Keywords
cyclic voltammetry
electrochemical genosensors
electrochemical reduction
modified oligonucleotides
redox active labels
thioxanthen-9-ones
Abstract
The reaction of 2-bromomethyl-9H-thioxanthen-9-one with 2-/4-mercaptobenzoic acids led to 2-/4-[(9-oxo-9H-thioxanthen-2-yl)methylthio]benzoic acids. Their further oxidation by H2O2 gave the corresponding S,S-dioxides, which were used as redox active modifiers for a model oligonucleotide. Hybridization of the modified oligonucleotide with a complementary oligoprobe immobilized on Au electrode led to formation of the corresponding redox active DNA duplex, which was reliably detected by cyclic voltammetry.
References
1.
Goumi Y.E.
International Journal of Biosensors & Bioelectronics,
2017
2.
10.1016/j.mencom.2020.05.011_bib0010
Electrochemical DNA Biosensors,
2012
3.
Manzanares-Palenzuela C.L., Martín-Fernández B., Sánchez-Paniagua López M., López-Ruiz B.
TrAC - Trends in Analytical Chemistry,
2015
4.
Liébana S., Brandão D., Alegret S., Pividori M.I.
Analytical Methods,
2014
5.
Drummond T.G., Hill M.G., Barton J.K.
Nature Biotechnology,
2003
6.
Batchelor-McAuley C., Wildgoose G.G., Compton R.G.
Biosensors and Bioelectronics,
2009
7.
Hvastkovs E.G., Buttry D.A.
The Analyst,
2010
8.
Tosar J.P., Brañas G., Laíz J.
Biosensors and Bioelectronics,
2010
9.
Yang T., Zhou N., Zhang Y., Zhang W., Jiao K., Li G.
Biosensors and Bioelectronics,
2009
10.
Yang J., Wang X., Shi H.
Sensors and Actuators, B: Chemical,
2012
11.
Yang T., Zhou N., Li Q., Guan Q., Zhang W., Jiao K.
Colloids and Surfaces B: Biointerfaces,
2012
12.
Ferreira F.P., Honorato-Castro A.C., da Silva J.V., Orellana S., Oliveira G.C., Madurro J.M., Brito-Madurro A.G.
Polymer Engineering and Science,
2017
13.
Pandey C.M., Tiwari I., Sumana G.
RSC Advances,
2014
14.
Yang W., Lai R.Y.
Electrochemistry Communications,
2011
15.
Anne A., Bouchardon A., Moiroux J.
Journal of the American Chemical Society,
2003
16.
Immoos C.E., Lee S.J., Grinstaff M.W.
Journal of the American Chemical Society,
2004
17.
Fan C., Plaxco K.W., Heeger A.J.
Proceedings of the National Academy of Sciences of the United States of America,
2003
18.
Di Giusto D.A., Wlassoff W.A., Giesebrecht S., Gooding J.J., King G.C.
Journal of the American Chemical Society,
2004
19.
Zhang Q., Piro B., Ramsay S., Noël V., Reisberg S., Pham M.
Electrochimica Acta,
2012
20.
Ulianas A., Heng L.Y., Ahmad M., Lau H., Ishak Z., Ling T.L.
Sensors and Actuators, B: Chemical,
2014
21.
Duwensee H., Mix M., Broer I., Flechsig G.
Electrochemistry Communications,
2009
22.
Mix M., Rüger J., Krüger S., Broer I., Flechsig G.
Electrochemistry Communications,
2012
23.
Gao Z., Yu Y.H.
Biosensors and Bioelectronics,
2007
24.
Tiwari I., Singh M., Pandey C.M., Sumana G.
RSC Advances,
2015
25.
Niu X., Zheng W., Yin C., Weng W., Li G., Sun W., Men Y.
Journal of Electroanalytical Chemistry,
2017
26.
Singhal C., Pundir C.S., Narang J.
Biosensors and Bioelectronics,
2017
27.
10.1016/j.mencom.2020.05.011_bib0135
Kaushal
Cell. Mol. Biol.,
2016
28.
10.1016/j.mencom.2020.05.011_bib0140
Bioelectrochemistry Research Developments,
2008
29.
Shundrin L.A., Irtegova I.G., Vasilieva N.V., Khalfina I.A.
Tetrahedron Letters,
2016
30.
Sosnovskikh V.Y.
Russian Chemical Reviews,
2018
31.
Vasilieva N.V., Irtegova I.G., Loskutov V.A., Shundrin L.A.
Mendeleev Communications,
2013
32.
Os’kina I.A., Vlasov V.M.
Russian Journal of Organic Chemistry,
2009
33.
10.1016/j.mencom.2020.05.011_bib0165
Vasiliu
Rev. Chim.,
1968
34.
Shundrin L.A., Irtegova I.G., Vasilieva N.V., Loskutov V.A.
Mendeleev Communications,
2018
35.
Shundrina I.K., Odintsov D.S., Os'kina I.A., Irtegova I.G., Shundrin L.A.
European Journal of Organic Chemistry,
2018
36.
Ryabinin V.A., Shundrin L.A., Kostina E.B., Laassri M., Chizhikov V., Shchelkunov S.N., Chumakov K., Sinyakov A.N.
Journal of Medical Virology,
2006