, Pages 137-144

  Zghibeh, Chaza M ^a   Raj Gopal, V ^b   Poff, Candace D ^a   Falck, J R ^b   Balazy, Michael ^a  

^a NEW YORK MEDICAL COLLEGE   (United States)

^b UNIVERSITY OF TEXAS AT DALLAS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ASCORBIC ACID; ESTERS; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOMERIZATION; NITROGEN OXIDES; PLASMA (HUMAN); UNSATURATED FATTY ACIDS;

ARACHIDONIC ACID ISOMERS; CIS-TRANS ISOMERIZATION; HUMAN BLOOD PLASMAS; ISOTOPIC DILUTION; LABELED INTERNAL STANDARDS; MEAN CONCENTRATIONS; NITRITE OXIDATIONS; PARTIAL SEPARATION;

ISOMERS;

ARACHIDONIC ACID; BROMINE DERIVATIVE; DEUTERIUM; FATTY ACID; ISOTOPE; PENTAFLUOROBENZYL BROMIDE; UNCLASSIFIED DRUG;

ADULT; AGED; ARTICLE; CONCENTRATION (PARAMETERS); DILUTION; ESTERIFICATION; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; ISOMER; MALE; MASS SPECTROMETRY; NORMAL HUMAN; PLASMA; PRIORITY JOURNAL; PURIFICATION; QUANTITATIVE ANALYSIS; SEPARATION TECHNIQUE; STANDARDIZATION;

EID: 4143144321     PISSN: 00032697     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ab.2004.04.030     Document Type: Article

References (30)

1. Morrow J.D., Roberts L.J. The isoprostanes: unique bioactive products of lipid peroxidation. Prog. Lipid Res. 36:1997;1-21
2. Ferreri C., Faraone Mennella M.R., Formisano C., Landi L., Chatgilialoglu C. Arachidonate geometrical isomers generated by thiyl radicals: the relationship with trans lipids detected in biological samples. Free Radicals Biol. Med. 33:2002;1516-1526
3. Jiang H., Kruger N., Lahiri D.R., Wang D., Vatèle J.M., Balazy M. Nitrogen dioxide induces cis-trans isomerization of arachidonic acid within cellular phospholipids. Detection of trans-arachidonic acids in vivo. J. Biol. Chem. 274:1999;16235-16241
4. Balazy M., Poff C.D. Biological nitration of arachidonic acid. Current Vasc. Pharm. 2:2004;81-93
5. 2-induced membrane oxidation and nitration. Free Radicals Biol. Med. 34:2003;720-733
6. 2) and the severity of virus-induced asthma in children. Lancet. 361:2003;1939-1944
7. Strand V., Rak S., Svartengren M., Bylin G. Nitrogen dioxide exposure enhances asthmatic reaction to inhaled allergen in subjects with asthma. Am. J. Respir. Crit. Care Med. 155:1997;881-887
8. Ichinose T., Fujii K., Sagai M. Experimental studies on tumor promotion by nitrogen dioxide. Toxicology. 67:1991;211-225
9. Augusto O., Bonini M.G., Amanso A.M., Linares E., Santos C.C., De Menezes S.L. Nitrogen dioxide and carbonate radical anion: two emerging radicals in biology. Free Radic. Biol. Med. 32:2002;841-859
10. Halliwell B., Hu M.L., Louie S., Duvall T.R., Tarkington B.K., Motchnik P., Cross C.E. Interaction of nitrogen dioxide with human plasma. Antioxidant depletion and oxidative damage. FEBS Lett. 313:1992;62-66
11. Pryor W.A., Lightsey J.W., Church D.F. Reaction of nitrogen dioxide with alkenes and polyunsaturated fatty acids: addition and hydrogen abstraction mechanisms. J. Am. Chem. Soc. 104:1982;6685-6692
12. Litchfield C., Harlow R.D., Isbell A.F., Reiser R. Cis-trans isomerization of oleic acid by nitrous acid. J. Am. Oil Chem. Soc. 42:1965;73-78
13. Krishna U.M., Reddy M.M., Xia J., Falck J.R., Balazy M. Stereospecific synthesis of trans-arachidonic acids. Bioorg. Med. Chem. Lett. 11:2001;2415-2418
14. 14C]arachidonic acid. Chem. Phys. Lipids. 78:1995;71-80
15. Balazy M. Metabolism of 5,6-epoxyeicosatrienoic acid by the human platelet. Formation of novel thromboxane analogs. J. Biol. Chem. 266:1991;23561-23567
16. Sébédio J.L., Juaneda P., Gregoire S., Chardigny J.M., Martin J.C., Ginies C. Geometry of conjugated double bonds of CLA isomers in a commercial mixture and in their hepatic 20:4 metabolites. Lipids. 34:1999;1319-1325
17. Balazy M. Trans-arachidonic acids: new mediators of inflammation. J. Physiol. Pharmacol. 51:2000;597-607
18. Ratnayake W.M., Chen Z.Y., Pelletier G., Weber D. Occurrence of 5c,8c,11c,15t-eicosatetraenoic acid and other unusual polyunsaturated fatty acids in rats fed partially hydrogenated canola oil. Lipids. 29:1994;707-714
19. Beyers E.C., Emken E.A. Metabolites of cis, trans, and trans cis isomers of linoleic acid in mice and incorporation into tissue lipids. Biochim. Biophys. Acta. 1082:1991;275-284
20. Sébédio J.L., Chardigny J.M. Sébédio J.L., Christie W.W. Trans fatty acids in human nutrition. 1998;191-215 The Oily Press, Dundee
21. Pratico D., Barry O.P., Lawson J., Adiyaman M., Hwang S.W., Khanapure S.P., Iuliano L., Rokach J., FitzGerald G.A. IPF2. α -I: An index of lipid peroxidation in humans Proc. Natl. Acad. Sci. USA. 95:1998;3449-3454
22. 2-isoprostanes) in smokers. Smoking as a cause of oxidative damage. N. Engl. J. Med. 332:1995;1198-1203
23. 2-isoprostane levels. Free Radicals Biol. Med. 28:2000;806-814
24. Praticò D., Lawson J.A., Rokach J., FitzGerald G.A. The isoprostanes in biology and medicine. Trends Endocrinol. Metab. 12:2001;243-247
25. 15N]nitrate in biological fluids. Anal. Biochem. 126:1982;131-138
26. Moshage H., Kok B., Huizenga J.R., Jansen P.L. Nitrite and nitrate determinations in plasma: a critical evaluation. Clin. Chem. 41:1995;892-896
27. van der Vliet A., Eiserich J.P., Halliwell B., Cross C.E. Formation of reactive nitrogen species during peroxidase-catalyzed oxidation of nitrite. A potential additional mechanism of nitric oxide-dependent toxicity. J. Biol. Chem. 272:1997;7617-7625
28. Cammack R., Joannou C.L., Cui X.Y., Torres M.C., Maraj S.R., Hughes M.N. Nitrite and nitrosyl compounds in food preservation. Biochim. Biophys. Acta. 1411:1999;475-488
29. Bian K., Gao Z., Weisbrodt N., Murad F. The nature of heme/iron-induced protein tyrosine nitration. Proc. Natl. Acad. Sci. USA. 100:2003;5712-5717
30. Heipieper H.J., Meinhardt F., Segura A. The cis-trans isomerase of unsaturated fatty acids in Pseudomonas and Vibrio: biochemistry, molecular biology and physiological function of a unique stress adaptive mechanism. FEMS Microbiol. Lett. 229:2003;1-7