Synthesis of alkyne- and azide-modified oligonucleotides and their cyclization by the CuAAC (click) reaction.
The Cu(I)-catalyzed alkyne-azide cycloaddition (CuAAC) reaction has been used to synthesize cyclic mini-DNA duplexes. The reaction is carried out on 5'-alkyne-3'-azide-labeled hairpin loop oligonucleotides and proceeds in high yield under mild conditions in as little as 5 min. The resultant duplexes have very high thermal stability and their CD spectra are characteristic of normal B-DNA.
El-Sagheer
Afaf H
AH
School of Chemistry, University of Southampton, Highfield Southampton, UK.
Brown
Tom
T
D000480:Alkynes; D001386:Azides; D002384:Catalysis; D003300:Copper; D003500:Cyclization; D004247:DNA / Q000138:chemical synthesis; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry
D000480:Alkynes; D001386:Azides; D009841:Oligonucleotides; D003300:Copper; D004247:DNA