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

Persistent ID (NDL): info:ndljp/pid/11099681

Material type: 博士論文

Author: Nuka, Erikaほか

Publisher: Taylor & Francis|Japan Society for Bioscience, Biotechnology, and Agrochemistry

Publication date: 2016-06-07

Material Format: Digital

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Name of awarding university/degree: 徳島大学,博士（栄養学）

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Note (General)：: Lipid peroxidation products react with cellular molecules, such as DNA bases, to form covalent adducts, which are associated with aging and disease pr...

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Material Type: 博士論文
ISSN: 0916-8451
Title: Metal-catalyzed oxidation of 2-alkenals generates genotoxic 4-oxo-2-alkenals during lipid peroxidation
Volume: 80 10
Author/Editor: Nuka, Erika
Tomono, Susumu
Ishisaka, Akari
Kato, Yoji
Miyoshi, Noriyuki
Kawai, Yoshichika
Author Heading: Nuka, Erika
Tomono, Susumu
Ishisaka, Akari
Kato, Yoji
Miyoshi, Noriyuki
Kawai, Yoshichika
Publication, Distribution, etc.: Taylor & Francis|Japan Society for Bioscience, Biotechnology, and Agrochemistry
Publication Date: 2016-06-07
Publication Date (W3CDTF): 2016-06-07
Alternative Title: 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
Periodical title: Bioscience, Biotechnology, and Biochemistry
Degree grantor/type: 徳島大学
Date Granted: 2018-03-23
Date Granted (W3CDTF): 2018-03-23
Dissertation Number: 甲第3147号
Degree Type: 博士（栄養学）
Conferring No. (Dissertation): 甲第3147号
Text Language Code: eng
Subject Heading: Lipid peroxidation
DNA adducts
LC-MS/MS
4-oxo-2-alkenals
transition metals
Target Audience: 一般
Note (General): 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.
DOI: info:doi/10.1080/09168451.2016.1191334
https://doi.org/info:doi/10.1080/09168451.2016.1191334
Persistent ID (NDL): info:ndljp/pid/11099681
https://dl.ndl.go.jp/pid/11099681
Collection: 障害者向け資料
Collection (Materials For Handicapped People:1): テキストデータ
Collection (particular): 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
https://dl.ndl.go.jp/collections/A00014
Acquisition Basis: 博士論文（自動収集）
Date Accepted (W3CDTF): 2018-06-04T01:14:06+09:00
Format (IMT): application/pdf
Access Restrictions: 国立国会図書館内限定公開
Service for the Digitized Contents Transmission Service: 図書館・個人送信対象外
Availability of remote photoduplication service: 可
Periodical Title (URI): http://repo.lib.tokushima-u.ac.jp/111621
Data Provider (Database): 国立国会図書館 : 国立国会図書館デジタルコレクション
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