Synthesis of oligonucleotides containing 3'-alkyl amines using isobutyryl protected deoxyadenosine phosphoramidite

Article abstract of DOI:10.1016/S0040-4039(97)00568-6

Oligonucleotides were synthesized using the N-isobutyryldeoxyadenosine protected β-cyanoethyl phosphoramidite, 9. The oligonucleotides that were synthesized using 9 can be deprotected using concentrated NH₄OH at 55°C in 2 h. No depurination was detected via anion exchange HPLC. The N-isobutyryl protected deoxyadenosine did not undergo transamidation with nucleobase and phosphate protected oligonucleotides containing primary alkyl amines, and will be useful in the synthesis of bioconjugates using protected biopolymers.