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Abstract
A double-stranded oligonucleotide, 80 base pairs in length, was multiply labeled with 5-bromo-2′-deoxycytidine (BrdC) using polymerase chain reaction (PCR). The modified oligonucleotide was irradiated with 300 nm photons and its damage was assayed by employing DHPLC, LC-MS and denaturing polyacrylamide gel electrophoresis (PAGE). Two types of damage were demonstrated, namely, single strand breaks (SSBs) and intrastrand cross-links (ICLs); the ICLs were in the form of d(G^C) and d(C^C) dimers. The former species are probably formed due to photoinduced electron transfer between the photoexcited BrdC and the ground state 2′-deoxyguanosine (dG), whereas the latter is a result of a cycloaddition reaction. Since SSBs and ICLs are potentially lethal to the cell, BrdC could be considered as a nucleoside with possible clinical applications.
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Authors (4)
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Magdalena Zdrowowicz
- Uniwersytet Gdański/Wydział Chemii Chemii Fizycznej
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Janusz Rak Prof.
- Uniwersytet Gdański/Wydział Chemii Chemii Fizycznej
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- Publication version
- Accepted or Published Version
- DOI:
- Digital Object Identifier (open in new tab) 10.1039/c6ob01446a
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- Category:
- Articles
- Type:
- artykuł w czasopiśmie wyróżnionym w JCR
- Published in:
-
ORGANIC & BIOMOLECULAR CHEMISTRY
no. 14,
edition 39,
pages 9312 - 9321,
ISSN: 1477-0520 - Language:
- English
- Publication year:
- 2016
- Bibliographic description:
- Zdrowowicz M., Wityk P., Michalska B., Rak J.: 5-Bromo-2′-deoxycytidine—a potential DNA photosensitizer// ORGANIC & BIOMOLECULAR CHEMISTRY. -Vol. 14, iss. 39 (2016), s.9312-9321
- DOI:
- Digital Object Identifier (open in new tab) 10.1039/c6ob01446a
- Verified by:
- Gdańsk University of Technology
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