• Home
  • Search Results
  • Click chemistry as a reliable method for the high-density postsynthetic functionalization of alkyne-modified DNA.

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

Organic letters (2006-08-11)
Johannes Gierlich, Glenn A Burley, Philipp M E Gramlich, David M Hammond, Thomas Carell
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
C8-Alkyne-dU-CEP
Sigma-Aldrich
TIPS-5-Ethynyl-dU-CEP