A convenient approach to the synthesis of medium size oligodeoxyribonucleotides by improved new phosphite method.
Improvement of the new phosphite method for the synthesis of oligodeoxyribonucleotides using the deoxyribonucleoside 3'-bis(1,1,1,3,3,3- hexafluoro-2-propyl) phosphite unit has been carried out via the hydrolysis and capping steps, without any side reaction products. The new phosphite unit and capping agent, bis(1,1,1,3,3,3-hexafluoro-2-propyl)-2-propyl phosphite, is readily activated by N-methylimdazole under very mild condition on a solid support. This operation involves a one pot reaction, which is an advantage over both the phosphite and H- phosphonate approaches. The mechanism of internucleotidic bond formation of the new phosphite method is also discussed.
Hosaka
H
H
Department of Industrial Chemistry, Chiba Institute of Technology, Japan.
Suzuki
Y
Y
Sato
H
H
Gug-Kim
S
S
Takaku
H
H
D004591:Electrophoresis, Polyacrylamide Gel; D009682:Magnetic Resonance Spectroscopy; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D017905:Phosphites; D010759:Phosphorus Isotopes; D005466:Fluorocarbons
D009838:Oligodeoxyribonucleotides; D009943:Organophosphorus Compounds; D017905:Phosphites; D010759:Phosphorus Isotopes; C069480:3'-bis(1,1,1,3,3,3-hexafluoro-2-propyl)phosphite; D005466:Fluorocarbons