Synthesis and hydrolysis of oligodeoxyribonucleotides containing 2-aminopurine

被引:30
作者
Fujimoto, J [1 ]
Nuesca, Z [1 ]
Mazurek, M [1 ]
Sowers, LC [1 ]
机构
[1] CITY HOPE NATL MED CTR,DIV PEDIAT,DUARTE,CA 91010
关键词
D O I
10.1093/nar/24.4.754
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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-diisopropylphosphoramite. 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.
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页码:754 / 759
页数:6
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