ID 111121
Author
Nuka, Erika Tokushima University
Tomono, Susumu University of Shizuoka
Ishisaka, Akari University of Hyogo
Kato, Yoji University of Hyogo
Miyoshi, Noriyuki University of Shizuoka
Content Type
Journal Article
Description
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.
Journal Title
Bioscience, Biotechnology, and Biochemistry
ISSN
13476947
09168451
NCID
AA12018610
AA10824164
Publisher
Taylor & Francis
Volume
80
Issue
10
Start Page
2007
End Page
2013
Published Date
2016-06-07
Rights
© 2016 Japan Society for Bioscience, Biotechnology, and Agrochemistry. This is an Accepted Manuscript of an article published by Taylor & Francis in Bioscience, Biotechnology, and Biochemistry on 07 Jun 2016, available online: http://www.tandfonline.com/10.1080/09168451.2016.1191334
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DOI (Published Version)
URL ( Publisher's Version )
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language
eng
TextVersion
Author
departments
Medical Sciences