期刊
ELECTROANALYSIS
卷 32, 期 1, 页码 19-28出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/elan.201900223
关键词
7-methylguanine; DNA-methylation; glassy carbon electrode; DNA-electrochemical biosensor
资金
- Fundacao de Amparo a Ciencia e Tecnologia do Estado de Pernambuco (FACEPE) [PPP/FACEPE/CNPq/APQ-0535-1.06/14]
- Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq) [MCTI/CNPQ/Universal/APQ-456725/2014-8, MCTI/CNPQ/Universal/APQ-422757/2018-7]
- FACEPE
- PIBIC-FACEPE
- PIBITI-CNPq-UFRPE
This work presents a study of the electrochemical oxidation of 7-methylguanine (7-mGua) in aqueous solution at glassy carbon electrode by cyclic voltammetry, differential pulse voltammetry, square wave voltammetry and electrochemical impedance spectrometry. The anodic behaviour of 7-mGua was compared with the electro-oxidation of guanine and 7-methylguanosine. The results demonstrated that the methyl and ribose groups are not electroactive but strongly influence the oxidation mechanism of these species. The oxidation of 7-mGua occurred in a single pH-dependent step, with the withdrawal of two electrons and two protons of C8, to form 8-oxo-7-methylguanine, while the electro-oxidation of 7-methylguanosine also occurred in a single pH-dependent step, however, with the withdrawal of one electron and one proton of C8 to form a hydroxylated product, since its oxidation to 8-oxo-7-methylguanosine is hindered by the presence of the pendant groups. In addition, the oxidation of 7-mGua was investigated in the presence of DNA and DNA-bases, leading to the conclusion that the formation of 7-mGua, from an interaction of DNA with an alkylating agent, would cause an increase on the deoxyguanosine peak current of the DNA-biosensor, with no interference of any free DNA bases, which demonstrated that DNA-electrochemical biosensors find application on detecting DNA methylation, opening a new avenue for applications of DNA biosensors.
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