POLYMER SUPPORT OLIGONUCLEOTIDE SYNTHESIS-XV1,2. SYNTHESIS OF OLIGODEOXYNUCLEOTIDES ON CONTROLLED PORE GLASS (CPG) USING PHOSPHATE AND A NEW PHOSPHITE TRIESTER APPROACH

Article abstract of DOI:10.1016/0040-4020(84)85108-X

Controlled pore glass (CPG) has been functionalized with suitably protected deoxynucleosides and used to synthesize d(TTTATT) and d(CATGAGGAAGT) following the phosphate triester approach with 1-(mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole (MSNT) as condensing agent and ZnBr2 as detritylating agent.The efficiency of monomer and dimer additions is discussed.The nonamer d(AACCAGCAC) has been synthesized by a modified phosphite triester approach using suitably protected methyl deoxynucleoside-N-morpholino-phosphoamidites as new active phosphitylating nucleotides.The sequence has been built up by monomer additions after activation of the phosphoamidites with tetrazole, capping with acetic anhydride/DMAP and detritylation with either ZnBr2 (purine nucleotides) or trichloroacetic acid (pyrimidine nucleotides).Deprotection are performed by treatment with thiophenol, aqueous concentrated ammonia and tert. butylamine and the nonamer characterized by reversed phase hplc, polyacrylamide gel electrophoresis and sequence determination.The favourable properties of CPG as carrier for oligonucleotide syntheses are discussed.