title: Fluorescence formation from the interaction of DNA with lipid oxidation degradation products.
abstract: To clarify the mechanism of fluorescence formation between DNA and lipid degradation products in the presence of ferric chloride and ascorbic acid, a number of carbonyl compounds and decomposition products of pure methyl linolenate hydroperoxides were examined. Keto derivatives of methyl ricinoleate, linoleate, and oleate, alkanals and 2-alkenals produced little or no fluorescence with DNA in the presence of ferric chloride-ascorbic acid. 2,4-Alkadienals were more active and 2,4,7-decatrienal was the most active. Mixtures of volatile aldehydes prepared from linolenate hydroperoxide decomposed either thermally or with iron and ascorbate had the same activity as 2,4,7-decatrienal. Higher molecular-weight products from the decomposition of methyl linolenate hydroperoxides showed relatively low activity. beta-Carotene, alpha-tocopherol and other antioxidants effectively reduced the amount of fluorescence formed by linolenate hydroperoxides. The results suggest that, in addition to hydroperoxide decomposition products, singlet oxygen and/or free radical species contribute significantly to the fluorescence formed from the interaction of methyl linolenate hydroperoxides with DNA in the presence of ferric chloride and ascorbic acid.
mesh_terms: D000447:Aldehydes; D000975:Antioxidants; D001205:Ascorbic Acid; D002338:Carotenoids; D055598:Chemical Phenomena; D002621:Chemistry; D002712:Chlorides; D004247:DNA; D005290:Ferric Compounds; D005609:Free Radicals; D005740:Gases; D008054:Lipid Peroxides; D010100:Oxygen; D013050:Spectrometry, Fluorescence; D014810:Vitamin E; D019207:beta Carotene
chemical_list: D000447:Aldehydes; D000975:Antioxidants; D002712:Chlorides; D005290:Ferric Compounds; D005609:Free Radicals; D005740:Gases; D008054:Lipid Peroxides; D019207:beta Carotene; D014810:Vitamin E; D002338:Carotenoids; D004247:DNA; D001205:Ascorbic Acid; D010100:Oxygen; C024555:ferric chloride