8-Aza-7-deaza-2 `-deoxy-2-(methyl-sulfanyl)adenosine

Autor(en): Seela, F
Jawalekar, AM
Budow, S
Eickmeier, H
Stichwörter: 8-AZA-7-DEAZAPURINES; Chemistry; Chemistry, Multidisciplinary; Crystallography; DNA; OLIGONUCLEOTIDES; STABILITY
Erscheinungsdatum: 2005
Herausgeber: INT UNION CRYSTALLOGRAPHY
Journal: ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY
Volumen: 61
Ausgabe: 9
Startseite: O562-O564
Zusammenfassung: 
In the title compound, 4-amino-1-(2-deoxy-beta-D-erythropentofuranosyl)-6-methylsulfanyl-1H-pyr azolo[3,4-d]pyrimidine, C11H16N5O3S, the conformation of the glycosidic bond is between anti and high anti. The 2'-deoxyribofuranosyl moiety adopts the C3'-exo-C4'-endo conformation (T-3(4), S-type sugar pucker), and the conformation at the exocyclic C-C bond is sc (+gauche). The exocyclic 6-amine group and the 2-methylsulfanyl group lie on different sides of the heterocyclic ring system. The molecules form a three-dimensional hydrogen-bonded network that is stabilized by O-H center dot center dot center dot N, N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds.
ISSN: 20532296
DOI: 10.1107/S0108270105024327

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