Journal Article

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

Chandra Vargeese, Jeff Carter, John Yegge, Shira Krivjansky, Alecia Settle, Eric Kropp, Kent Peterson and Wolfgang Pieken

in Nucleic Acids Research

Volume 26, issue 4, pages 1046-1050
Published in print February 1998 | ISSN: 0305-1048
Published online February 1998 | e-ISSN: 1362-4962 | DOI: http://dx.doi.org/10.1093/nar/26.4.1046
Efficient activation of nucleoside phosphoramidites with 4,5-dicyanoimidazole during oligonucleotide synthesis

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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.

Journal Article.  2602 words.  Illustrated.

Subjects: Chemistry ; Biochemistry ; Bioinformatics and Computational Biology ; Genetics and Genomics ; Molecular and Cell Biology

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