2 `-Deoxyimmunosine: a thiazolo-[4,5-d]pyrimidine nucleoside adopting the syn conformation

Autor(en): Seela, Frank
Ming, Xin
Budow, Simone
Eickmeier, Henning
Reuter, Hans 
Stichwörter: 7-THIA-8-OXOGUANOSINE; ANTIVIRAL ACTIVITY; Chemistry; Chemistry, Multidisciplinary; Crystallography; IMMUNOSTIMULANTS
Erscheinungsdatum: 2007
Herausgeber: BLACKWELL PUBLISHING
Journal: ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
Volumen: 63
Ausgabe: 9
Startseite: O549-O551
Zusammenfassung: 
The title compound [ systematic name: 5-amino-3-(2-deoxy-beta- D-erythro-pentofuranosyl) thiazolo[ 4,5-d] pyrimidine-2,7- (3H, 6H)-dione], C10H12N4O5S, exhibits a syn glycosylic bond conformation, with a torsion angle chi of 61.0 (3)degrees. The furanose moiety adopts the N-type sugar pucker (T-3(4)), with P = 33.0 (5)degrees and tau(m) = 15.1 (1)degrees. The conformation at the exocyclic C4'-C5' bond is ap (trans), with the torsion angle gamma = 176.71 (14)degrees. The extended structure is a three-dimensional hydrogen-bond network involving O-H center dot center dot center dot O and N-H center dot center dot center dot O hydrogen bonds.
ISSN: 01082701
DOI: 10.1107/S010827010703750X

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