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.
Related projects:	Centrum nových přístupů k bioanalýze a molekulární diagnostice