Detection of the damage caused to DNA by a thiophene-S-oxide using an electrochemical DNA-biosensor

Abstract

The electrochemistry of 3,4-dibenzyl-2,5-dimethylthiophene-S -oxide was investigated as well as its interaction with dsDNA. The electrochemical study of the thiophene-S -oxide was performed at different pH values, in a mixed solvent and by solid state voltammetry, and showed that the molecule is reduced at a very negative potential, and the reduction is pH dependent. A glassy carbon electrode modified with a thick thiophene-S -oxide'/dsDNA mixture was used to study the interaction of thiophene-S -oxide in situ with dsDNA at a charged interface. The experimental results give strong evidence that the reduced thiophene-S -oxide interacts with dsDNA causing damage with possible strand break and that the thiophene-S -oxide adduct formed with dsDNA can still undergo reduction. #

On the Electrochemical Oxidation of Resveratrol

“…Square-wave voltammetry is a fast, low-consumption technique that can be employed with success for the examination of the solid electroactive species [21,22]. The irreversibility of both peaks was confirmed over the whole pH range by solid state square-wave voltammetry measurements of mechanically attached resveratrol.…”

Batch‐injection Analysis Better than ever: New Materials for Improved Electrochemical Detection and On‐site Applications

“…Most of the applications of BIA systems with voltammetric detection were proposed for metal determination by electrochemical stripping analysis. There are some applications devoted to other analytes, such as the one presented by Brett and collaborators who developed a biosensor to detect DNA damage caused by niclosamide. Using a GCE, the electrochemical reduction and oxidation of niclosamide was investigated by voltammetric techniques.…”

Chapter 7. Detection of Damage to DNA Using Electrochemical and Piezoelectric DNA-Based Biosensors

“…Besides the direct detection of 8-OG in the presence of guanine, an Os(III/II) mediated electrochemical oxidation of 8-OG was reported. 104,105 Some drugs and chemicals such as niclosamide, 106 adriamycin, 107-109 copper complex with quercetin, [109][110][111] benznidazole, 112 thiophene-S-oxide, 113 and nitroderivatives of polycyclic aromatic compounds were investigated in this way. 114 Formation of 2,8-dihydroxyadenine, the oxidation product of adenine residues and a biomarker of DNA oxidative damage, was also detected using a DNA biosensor and differential pulse voltammetric detection mode for in situ evaluation of the interaction of heavy metals with dsDNA.…”