Nucleosides and oligonucleotides with diynyl side chains: the huisgen-sharpless cycloaddition "click reaction" performed on DNA and their constituents.
Phosphoramidite building blocks related to the four canonical DNA constituents and oligonucleotides with octadiynyl side chains (5b-8b) or dipropargyl ether residues (5c) were synthesized. Nucleosides and oligonucleotides were functionalized at the terminal triple bonds employing the Huisgen-Sharpless cycloaddition "click reaction."
Seela
Frank
F
Laboratorium für Organische und Bioorganische Chemie, Universität Osnabrück, Barbarastrasse 7, 49069 Osnabrück, Germany. frank.seela@cemi-osnabruck.de
Sirivolu
Venkata Ramana
VR
D002625:Chemistry, Organic / Q000379:methods*; D004247:DNA / Q000138:chemical synthesis / Q000737:chemistry*; D053281:Enediynes / Q000737:chemistry*; D008956:Models, Chemical; D009705:Nucleosides / Q000737:chemistry*; D009841:Oligonucleotides / Q000138:chemical synthesis / Q000737:chemistry*; D044366:Transition Temperature
D053281:Enediynes; D009705:Nucleosides; D009841:Oligonucleotides; D004247:DNA