1-(β-d-Erythrofuranosyl)cytidine (β-erythrocytidine)
1‐(β‐d‐Erythrofuranosyl)cytidine, C8H11N3O4, (I), a derivative of β‐cytidine, (II), lacks an exocyclic hydroxymethyl (–CH2OH) substituent at C4′ and crystallizes in a global conformation different from that observed for (II). In (I), the β‐d‐erythrofuranosyl ring assumes an E3 conformation (C3′‐exo...
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Veröffentlicht in: | Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2007-02, Vol.63 (2), p.o137-o140 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 1‐(β‐d‐Erythrofuranosyl)cytidine, C8H11N3O4, (I), a derivative of β‐cytidine, (II), lacks an exocyclic hydroxymethyl (–CH2OH) substituent at C4′ and crystallizes in a global conformation different from that observed for (II). In (I), the β‐d‐erythrofuranosyl ring assumes an E3 conformation (C3′‐exo; S, i.e. south), and the N‐glycoside bond conformation is syn. In contrast, (II) contains a β‐d‐ribofuranosyl ring in a 3T2 conformation (N, i.e. north) and an anti‐N‐glycoside linkage. These crystallographic properties mimic those found in aqueous solution by NMR with respect to furanose conformation. Removal of the –CH2OH group thus affects the global conformation of the aldofuranosyl ring. These results provide further support for S/syn–anti and N/anti correlations in pyrimidine nucleosides. The crystal structure of (I) was determined at 200 K. |
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ISSN: | 0108-2701 1600-5759 |
DOI: | 10.1107/S0108270106055053 |