Tetrahedron p. 8977 - 8986 (2007)
Update date:2022-09-26
Topics: Nucleoside analogue
Osaki, Tomohisa
Obika, Satoshi
Harada, Yasuki
Mitsuoka, Yasunori
Sugaya, Kensaku
Sekiguchi, Mitsuaki
Roongjang, Somjing
Imanishi, Takeshi
Two novel trans-3′,4′-bridged nucleic acid (trans-3′,4′-BNA) monomers, one with a 3,5,8-trioxabicyclo[5.3.0]decane structure and the other with a 4,7-dioxabicyclo[4.3.0]nonane structure, were successfully synthesized from thymidine. The locked trans-fused ring structures of the nucleoside analogues were confirmed by X-ray crystallography, which also indicated that their furanose rings had a typical S-type conformation involving C2′-endo or C3′-exo sugar puckering, respectively, and the same ring conformation as that observed in the B-type helical structure of the DNA duplex.
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