Methoxyphenol and Dihydrobenzofuran as Oxidizable Labels for Electrochemical Detection of DNA

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Authors

SIMONOVA Anna BÁLINTOVÁ Jarmila POHL Radek HAVRAN Luděk FOJTA Miroslav HOCEK Michal

Year of publication 2014
Type Article in Periodical
Magazine / Source CHEMPLUSCHEM
MU Faculty or unit

Central European Institute of Technology

Citation
Web http://onlinelibrary.wiley.com/doi/10.1002/cplu.201402194/full
Doi http://dx.doi.org/10.1002/cplu.201402194
Field Electrochemistry
Keywords DNA; electrochemistry; nucleotides; polymerase chain reactions; redox labeling
Description 4-Hydroxy-3-methoxyphenyl (MOP) and 2,3-dihydrobenzofuran-5-yl (DHB) groups were tested as potential new oxidizable labels for electrochemical detection of DNA. The corresponding 5-aryl-cytosine and 7-aryl-7-deazaadenine 2-deoxyribonucleoside triphosphates (dNTPs) were prepared by the Suzuki coupling of halogenated dNTPs or by triphosphorylation of modified nucleosides, and were incorporated enzymatically into DNA by polymerase. In parallel, the electrochemical behavior of the labeled nucleosides, nucleotides, and DNA was studied to show that most of them give analytically useful signals of oxidation on the carbon electrode. Particularly, MOP appears to be a useful oxidizable DNA label since it offers independent detection of the modified DNA.
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