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

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Abstract

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.

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Hikishima, S., Minakawa, N., Kuramoto, K., Fujisawa, Y., Ogawa, M., & Matsuda, A. (2005). Synthesis of 1,8-naphthyridine C-nucleosides and their base-pairing properties in oligodeoxynucleotides: Thermally stable naphthyridine: imidazopyridopyrimidine base-pairing motifs. Angewandte Chemie - International Edition, 44(4), 596–598. https://doi.org/10.1002/anie.200461857

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