PAPER: Synthesis and electrochemical studies of an anthraquinone-conjugated nucleoside and derived oligonucleotides

Jacobsen, M. F.; Ferapontova, E. E.; Gothelf, K. V.

Org. Biomol. Chem. 2009, 7, 905–908, doi: 10.1039/B816820B

Danish National Research Foundation: Centre for DNA Nanotechnology (CDNA) at the Interdisciplinary Nanoscience Center (iNANO) and the Department of Chemistry, University of Aarhus, Langelandsgade 140, 8000 Aarhus C, Denmark

Abstract

The synthesis of a 2′-deoxyuridine nucleoside linked to an anthraquinone moiety, and its incorporation into oligonucleotides are described, including a facile oxidative demethylation with phenyliodine(III) bis(trifluoroacetate) to reveal the anthraquinone motif. Furthermore, some useful physical and electrochemical properties of the obtained oligonucleotide are also reported, which allow its principal use in electrochemical DNA assays.

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