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

被引:13
|
作者
Kalachova, Lubica [1 ]
Pohl, Radek [1 ]
Hocek, Michal [1 ]
机构
[1] Acad Sci Czech Republic, Gilead & IOCB Res Ctr, Inst Organ Chem & Biochem, CZ-16610 Prague 6, Czech Republic
关键词
CROSS-COUPLING REACTIONS; SOLID-PHASE SYNTHESIS; BASE-PAIR; POLYMERASE INCORPORATION; FUNCTIONALIZED DNA; ENZYMATIC INCORPORATION; NUCLEIC-ACIDS; RESTRICTION ENDONUCLEASES; PHOTOPHYSICAL PROPERTIES; DUPLEX STABILITY;
D O I
10.1039/c1ob06359f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 Fe2+.
引用
收藏
页码:49 / 55
页数:7
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