Synthesis hydrolysis of oligodeoxyribonucleotides containing 2-aminopurine

June Fujimoto, Zoraida Nuesca, Mark Mazurek, Lawrence C. Sowers

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28 Scopus citations


A new method is reported for the synthesis of oligodeoxyribonucleotides containing 2-aminopurine residues at selected sites. This method involves protection of the 2-aminopurine ribonucleoside, reduction to the deoxyribonucleoside and standard preparation of the 5′-O(4,4′dimethoxytrityl)-3′-O-(2-cyanoethyl)-N,N- diisopropylphosphoramidite. The 2-aminopurine phosphoramidite prepared by this method couples with high efficiency and is stable under standard automated synthesis conditions. The presence and location of the 2-aminopurine residue is easily verified by treatment of the oligodeoxyribonucleotide with hot piperidine. The mechanism for selective hydrolysis of the 2-aminopurine residue in alkaline solution is predominantly direct cleavage of the glycosidic bond.

Original languageEnglish (US)
Pages (from-to)754-759
Number of pages6
JournalNucleic acids research
Issue number4
StatePublished - 1996
Externally publishedYes

ASJC Scopus subject areas

  • Genetics


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