Metal-catalyzed oxidation of 2-alkenals generates genotoxic 4-oxo-2-alkenals during lipid peroxidation

• 資料種別: 博士論文
• タイトル: Metal-catalyzed oxidation of 2-alkenals generates genotoxic 4-oxo-2-alkenals during lipid peroxidation
• 著者・編者: Nuka, Erika; Tomono, Susumu; Ishisaka, Akari; Kato, Yoji; Miyoshi, Noriyuki; Kawai, Yoshichika
• 著者標目: Nuka, Erika; Tomono, Susumu; Ishisaka, Akari; Kato, Yoji; Miyoshi, Noriyuki; Kawai, Yoshichika
• 出版事項: Taylor & Francis|Japan Society for Bioscience, Biotechnology, and Agrochemistry
• 出版年月日等: 2016-06-07
• 出版年（W3CDTF）: 2016-06-07
• 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
• 巻号年月日等（掲載誌）: 80 10
• 掲載巻: 80
• 掲載号: 10
• 掲載ページ: 2007-2013
• ISSN（掲載誌）: ISSN : 0916-8451; ISSN : 1347-6947
• 授与機関名: 徳島大学
• 授与年月日: 2018-03-23
• 報告番号: 甲第3147号
• 学位: 博士（栄養学）
• 本文の言語コード: eng
• 件名標目: Lipid peroxidation; DNA adducts; LC-MS/MS; 4-oxo-2-alkenals; transition metals
• 対象利用者: 一般
• 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.
• 記録形式（IMT）: application/pdf
• オンライン閲覧公開範囲: インターネット公開
• 著作権情報: © 2016 Japan Society for Bioscience, Biotechnology, and Agrochemistry
• 関連情報（DOI）: 10.1080/09168451.2016.1191334
• 連携機関・データベース: 国立情報学研究所 : 学術機関リポジトリデータベース（IRDB）（機関リポジトリ）; https://irdb.nii.ac.jp
• 提供元機関・データベース: 徳島大学 : 徳島大学機関リポジトリ

目次

http://repo.lib.tokushima-u.ac.jp/files/public/11/111621/20180516134131856759/k3147_abstract_review.pdf fulltext

http://repo.lib.tokushima-u.ac.jp/files/public/11/111621/20180516163402304369/k3147_fulltext.pdf fulltext