Synthesis of 1,8-naphthyridine C-nucleosides and their base-pairing properties in oligodeoxynucleotides:: Thermally stable Naphthyridine:Imidazopyridopyrimidine base-pairing motifs

被引:68
作者
Hikishima, S [1 ]
Minakawa, N [1 ]
Kuramoto, K [1 ]
Fujisawa, Y [1 ]
Ogawa, M [1 ]
Matsuda, A [1 ]
机构
[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0600812, Japan
关键词
DNA recognition; hydrogen bonds; nucleobases; nucleosides; oligonucleotides;
D O I
10.1002/anie.200461857
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Out with the old, in with the new: Novel 1,8-naphthyridine C-nucleosides, Na-NO and Na-ON (see formulae), were synthesized through Heck coupling reactions. Oligodeoxynucleotides containing the Na-NO and Na-ON nucleosides formed extremely stable duplexes by the base-pairing motifs Na-NO:Im-ON and Na-O N:Im-NO.
引用
收藏
页码:596 / 598
页数:3
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