1040737-47-0Relevant articles and documents
Photoclick postsynthetic modification of DNA
Arndt, Stefanie,Wagenknecht, Hans-Achim
, p. 14580 - 14582 (2014)
A new DNA building block bearing a push-pullsubstituted diaryltetrazole linked to the 5-position of 2'-deoxyuridine through an aminopropynyl group was synthesized. The accordingly modified oligonucleotide allows postsynthetic labeling with a maleimide-modified sulfo-Cy3 dye, N-methylmaleimide, and methylmethacrylate as dipolarophiles by irradiation at 365 nm (LED). The determined rate constant of (23± 7) m-1 s-1 is remarkably high with respect to other copper-free bioorthogonal reactions and comparable with the copper-catalyzed cycloaddition between azides and acetylenes.