N,N-dimethyl-5-methoxymethyl-2'-deoxycytidine

G F Audette; W M Zoghaib; S V Gupta; J W Quail; L T Delbaere

doi:10.1107/s0108270198013249

N,N-dimethyl-5-methoxymethyl-2'-deoxycytidine

Acta Crystallogr C. 1999 Mar 15:55 ( Pt 3):427-30. doi: 10.1107/s0108270198013249.

Authors

G F Audette¹, W M Zoghaib, S V Gupta, J W Quail, L T Delbaere

Affiliation

¹ Department of Biochemistry, University of Saskatchewan, Saskatoon, Canada.

PMID: 10220872
DOI: 10.1107/s0108270198013249

Abstract

In the title compound, C13H21N3O5, the pyrimidine ring adopts the antiperiplanar (-ap) conformation [chi = 193.54 (19) degrees]. The deoxyribose sugar ring has the C2'-exo-C3'-endo (2T3) twist conformation. The pseudo-rotational parameters of the deoxyribose sugar ring are P = 6.83 (2) degrees and Tm = 38.27 (2) degrees. The exocyclic side chain at C5' has the g+ conformation [gamma = 47.7 (3) degrees]. The 5-methoxymethyl group is distal to the deoxyribose sugar ring, with a C6-C5-C52-O52 torsion angle of -91.9 (3) degrees.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Crystallography, X-Ray
Deoxycytidine / analogs & derivatives*
Deoxycytidine / chemistry
Hydrogen Bonding
Models, Molecular

Substances