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Issue 1, 2012
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Synthesis of nucleoside mono- and triphosphates bearing oligopyridine ligands, their incorporation into DNA and complexation with transition metals

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Abstract

Modified nucleoside mono- (dARMPs and dCRMPs) and triphosphates (dARTPs and dCRTPs) bearing bipyridine or terpyridine ligands attached viaacetylene linker were prepared by single-step aqueous-phase Sonogashira cross-coupling of 7-iodo-7-deaza-dAMP or -dATP, and 5-iodo-dCMP or -dCTP with the corresponding bipyridine- or terpyridine-linked acetylenes. The modified dNRTPs were successfully incorporated into the oligonucleotides by primer extension experiment (PEX) using different DNA polymerases and the PEX products were used for post-synthetic complexation with Fe2+.

Graphical abstract: Synthesis of nucleoside mono- and triphosphates bearing oligopyridine ligands, their incorporation into DNA and complexation with transition metals

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Article information


Submitted
10 Aug 2011
Accepted
27 Sep 2011
First published
27 Sep 2011

Org. Biomol. Chem., 2012,10, 49-55
Article type
Paper

Synthesis of nucleoside mono- and triphosphates bearing oligopyridine ligands, their incorporation into DNA and complexation with transition metals

L. Kalachova, R. Pohl and M. Hocek, Org. Biomol. Chem., 2012, 10, 49
DOI: 10.1039/C1OB06359F

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