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. 1996 Feb 15;24(4):754–759. doi: 10.1093/nar/24.4.754

Synthesis and hydrolysis of oligodeoxyribonucleotides containing 2-aminopurine.

J Fujimoto 1, Z Nuesca 1, M Mazurek 1, L C Sowers 1
PMCID: PMC145674  PMID: 8604320

Abstract

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'-0- (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 cleave of the glycosidic bond.

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Selected References

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