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Click chemistry as a reliable method for the high-density functionalisation of alkyne-modified oligodeoxyribonucleotides.

By J. Gierlich, G. A. Burley, P. M. E. Gramlich, D. M. Hammond and T. Carell


We report the development of the Cu(I)-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

Year: 2006
DOI identifier: 10.1021/ol0610946
OAI identifier: oai:lra.le.ac.uk:2381/576
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