Click chemistry as a reliable method for the high-density postsynthetic functionalization of alkyne-modified DNA

被引：406

作者：

Gierlich, Johannes ^{[1
]}

Burley, Glenn A. ^{[1
]}

Gramlich, Philipp M. E. ^{[1
]}

Hammond, David M. ^{[1
]}

Carell, Thomas ^{[1
]}

机构：

[1] Univ Munich, D-81377 Munich, Germany

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 17期

关键词：

D O I：

10.1021/ol0610946

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the development of the Cu(l)-catalyzed Huisgen cycloaddition (click) reaction for the multiple postsynthetic labeling of alkyne-modified DNA. A series of alkyne-modified oligodeoxyribonucleotides (ODNs) of increasing alkyne density were prepared, and the click reaction using various azide labels was investigated. Complete high-density conversion was observed for ODNs containing up to six consecutive alkyne functions. Compatibility of the click conditions with long DNA strands was shown using a PCR product obtained with an alkyne-modified primer.

引用

页码：3639 / 3642

页数：4

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