DNA base oxidation is considered to be a key event associated with disease initiation and progression in humans. Peroxyl radicals (ROO•) are important oxidants found in cells whose ability to react with the DNA bases has not been characterized extensively. In this paper, the products resulting from ROO• oxidation of the DNA bases are determined by gas chromatography/MS in comparison with authentic standards. ROO• radicals oxidize adenine and guanine to their 8-hydroxy derivatives, which are considered biomarkers of hydroxyl radical (HO•) oxidations in cells. ROO• radicals also oxidize adenine to its hydroxylamine, a previously unidentified product. ROO• radicals oxidize cytosine and thymine to the monohydroxy and dihydroxy derivatives that are formed by oxidative damage in cells. Identical ROO• oxidation profiles are observed for each base when exposed as deoxyribonucleosides, monohomopolymers and base-paired dihomopolymers. These results have significance for the development, utilization and interpretation of DNA base-derived biomarkers of oxidative damage associated with disease initiation and propagation, and support the idea that the mutagenic potential of N-oxidized bases, when generated in cellular DNA, will require careful evaluation. Adenine hydroxylamine is proposed as a specific molecular probe for the activity of ROO• in cellular systems.
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October 1998
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Research Article|
October 15 1998
Oxidation of DNA bases, deoxyribonucleosides and homopolymers by peroxyl radicals
Tiberiu SIMANDAN;
Tiberiu SIMANDAN
1Department of Pharmaceutical Sciences, Medical University of South Carolina, 171 Ashley Avenue, Charleston, SC 29425-2303, U.S.A.
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Jing SUN;
Jing SUN
1Department of Pharmaceutical Sciences, Medical University of South Carolina, 171 Ashley Avenue, Charleston, SC 29425-2303, U.S.A.
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Thomas A. DIX
Thomas A. DIX
1
1Department of Pharmaceutical Sciences, Medical University of South Carolina, 171 Ashley Avenue, Charleston, SC 29425-2303, U.S.A.
1To whom correspondence should be addressed (e-mail dixta@musc.edu).
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Publisher: Portland Press Ltd
Received:
April 23 1998
Revision Received:
July 06 1998
Accepted:
August 03 1998
Online ISSN: 1470-8728
Print ISSN: 0264-6021
The Biochemical Society, London © 1998
1998
Biochem J (1998) 335 (2): 233–240.
Article history
Received:
April 23 1998
Revision Received:
July 06 1998
Accepted:
August 03 1998
Citation
Tiberiu SIMANDAN, Jing SUN, Thomas A. DIX; Oxidation of DNA bases, deoxyribonucleosides and homopolymers by peroxyl radicals. Biochem J 15 October 1998; 335 (2): 233–240. doi: https://doi.org/10.1042/bj3350233
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