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Nucleic Acids Research, Vol 24, Issue 4 754-759, Copyright © 1996 by Oxford University Press

ARTICLES

Synthesis and hydrolysis of oligodeoxyribonucleotides containing 2- aminopurine

J Fujimoto, Z Nuesca, M Mazurek and LC Sowers
Division of Pediatrics, City of Hope National Medical Center, Duarte, CA 91010, USA.

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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