Synthesis and structural analysis of [4.3.0]-bicyclothymidine.
In the last decade our laboratory has synthesized and characterized the analogue tricyclo-DNA (tc-DNA) which shows promising properties as antisense agent. As part of ongoing work to establish a structure/affinity relationship of the bicyclo-DNA scaffold the synthesis of [4.3.0]-bicyclo-DNA was undertaken. Here we present an expedient synthesis and an X-ray structure of the corresponding thymidyl monomer.
Stauffiger
Andrea
A
Department of Chemistry & Biochemistry, University of Bern, Freiestrasse 3, CH-3012 Bern, Switzerland.
Leumann
Christian J
CJ
D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry; D008958:Models, Molecular; D009690:Nucleic Acid Conformation; D016376:Oligonucleotides, Antisense / Q000138:chemical synthesis / Q000737:chemistry*; D013936:Thymidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
C541619:(4.3.0)bicyclothymidine; D016376:Oligonucleotides, Antisense; D004247:DNA; D013936:Thymidine