PMID: 8604320Feb 15, 1996Paper

Synthesis and hydrolysis of oligodeoxyribonucleotides containing 2-aminopurine

Nucleic Acids Research
J FujimotoL C Sowers

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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Citations

Jan 23, 2008·The Journal of Biological Chemistry·Pingfang LiuLawrence C Sowers
Feb 27, 1999·Nucleosides & Nucleotides·C J LaFrancoisL C Sowers
Aug 26, 2000·Nucleosides, Nucleotides & Nucleic Acids·H P Rappaport
Mar 21, 1998·Nucleic Acids Research·B HolzE Weinhold
Aug 12, 2008·Nucleic Acids Research·Kevin V KeppleAnca M Segall
Sep 28, 2005·Organic & Biomolecular Chemistry·Piritta VirtaKarel D Klika
Mar 10, 2004·Organic & Biomolecular Chemistry·Piritta VirtaRainer Sjöholm
Mar 29, 2000·Journal of Pharmaceutical Sciences·D Pogocki, C Schöneich

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