title: Synthesis of nucleoside mono- and triphosphates bearing oligopyridine ligands, their incorporation into DNA and complexation with transition metals.
abstract: Modified nucleoside mono- (dA(R)MPs and dC(R)MPs) and triphosphates (dA(R)TPs and dC(R)TPs) bearing bipyridine or terpyridine ligands attached via acetylene 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 dN(R)TPs 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 Fe(2+).
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Academy of Science of the Czech Republic, Gilead & IOCB Research Center, Flemingovo nam. 2, CZ-16610, Prague 6, Czech Republic.
authors.forename: Lubica
authors.initials: L
authors.lastname: Kalachova
authors.forename: Radek
authors.initials: R
authors.lastname: Pohl
authors.forename: Michal
authors.initials: M
authors.lastname: Hocek
mesh_terms: D001483:Base Sequence; D004247:DNA / Q000737:chemistry*; D017931:DNA Primers; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D010710:Phosphates / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D028561:Transition Elements / Q000737:chemistry*
chemical_list: D017931:DNA Primers; D008024:Ligands; D010710:Phosphates; D011725:Pyridines; D028561:Transition Elements; D004247:DNA; C023666:pyridine