Gas chromatographic analysis of reactive carbonyl compounds formed from lipids upon UV-irradiation

Lipids
K J Dennis, T Shibamoto

Abstract

Peroxidation of lipids produces carbonyl compounds; some of these, e.g., malonaldehyde and 4-hydroxynonenal, are genotoxic because of their reactivity with biological nucleophiles. Analysis of the reactive carbonyl compounds is often difficult. The methylhydrazine method developed for malonaldehyde analysis was applied to simultaneously measure the products formed from linoleic acid, linolenic acid, arachidonic acid, and squalene upon ultraviolet-irradiation (UV-irradiation). The photoreaction products, saturated monocarbonyl, alpha,beta-unsaturated carbonyls, and beta-dicarbonyls, were derivatized with methylhydrazine to give hydrazones, pyrazolines, and pyrazoles, respectively. The derivatives were analyzed by gas chromatography and gas chromatography-mass spectrometry. Lipid peroxidation products identified included formaldehyde, acetaldehyde, acrolein, malonaldehyde, n-hexanal, and 4-hydroxy-2-nonenal. Malonaldehyde levels formed upon 4 hr of irradiation were 0.06 micrograms/mg from squalene, 2.4 micrograms/mg from linolenic acid, and 5.7 micrograms/mg from arachidonic acid. Significant levels of acrolein (2.5 micrograms/mg) and 4-hydroxy-2-nonenal (0.17 micrograms/mg) were also produced from arachidonic acid upon 4 hr irra...Continue Reading

References

May 1, 1989·Photochemistry and Photobiology·K J Dennis, T Shibamoto
Jun 1, 1969·Analytical Biochemistry·H BarreraA L Tappel

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Citations

Oct 28, 2004·Lipids·Kazutoshi Fujioka, Takayuki Shibamoto
Sep 15, 1994·Biochimica Et Biophysica Acta·A Mlakar, G Spiteller
Mar 18, 1994·Journal of Chromatography. B, Biomedical Applications·S E EbelerT Shibamoto
Dec 22, 1999·The Plant Journal : for Cell and Molecular Biology·N DeightonB Williamson
Dec 21, 2010·The Journal of Biological Chemistry·Yasuo YamauchiYukihiro Sugimoto
Sep 15, 1995·Journal of Chromatography. B, Biomedical Applications·M Kinter
Feb 8, 2006·Environmental Toxicology·Kazutoshi Fujioka, Takayuki Shibamoto
Aug 9, 2011·Molecular Nutrition & Food Research·Riyi ShiWenjing Sun
Aug 15, 1992·Analytical Biochemistry·S E EbelerT Shibamoto
Sep 8, 2004·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·T IchinoseT Shibamoto
Feb 25, 2006·Journal of Pharmaceutical and Biomedical Analysis·T Shibamoto
Aug 27, 2005·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·H MatsufujiT Shibamoto
Aug 8, 2015·Journal of Toxicology and Environmental Health. Part a·Dong Hyun KimByung-Mu Lee
Jan 19, 2006·Critical Reviews in Toxicology·Peter J O'BrienNandita Shangari
Jul 20, 2002·Experimental and Molecular Pathology·Pamela B AsaRobert F Garry
May 9, 2001·Biochimica Et Biophysica Acta·M J Picklo, T J Montine
Dec 14, 2006·Free Radical Research·Dalal A Al-MutairiLudmil T Benov
Dec 17, 2020·Comprehensive Reviews in Food Science and Food Safety·Xuxia ZhouYongning Wu
Jun 2, 2007·Journal of Agricultural and Food Chemistry·John A BenedetTakayuki Shibamoto
Oct 20, 2021·International Journal of Cosmetic Science·Hitoshi MasakiTokuro Iwabuchi

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