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Title: Structural studies of modified nucleosides .5. structure of a nucleoside analog - 3'-azido-5-chloro-2',3'-dideoxyuridine
Authors: Everaert, Dirk ×
Peeters, Oswald
Blaton, Norbert
De Ranter, Camiel
Van Aerschot, Arthur
Herdewijn, Piet #
Issue Date: Mar-1991
Publisher: Munksgaard int publ ltd
Series Title: Acta crystallographica section c-crystal structure communications vol:47 pages:678-680
Abstract: 1-(3-Azido-2,3-dideoxy-beta-D-erythro-pentofuranosyl)-5-chlorouracil, C9H10N1N5O4, M =287.66, monoclinic, P2(1), a = 5.780 (3), b = 11.730 (6), c = 17.670 (9) angstrom, beta = 93.87 (4)-degrees, V = 1195 (1) angstrom3, Z = 4, D(m) = 1.60, D(x) = 1.598 Mg m-3, graphitemonochromated Mo K-alpha radiation, lambda = 0.71073 angstrom, mu = 0.335 mm-1, F(000) = 592, T = 290 K. Final R = 0.021 for 1982 unique observed reflections. The asymmetric unit contains two molecules (A and B). For molecule A: the N-glycosidic torsion angle chi has a value of - 128.2 (2)-degrees in the anti range; the sugar pucker is 2T3 with P = 173 (1) and psi-m = 33 (1)-degrees and the C4'-C5' conformation is +sc with gamma = 50.4 (3)-degrees. For molecule B: the N-glycosidic torsion angle chi has a value of - 168.9 (2)-degrees in the anti range; the sugar pucker is 3T4 with P = 208 (1) and psi-m = 36 (1)-degrees and the C4'-C5' conformation is ap with gamma = 170.8 (2)-degrees. The conformational parameters are in accordance with the IUPAC-IUB Joint Commission on Biochemical Nomenclature [Pure Appl. Chem. (1983), 55, 1273-1280] guidelines. Base-pair formation occurs in the crystal structure.
ISSN: 0108-2701
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Medicinal Chemistry (Rega Institute)
× corresponding author
# (joint) last author

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