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Synthesis of 1,8‐Naphthyridine C‐Nucleosides and Their Base‐Pairing Properties in Oligodeoxynucleotides: Thermally Stable Naphthyridine:Imidazopyridopyrimidine Base‐Pairing Motifs
Author(s) -
Hikishima Sadao,
Minakawa Noriaki,
Kuramoto Kazuyuki,
Fujisawa Yuki,
Ogawa Maki,
Matsuda Akira
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200461857
Subject(s) - pairing , base (topology) , base pair , chemistry , combinatorial chemistry , computer science , mathematics , physics , dna , biochemistry , quantum mechanics , mathematical analysis , superconductivity
Out with the old, in with the new : Novel 1,8‐naphthyridine C‐nucleosides, Na‐N O and Na‐O N (see formulae), were synthesized through Heck coupling reactions. Oligodeoxynucleotides containing the Na‐N O and Na‐O N nucleosides formed extremely stable duplexes by the base‐pairing motifs Na‐N O :Im‐O N and Na‐O N :Im‐N O .