Product analysis of photooxidation in isolated quadruplex DNA; 8-oxo-7,8-dihydroguanine and its oxidation product at 3′-G are formed instead of 2,5-diamino-4H-imidazol-4-one

Masayuki Morikawa; Katsuhito Kino; Takanori Oyoshi; Masayo Suzuki; Takanobu Kobayashi; Hiroshi Miyazawa

doi:10.1039/C3RA44290J

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Product analysis of photooxidation in isolated quadruplex DNA; 8-oxo-7,8-dihydroguanine and its oxidation product at 3′-G are formed instead of 2,5-diamino-4H-imidazol-4-one†

Masayuki Morikawa,^a Katsuhito Kino,*^a Takanori Oyoshi,^b Masayo Suzuki,^a Takanobu Kobayashi^a and Hiroshi Miyazawa^a

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* Corresponding authors

^a Kagawa School of Pharmaceutical Sciences, Tokushima Bunri University, 1314-1 Shido, Sanuki, Kagawa 769-2193, Japan
E-mail: kkino@kph.bunri-u.ac.jp
Fax: +81-87-894-0181
Tel: +81-87-894-5111

^b Faculty of Science, Department of Chemistry, Shizuoka University, 836 Ohya, Suruga, Shizuoka 422-8529, Japan

Abstract

The formation of quadruplex structure changed the site reactivity and the kinds of guanine photooxidation products of d(TGGGGT). In quadruplex DNA, 8-oxo-7,8-dihydroguanine (8oxoG) and dehydroguanidinohydantoin (Ghox) were mainly formed, although 2,5-diamino-4H-imidazol-4-one (Iz) was mainly formed in single-stranded DNA. In addition, 3′-guanine was specifically oxidized in quadruplex DNA compared with single-stranded DNA, which depended on the localization of the HOMO.

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DOI: https://doi.org/10.1039/C3RA44290J
Article type: Communication
Submitted: 09 Aug 2013
Accepted: 25 Oct 2013
First published: 28 Oct 2013
This article is Open Access

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RSC Adv., 2013,3, 25694-25697

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Product analysis of photooxidation in isolated quadruplex DNA; 8-oxo-7,8-dihydroguanine and its oxidation product at 3′-G are formed instead of 2,5-diamino-4H-imidazol-4-one

M. Morikawa, K. Kino, T. Oyoshi, M. Suzuki, T. Kobayashi and H. Miyazawa, RSC Adv., 2013, 3, 25694 DOI: 10.1039/C3RA44290J

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Product analysis of photooxidation in isolated quadruplex DNA; 8-oxo-7,8-dihydroguanine and its oxidation product at 3′-G are formed instead of 2,5-diamino-4H-imidazol-4-one†

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Product analysis of photooxidation in isolated quadruplex DNA; 8-oxo-7,8-dihydroguanine and its oxidation product at 3′-G are formed instead of 2,5-diamino-4H-imidazol-4-one

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