Jump to main content
Jump to site search

Issue 1, 2013
Previous Article Next Article

Synthesis of nucleosides and dNTPs bearing oligopyridine ligands linked through an octadiyne tether, their incorporation into DNA and complexation with transition metal cations

Author affiliations

Abstract

Modified nucleosides (dARs and dCRs) bearing bipyridine or terpyridine ligands attached through an octadiyne linker were prepared by single-step aqueous-phase Sonogashira cross-coupling of 7-iodo-7-deaza-2′-deoxyadenosine and 5-iodo-2′-deoxycytidine with the corresponding bipyridine- or terpyridine-octadiynes and were triphosphorylated to the corresponding nucleoside triphosphates (dARTPs and dCRTPs). 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 divalent metal cations. The complexation of these DNAs containing flexibly-tethered ligands was compared with the previously reported ones bearing rigid acetylene-linked ligands suggesting the possible formation of both inter- and intra-strand complexes with Ni2+ or Fe2+.

Graphical abstract: Synthesis of nucleosides and dNTPs bearing oligopyridine ligands linked through an octadiyne tether, their incorporation into DNA and complexation with transition metal cations

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 23 May 2012, accepted on 08 Oct 2012, published on 09 Oct 2012 and first published online on 09 Oct 2012


Article type: Paper
DOI: 10.1039/C2OB26881G
Citation: Org. Biomol. Chem., 2013,11, 78-89
  •   Request permissions

    Synthesis of nucleosides and dNTPs bearing oligopyridine ligands linked through an octadiyne tether, their incorporation into DNA and complexation with transition metal cations

    L. Kalachova, R. Pohl, L. Bednárová, J. Fanfrlík and M. Hocek, Org. Biomol. Chem., 2013, 11, 78
    DOI: 10.1039/C2OB26881G

Search articles by author