2 `-Deoxy-7-propynyl-7-deaza-adenosine: a DNA duplex-stabilizing nucleoside

Autor(en): Seela, F
Shaikh, KI
Budow, S
Eickmeier, H
Stichwörter: BASE-PAIRS; Chemistry; Chemistry, Multidisciplinary; CRYSTAL; Crystallography; INHIBITION; MOLECULAR RECOGNITION; OLIGODEOXYNUCLEOTIDES; OLIGONUCLEOTIDES; PROPYNE ANALOGS; RNA
Erscheinungsdatum: 2006
Herausgeber: INT UNION CRYSTALLOGRAPHY
Journal: ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY
Volumen: 62
Ausgabe: 5
Startseite: O246-O248
Zusammenfassung: 
In the title compound, 2'-deoxy-7-propynyl-7-deaza-adenosine, C14H16N4O3, the torsion angle of the N-glycosylic bond is anti [chi = -130.7 (2)degrees]. The sugar pucker of the 2'-deoxy-ribo-furanosyl moiety is C2'-endo-C3'-exo, T-2(3) (S-type), with P = 185.9 (2)degrees and tau(m) = 39.1 (1)degrees, and the orientation of the exocyclic C4'-C5' bond is -ap (trans). The 7-substituted propynyl group is nearly coplanar with the heterocyclic base moiety. Mol-ecules of the nucleoside form a layered network in which the heterocyclic bases are stacked head-to-tail with a closest distance of 3.197 (1) angstrom. The crystal structure of the nucleoside is stabilized by three inter-molecular hydrogen bonds of types N-H center dot center dot center dot O, O-H center dot center dot center dot N and O-H center dot center dot center dot O.
ISSN: 20532296
DOI: 10.1107/S0108270106008870

Show full item record

Page view(s)

1
Last Week
0
Last month
0
checked on Feb 27, 2024

Google ScholarTM

Check

Altmetric