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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2020 Volume 30, Issue 3, Pages 296–298 (Mi mendc1175)

This article is cited in 3 papers

Communications

9H-Thioxanthen-9-one S,S-dioxide based redox active labels for electrochemical detection of DNA duplexes immobilized on Au electrodes

L. A. Shundrina, I. A. Os'kinaa, I. G. Irtegovaa, A. F. Poveshchenkob

a N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
b Institute of Cytology and Genetics, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation

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.

Keywords: thioxanthen-9-ones, redox active labels, electrochemical reduction, cyclic voltammetry, modified oligonucleotides, electrochemical genosensors.

Language: English

DOI: 10.1016/j.mencom.2020.05.011



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