並列タイトル等脂質過酸化反応において金属触媒による2-アルケナールの酸化は、遺伝毒性を有する4-オキソ-2-アルケナールを生成する
Metal-catalyzed formation of 4-oxo-2-alkenals
タイトル(掲載誌)Bioscience, Biotechnology, and Biochemistry
一般注記Lipid peroxidation products react with cellular molecules, such as DNA bases, to form covalent adducts, which are associated with aging and disease processes. Since lipid peroxidation is a complex process and occurs in multiple stages, there might be yet unknown reaction pathways. Here, we analyzed comprehensively 2’-deoxyguanosine (dG) adducts with oxidized arachidonic acid using liquid chromatography-tandem mass spectrometry and found the formation of 7-(2-oxo-hexyl)-etheno-dG as one of the major unidentified adducts. The formation of this adduct was reproduced in the reaction of dG with 2-octenal and predominantly with 4-oxo-2-octenal (OOE). We also found that other 2-alkenals (with five or more carbons) generate corresponding 4-oxo-2-alkenal-type adducts. Importantly, it was found that transition metals enhanced the oxidation of C4-position of 2-octenal, leading to the formation of OOE-dG adduct. These findings demonstrated a new pathway for the formation of 4-oxo-2-alkenals during lipid peroxidation and might provide a mechanism for metal-catalyzed genotoxicity.
DOIinfo:doi/10.1080/09168451.2016.1191334
コレクション(個別)国立国会図書館デジタルコレクション > デジタル化資料 > 博士論文
受理日(W3CDTF)2018-06-04T01:14:06+09:00
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