Efficient activation of nucleoside phosphoramidites with 4,5-dicyanoimidazole during oligonucleotide synthesis
Efficient activation of nucleoside phosphoramidites with 4,5-dicyanoimidazole during oligonucleotide synthesis
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DOI：
10.1093/nar/26.4.1046
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发表时间：
1998-02-15
影响因子：
14.9
通讯作者：
Pieken, W
中科院分区：
文献类型：
--
作者：
Vargeese, C;Carter, J;Pieken, W
介绍了一种用于寡核苷酸合成中亚磷酰胺与5‘-羟基偶联的新型活化剂。用4，5-二氰基咪唑(DCI)作为活化剂，观察到的偶联完成时间是1H-四氮唑的两倍。DCI的有效性被认为是基于其亲核性。DCI在室温下可溶于1.1M的乙腈，可作为常规固相合成寡核苷酸的唯一偶联活化剂。在寡核苷酸合成过程中，0.1M N-甲基咪唑加入0.45M 1H-四氮唑也比单独使用1H-四氮唑的产物产率高。
A new activator for the coupling of phosphoramidites to the 5'-hydroxyl group during oligonucleotide synthesis is introduced. The observed time to complete coupling is twice as fast with 4,5-dicyanoimidazole (DCI) as the activator, compared with 1H-tetrazole. The effectiveness of DCI is thought to be based on its nucleophilicity. DCI is soluble in acetonitrile up to 1.1 M at room temperature and can be used as the sole coupling activator during routine automated solid phase synthesis of oligonucleotides. The addition of 0.1 M N-methylimidazole to 0.45 M 1H-tetrazole also results in higher product yields during oligonucleotide synthesis than observed with 1H-tetrazole alone.