Efficient activation of nucleoside phosphoramidites with 4,5-dicyanoimidazole during oligonucleotide synthesis

被引:110
作者
Vargeese, C [1 ]
Carter, J [1 ]
Yegge, J [1 ]
Krivjansky, S [1 ]
Settle, A [1 ]
Kropp, E [1 ]
Peterson, K [1 ]
Pieken, W [1 ]
机构
[1] NeXstar Technol Prod, Boulder, CO 80301 USA
关键词
D O I
10.1093/nar/26.4.1046
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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.
引用
收藏
页码:1046 / 1050
页数:5
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