High Performance Liquid Chromatography/Electron Spin Resonance/Mass Spectrometry Analyses of Lipid-Derived Radicals
High performance liquid chromatography/electron spin resonance/mass spectrometry (HPLC/ EPR/MS) analyses of radicals is performed for the reaction mixture of 13-hydroperoxy-(9Z,11E)-octadeca-9,11-dienoic acid (13ZE-OOH) with ferrous ions under an aerobic condition, or an anaerobic condition. Radicals are identified from 13ZE-OOH by using high performance liquid chromatography/electron spin resonance spectrometry (HPLC/EPR) and HPLC/EPR/MS. The pentyl radical and isomers of epoxylinoleic acid radicals from 13ZE-OOH are identified under an anaerobic condition and the 7-carboxyheptyl radical and pentyl radical from 13ZE-OOH under an aerobic condition. These results suggest that the formation of the respective radical species depends to a great extent on oxygen concentration in the reaction mixtures.
Key words:Lipid peroxidation HPLC/EPR/MS HPLC/EPR Free radicals Linoleic acid
- 1.Li, A.S.W., Cummings, K.B., Roethling, H.P., Buettner, G.R., and Chignell, C.F. (1988) A spin-trapping database implemented on the IBM PC/AT. J. Magn. Reson., 79, 140–142.Google Scholar
- 2.Rokushika, S., Taniguchi, H., and Hatano, H. (1975) Flow ESR detector for liquid chromatography of radicals. Anal. Lett., 8, 205–213.Google Scholar
- 3.Makino, K., and Hatano, H. (1979) Separation and characterization of short-lived radicals in DL-methionine aqueous solution by high speed liquid chromatograph equipped with ESR spectrometer. Chem. Lett., 119ñ122.Google Scholar
- 6.Iwahashi, H., Hirai, T., and Kumamoto, K. (2006) High performance liquid chromatography/electron spin resonance/mass spectrometry analyses of radicals formed in anaerobic reaction of 9- (or 13-) hydroperoxide octadecadienoic acids with ferrous ions. J. Chromotogr. A, 1132, 67–75.CrossRefGoogle Scholar
- 10.Iwahashi, H., Deterding, L.J., Parker, C.E., Mason, R.P., and Tomer, K.B. (1996) Identification of radical adducts formed in the reactions of unsaturated fatty acids with soybean lipoxygenase uing continuous flow fast atom bombardment with tandem mass spectrometry. Free Radic. Res., 25, 255–274.CrossRefPubMedGoogle Scholar