Nucleoside conformations. XVII. A PMR study of 2′-anhydronucleosides and comparison with X-ray data

AUTOR(ES)
RESUMO

A series of 2′-cyclo-nucleosides (2,2′-O-anhydro-uridine, -N3-uridine and cytidine and 8,2′-S-anhydro-guanosine) have been studied by PMR in DMSO and D2O. As expected these compounds are quite rigid, but their solution conformation is considerably different from that observed in single crystal x-ray studies. While the pyrimidine cyclonucleosides in the crystal form show a C4′-endo conformation (pseudorotational phase angle P=212° to 233°), their solution conformation is C1′-exo (P=130° to 138°) and the cyclothioguanosine shows a closely similar one (P=112°). Exocyclic rotamer distribution is different in the various compounds.

Documentos Relacionados