A versatile modification of on-column oligodeoxynucleotides using a copper-catalyzed oxidative acetylenic coupling reaction
A versatile modification of on-column oligodeoxynucleotides using a copper-catalyzed oxidative acetylenic coupling reaction
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DOI：
10.1021/ja036055t
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发表时间：
2003-09-24
影响因子：
15
通讯作者：
Matsuda, A
中科院分区：
文献类型：
--
作者：
Minakawa, N;Ono, Y;Matsuda, A
我们在此报告了一种通用的柱上寡脱氧核苷酸（ODNs）的合成后修饰，使用铜催化的氧化炔属偶联反应。通过甲氨基改性的连接体负载在树脂上的六聚体的制备，和ODNs的柱上修饰进行了检查。ArgoPore树脂被证明是修饰的最佳选择，并且引入功能分子，如蒽醌、生物素和荧光素，不仅在ODNs的5 '-末端而且在内部T-末端都产生了良好的产率。该方法适用于由随机序列组成的12聚体ODN的修饰。所得的在其5 '末端具有荧光素的ODN 9用作使用Klenow片段的引物延伸测定的非RI引物。
We report herein a versatile postsynthetic modification of on-column oligodeoxynucleotides (ODNs) using a copper-catalyzed oxidative acetylenic coupling reaction. Hexamers supported on resins via a methylamino-modified linker were prepared, and on-column modifications of ODNs were examined. ArgoPore resin proved to be the best choice for the modification, and introduction of functional molecules, such as anthraquinone, biotin, and fluorescein, resulted in good yields at not only the 5'-terminal but also the internal T-end of the ODNs. This method is applicable to the modification of 12mer ODN consisting of a random sequence. The resulting ODN9 possessing fluorescein at its 5'-terminal acts as a non-RI primer for primer extension assays using the Klenow fragment.