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.
Org Biomol Chem. 2012 Jan 7;10(1):49-55. doi: 10.1039/c1ob06359f. Epub 2011 Nov 9.
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+).
通过单步水相 Sonogashira 交叉偶联反应，将通过乙炔连接子连接的双吡啶或三吡啶配体的修饰核苷单（dA（R）MPs 和 dC（R）MPs）和三磷酸酯（dA（R）TPs 和 dC（R）TPs）与相应的双吡啶或三吡啶连接的乙炔反应，制得 7-碘-7-脱氮-dAMP 或-dATP 和 5-碘-dCMP 或-dCTP。通过使用不同的 DNA 聚合酶进行引物延伸实验（PEX），将修饰的 dN（R）TP 成功地掺入到寡核苷酸中，并且将 PEX 产物用于与 Fe（2+）的后续合成配合。
