6-amino-3-bromo-1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one-acetone-water (1/1/1): a fluorinated 2'-deoxyguanosine analogue with the sugar conformation of a ribonucleoside.
In the title compound, C(10)H(11)BrFN(5)O(4).C(3)H(6)O.H(2)O, the N-glycosylic bond torsion angle, chi, is anti [-108.0 (4) degrees ]. The sugar pucker is N-type [C2'-exo, (2)E with P = 346.5 (4) degrees and tau(m) = 34.5 (2) degrees ], and the conformation around the C-C bond linking the CH(2) group and the furan ring is -sc [torsion angle gamma = -70.0 (4) degrees ].
He
Junlin
J
Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, Barbarastrasse 7, 49069 Osnabrück, Germany.
Eickmeier
Henning
H
Seela
Frank
F
D002236:Carbohydrate Conformation; D018360:Crystallography, X-Ray; D003849:Deoxyguanosine / Q000031:analogs & derivatives*; D005663:Furans / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D008958:Models, Molecular; D012263:Ribonucleosides / Q000737:chemistry*
D005663:Furans; D006027:Glycosides; D006845:Hydrocarbons, Fluorinated; D012263:Ribonucleosides; D003849:Deoxyguanosine