3-Bromo-1-(2-deoxy-beta-D-erythro-pentofuranosyl)-1H-pyrazolo[3,4-d]pyrimidine-4,6-diamine: a nucleoside which strongly enhances DNA duplex stability.
The title compound, C10H13BrN6O3, exhibits an anti glycosylic bond conformation, with an O-C-N-C torsion angle of -105.0 (6) degrees . The pseudorotation phase angle and the amplitude [P = 5.8 (5) degrees and tau(m) = 30.0 (3) degrees , respectively] indicate N-type sugar puckering (3T2).
Seela
Frank
F
Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, Barbarastrasse 7, 49069 Osnabrück, Germany. frank.seela@uni-osnabrueck.de
Sirivolu
Venkata Ramana
VR
He
Junlin
J
Eickmeier
Henning
H
D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry; D003959:Diamines / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D006842:Hydrocarbons, Brominated / Q000737:chemistry; D006860:Hydrogen Bonding; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D011684:Purine Nucleosides / Q000737:chemistry*; D011720:Pyrazoles / Q000737:chemistry*; D011743:Pyrimidines / Q000737:chemistry*
D003959:Diamines; D005663:Furans; D006842:Hydrocarbons, Brominated; D011684:Purine Nucleosides; D011720:Pyrazoles; D011743:Pyrimidines; D004247:DNA