Solution-phase synthesis of di- and trinucleotides using polymer-supported reagents.
A solution-phase phosphoramidite synthesis of short oligonucleotides using solid-supported reagents is described. Polyvinyl pyridinium tosylate is employed as the activator in the coupling step between nucleoside-3'-O-phosphoramidites and 5'-OH nucleosides. The resulting dinucleotide phosphite triesters are oxidized or sulfurized with polymer-bound periodate or tetrathionate to phosphotriesters or thiono phosphotriesters, respectively. Removal of the 3'-O-levulinyl protection is accomplished with a polymer-supported hydrazine. In this approach, the excess reagents are removed by filtration, avoiding complicated purifications. All the polymer-bound reagents used in this method result from salt bridge interactions with the polymers. Consequently, the resins are regenerable.
Morvan
François
F
Université Montpellier II, Montpellier, France.
Vasseur
Jean-Jacques
JJ
D000577:Amides / Q000737:chemistry; D007202:Indicators and Reagents / Q000737:chemistry*; D009711:Nucleotides / Q000138:chemical synthesis*; D010756:Phosphoric Acids / Q000737:chemistry; D011108:Polymers / Q000737:chemistry*
D000577:Amides; D007202:Indicators and Reagents; D009711:Nucleotides; D010756:Phosphoric Acids; D011108:Polymers; C011067:phosphoramidic acid