C-5 modified nucleosides: direct insertion of alkynyl-thio functionality in pyrimidines.
A route is presented to append, in a single step, alkynyl thioesters to the 5-position of a pyrimidine ring of a nucleoside that is unprotected. These products should be useful to support in vitro selection experiments with functionalized DNA.
Held
Heike A
HA
Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA.
Roychowdhury
Abhijit
A
Benner
Steven A
SA
D000480:Alkynes / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods; D009943:Organophosphorus Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D011122:Polyphosphates / Q000737:chemistry; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry*
D000480:Alkynes; D009943:Organophosphorus Compounds; D011122:Polyphosphates; D011741:Pyrimidine Nucleosides; D013438:Sulfhydryl Compounds; C434331:phosphoramidite; D010165:Palladium; C005692:triphosphoric acid