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ID 111621
タイトル別表記
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
著者
額, 惠理香 徳島大学大学院栄養生命科学教育部(人間栄養科学専攻)
Tomono, Susumu University of Shizuoka
Ishisaka, Akari University of Hyogo
Kato, Yoji University of Hyogo
Miyoshi, Noriyuki University of Shizuoka
キーワード
Lipid peroxidation
DNA adducts
LC-MS/MS
4-oxo-2-alkenals
transition metals
資料タイプ
学位論文
抄録
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.
掲載誌名
Bioscience, Biotechnology, and Biochemistry
ISSN
09168451
13476947
cat書誌ID
AA10824164
出版者
Taylor & Francis|Japan Society for Bioscience, Biotechnology, and Agrochemistry
80
10
開始ページ
2007
終了ページ
2013
発行日
2016-06-07
備考
内容要旨・審査要旨・論文本文の公開
本論文は, 著者Erika Nukaの学位論文として提出され, 学位審査・授与の対象となっている。
This is an Accepted Manuscript of an article published by Taylor & Francis in Bioscience, Biotechnology, and Biochemistry on 07/06/2016, available online: http://www.tandfonline.com/10.1080/09168451.2016.1191334.
権利情報
© 2016 Japan Society for Bioscience, Biotechnology, and Agrochemistry
EDB ID
出版社版DOI
出版社版URL
フルテキストファイル
言語
eng
著者版フラグ
博士論文全文を含む
文科省報告番号
甲第3147号
学位記番号
甲栄第256号
学位授与年月日
2018-03-23
学位名
博士(栄養学)
学位授与機関
徳島大学
部局
医学系