期刊
CHEMISTRY & BIODIVERSITY
卷 3, 期 5, 页码 509-514出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cbdv.200690054
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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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