9-beta-D-Arabinofuranosyl-8-n-butylaminoadenine, a C-8 substituted nucleoside in the anti conformation. Crystallographic and NMR studies.
The protein NMR spectrum of 9-beta-D-arabinofuranosyl-8-n-butylaminoadenine shows an unusually low-field 5'-hydroxyl proton resonance, which has been interpreted in terms of an anti glycosidic conformation together with an 05' ... N8 intramolecular hydrogen bond. Confirmatory evidence for this was obtained by an X-ray crystallographic study; in the crystal, the glycosidic angle chi is 52.7 degrees and the sugar pucker is C3' endo-C4' exo.
D002082:Butylamines / Q000032:analysis; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D014740:Vidarabine / Q000031:analogs & derivatives / Q000032:analysis*; D014961:X-Ray Diffraction
D002082:Butylamines; D014740:Vidarabine