Synthesis and properties of a 2′-deoxy analogue of trans-3′,4′-BNA with an S-type sugar conformation

We previously synthesized bridged nucleic acid (BNA) analogues possessing an S-type sugar conformation. Recently, we achieved the synthesis of a 2′-deoxy analogue of trans-3′,4′-BNA. The structure of this compound was confirmed by X-ray crystallography, which indicated that its sugar ring had an S-t...

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Bibliographic Details
Published in:Nucleic Acids Symposium Series 2007-11, Vol.51 (1), p.155-156
Main Authors: Sugaya, Kensaku, Harada, Yasuki, Mitsuoka, Yasunori, Osaki, Tomohisa, Obika, Satoshi, Kodama, Tetsuya, Imanishi, Takeshi
Format: Article
Language:English
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Summary:We previously synthesized bridged nucleic acid (BNA) analogues possessing an S-type sugar conformation. Recently, we achieved the synthesis of a 2′-deoxy analogue of trans-3′,4′-BNA. The structure of this compound was confirmed by X-ray crystallography, which indicated that its sugar ring had an S-type conformation. The hybridization ability of the 2′-deoxy-trans-3′,4′-BNA-modified oligonucleotide with DNA and RNA complements was evaluated, and it was found that 2′-deoxy-trans-3′,4′-BNA showed superior hybridization ability compared with other BNA analogues with S-type sugar conformation.
ISSN:0261-3166
1746-8272
DOI:10.1093/nass/nrm078