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Updated: Jul 18, 2026

Sequence-specific and Selective Recognition of Double-stranded RNAs over Single-stranded RNAs by Chemically Modified Peptide Nucleic Acids
Published on: September 21, 2017
DNA containing side chains with terminal triple bonds: Base-pair stability and functionalization of alkynylated
Frank Seela1, Venkata Ramana Sirivolu
1Laboratorium für Organische und Bioorganische Chemie, Universität Osnabrück, Barbarastrasse 7, D-49069 Osnabrück. Frank.Seela@uni-osnabrueck.de
Abstract:
The synthesis of a series of oligonucleotides containing 5-substituted pyrimidines as well as 7-substituted 7-deazapurines bearing diyne groups with terminal triple bonds is reported. The modified nucleosides were prepared from the corresponding iodo nucleosides and diynes by the Sonogashira cross-coupling reaction. They were converted into phosphoramidites and employed in solid-phase synthesis of oligonucleotides. The effect of the diyne modifications on the duplex stability was investigated. The modified nucleosides were used for further functionalization using the protocol of Huisgen-Sharpless [2+3] cycloaddition ('click chemistry').
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