Cross-coupling reactions of nucleoside triphosphates followed by polymerase incorporation. Construction and applications of base-functionalized nucleic acids

被引:134
作者
Hocek, Michal [1 ]
Fojta, Miroslav [2 ]
机构
[1] Acad Sci Czech Republ, Inst Organ Chem & Biochem, Gilead & IOCB Res Ctr, CZ-16610 Prague 6, Czech Republic
[2] Acad Sci Czech Republ, Inst Biophys, CZ-61265 Brno, Czech Republic
关键词
D O I
10.1039/b803664k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Construction of functionalized nucleic acids (DNA or RNA) via polymerase incorporation of modified nucleoside triphosphates is reviewed and selected applications of the modified nucleic acids are highlighted. The classical multistep approach for the synthesis of modified NTPs by triphosphorylation of modified nucleosides is compared to the novel approach consisting of direct aqueous cross-coupling reactions of unprotected halogenated nucleoside triphosphates. The combination of cross-coupling of NTPs with polymerase incorporation gives an efficient and straightforward two-step synthesis of modified nucleic acids. Primer extension using biotinylated templates followed by separation using streptavidine-coated magnetic beads and DNA duplex denaturation is used for preparation of modified single stranded oligonucleotides. Examples of using this approach for electrochemical DNA labelling and bioanalytical applications are given.
引用
收藏
页码:2233 / 2241
页数:9
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