5-Bromo-2'-deoxycytidine-a potential DNA photosensitizer.
Org Biomol Chem
; 14(39): 9312-9321, 2016 Oct 04.
Article
em En
| MEDLINE
| ID: mdl-27714178
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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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Oligonucleotídeos
/
Bromodesoxicitidina
/
DNA
/
Fármacos Fotossensibilizantes
Idioma:
En
Ano de publicação:
2016
Tipo de documento:
Article