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Generation of an Abasic Site in an Oligonucleotide by Using Acid-Labile 1-Deaza-2‘-deoxyguanosine and Its Application to Postsynthetic Modification

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journal contribution
posted on 2005-02-17, 00:00 authored by Naoshi Kojima, Maiko Sugino, Akiko Mikami, Eiko Ohtsuka, Yasuo Komatsu
We developed a new convenient method for generation of an abasic site at the 3‘-terminus of an oligonucleotide. This method uses a 1-deaza-2‘-deoxyguanosine residue, which easily undergoes depurination under acidic conditions. The abasic site of the oligonucleotide can be further modified with external functional groups. We report herein the chemical stability of 1-deaza-2‘-deoxyguanosine in the oligodeoxynucleotide and the application to the postsynthetic modification of an oligonucleotide by utilizing the chemical property of 1-deaza-2‘-deoxyguanosine.