5-Methyl-6-aza-2'-deoxyisocytidine.
In the title compound, 3-amino-2-(2-deoxy-beta-D-erythro-pentofuranosyl)-6-methyl-1,2,4-triazin-5(2H)-one, C(9)H(14)N(4)O(4), the conformation of the N-glycosidic bond is high-anti and the 2-deoxyribofuranosyl moiety adopts a North sugar pucker ((2)T(3)). The orientation of the exocyclic C-C bond between the -CH(2)OH group and the five-membered ring is ap (gauche, trans). The crystal packing is such that the nucleobases lie parallel to the ac plane; the planes are connected via hydrogen bonds involving the five-membered ring.
Seela
Frank
F
Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, Barbarastrasse 7, 49069 Osnabrück, Germany. frank.seela@uni-osnabrueck.de
He
Yang
Y
Eickmeier
Henning
H
D018360:Crystallography, X-Ray; D003562:Cytidine / Q000031:analogs & derivatives* / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation
C474728:5-methyl-6-aza-2'-deoxyisocytidine; D006027:Glycosides; D003562:Cytidine