724709-45-9Relevant academic research and scientific papers
Synthesis and conformation of a novel bridged nucleic acid having a trans-fused 3,5,8-trioxabicyclo[5.3.0]decane structure
Obika, Satoshi,Osaki, Tomohisa,Sekiguchi, Mitsuaki,Somjing, Roongjang,Harada, Yasuki,Imanishi, Takeshi
, p. 4801 - 4804 (2004)
A novel bridged nucleic acid analogue, 2′-deoxy-trans-3′, 4′-BNA thymine monomer, was successfully synthesized. An ab initio calculation and X-ray structure analysis revealed that the trans-fused bicyclo[5.3.0]decane structure of the 2′-deoxy-trans-3′,4′-BNA effectively constrained the sugar puckering in C2′-endo with appropriate γ, δ and χ angles.
Development of a novel nucleoside analogue with S-type sugar conformation: 2′-deoxy-trans-3′,4′-bridged nucleic acids
Osaki, Tomohisa,Obika, Satoshi,Harada, Yasuki,Mitsuoka, Yasunori,Sugaya, Kensaku,Sekiguchi, Mitsuaki,Roongjang, Somjing,Imanishi, Takeshi
, p. 8977 - 8986 (2008/02/10)
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.
