Generation of an abasic site in an oligonucleotide by using acid-labile 1-deaza-2′-deoxyguanosine and its application to postsynthetic modification

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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DOI:
10.1021/ol0474498
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发表时间:
2005-02-17
期刊:
影响因子:
5.2
通讯作者:
Komatsu, Y
Komatsu, Y
中科院分区:
化学1区
文献类型:
--
作者:
Kojima, N;Sugino, M;Komatsu, Y

文献摘要

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我们开发了一种新的方便的方法来生成寡核苷酸t末端的基本位点。该方法使用1-deaza-2'-脱氧鸟苷残基,在酸性条件下容易去嘌呤。寡核苷酸的基位可以用外部官能团进一步修饰。本文报道了1-deaza-2'-脱氧鸟苷在寡脱氧核苷酸中的化学稳定性,以及利用1-deaza-2'-脱氧鸟苷的化学性质在寡核苷酸合成后修饰中的应用。
[GRAPHICS]We developed a new convenient method for generation of an abasic site at the T-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.