7-deaza-2 `-deoxy-7-propynylguanosine
Autor(en): | Seela, F Shaikh, K Eickmeier, H |
Stichwörter: | 2'-DEOXYGUANOSINE; 7-DEAZA-2'-DEOXYGUANOSINE; Chemistry; Chemistry, Multidisciplinary; CRYSTAL; Crystallography; DNA; NUCLEIC-ACIDS; NUCLEOSIDES; OLIGODEOXYNUCLEOTIDES; OLIGONUCLEOTIDES; PROPYNE ANALOGS; RECOGNITION | Erscheinungsdatum: | 2004 | Herausgeber: | BLACKWELL MUNKSGAARD | Journal: | ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS | Volumen: | 60 | Ausgabe: | 7 | Startseite: | O489-O491 | Zusammenfassung: | The title compound, C14H16N4O4, adopts the anti conformation at the glycosylic bond [chi = 117.1 (5)degrees]. The sugar pucker of the 2'-deoxyribofuranosyl moiety is C2'-endo-C3'-exo, T-2(3) (S-type). The orientation of the exocyclic C4'-C5' bond is sc (gauche). The propynyl group is linear and coplanar with the nucleobase moiety. The structure of the compound is stabilized by several hydrogen bonds (N - H ... O and O - H ... O), leading to the formation of a multi-layered network. The nucleobases, as well as the propynyl groups, are stacked. This stacking might cause the extraordinary stability of DNA duplexes containing this compound. |
ISSN: | 01082701 | DOI: | 10.1107/S0108270104011552 |
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