Preparation of oligodeoxynucleotide 5'-triphosphates using solid support approach.
We report a synthetic procedure for conversion of oligonucleotides to their 5'-triphosphate derivatives with moderate yield. The oligonucleotides were synthesized on solid support using standard phosphoramidite protocols. The DMT protection group was removed and the 5'-OH was phosphitylated using 2-chloro-4H-1,3,2-benzodioxaphosphorin-4-one followed by reaction with tributyammonium pyrophosphate and iodine oxidation. After subsequent removal from support and complete deprotection, the products were isolated by anion-exchange HPLC chromatography. Structures of several 5'-triphosphate derivatives have been proven by phosphorus NMR, Mass-spectrometry and by HPLC comparison with authentic samples.
Lebedev
A V
AV
TriLink Biotechnologies, Inc., San Diego, California, USA.
Koukhareva
I I
II
Beck
T
T
Vaghefi
M M
MM
D002851:Chromatography, High Pressure Liquid; D019906:Nuclear Magnetic Resonance, Biomolecular; D009841:Oligonucleotides / Q000138:chemical synthesis*; D010755:Organophosphates / Q000138:chemical synthesis*; D009943:Organophosphorus Compounds / Q000737:chemistry
D009841:Oligonucleotides; D010755:Organophosphates; D009943:Organophosphorus Compounds; C434331:phosphoramidite