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Nucleic Acids Symposium Series 2004 48(1):63-64; doi:10.1093/nass/48.1.63
© 2004 by Oxford University Press
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2',4'-BNA derivatives bearing an unnatural nucleobase: Synthesis and application to triplex-forming oligonucleotides

Hiroyasu Inohara, Satoshi Obika and Takeshi Imanishi

Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan

Recognition of dsDNA by a triplex-forming oligonucleotide (TFO) is limited to homopurine·homopyrimidine sequences. Therefore, it is necessary to develop novel nucleoside analogues which recognize pyrimidine·purine basepairs (C·G or T·A). We have designed and synthesized novel 2',4'-BNA/LNA monomers bearing 3-hydroxybenzene and indole as a nucleobase (3HBB and InB), and these nucleoside analogues have been introduced into TFOs. On melting temperature (Tm) measurements, 3HBB and InB were found to interact with T·A base pair interruption with moderate binding affinity.


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