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Chemoselective Modification of Viral Surfaces via Bioorthogonal Click Chemistry
Published on: August 19, 2012
Click chemistry as a reliable method for the high-density postsynthetic functionalization of alkyne-modified DNA
Johannes Gierlich1, Glenn A Burley, Philipp M E Gramlich
1Ludwig-Maximilians University Munich, 81377 Munich, Butenandtstr. 5-13, Haus F, Germany.
Abstract:
[reaction: see text] 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.
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