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ABSTRACT IN a nucleoside the rotation of the nucleobase about the glycosidic bond relative to the sugar moiety is sterically hindered and two conformational ranges, _syn_ and _anti_, are
preferred1. Theoretical2–5 and spectroscopic6–8 investigations suggest that the _anti_ conformation is slightly more energetically favoured than the _syn_. In the crystalline state, this is
also true for purine nucleosides but all pyrimidine nucleosides, except 4-thiouridine9 (a tRNA minor constituent), crystallize in _anti_ conformation. 4-Thiouridine may occur in _syn_
conformation because of the stabilization by the peculiar hydrogen bonding and packing scheme or the particular C(3′)-endo-C(4′)-exo puckering* of the ribose unit. The correlation between
conformation about the glycosidic bond and the sugar puckering in nucleosides was further studied by X-ray analysis of 6-methyluridine (Fig. 1). This species, according to nuclear magnetic
resonance studies6, exists in the _syn_ conformation in aqueous solution because of the bulky methyl group in position 6 of the pyrimidine ring. Access through your institution Buy or
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NUCLEOSIDE PHOSPHORYLASES MAKE _N_7-XANTHOSINE Article Open access 29 April 2024 UNMASKING THE HALIDE EFFECT IN DIASTEREOSELECTIVE GRIGNARD REACTIONS APPLIED TO C4´ MODIFIED NUCLEOSIDE
SYNTHESIS Article Open access 16 February 2025 REGIOSELECTIVE RIBONUCLEOSIDE SYNTHESIS THROUGH TI-CATALYSED RIBOSYLATION OF NUCLEOBASES Article 09 January 2023 REFERENCES * Donohue, J., and
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AUTHORS AND AFFILIATIONS * Max-Planck-Institut für Experimentelle Medizin, Abteilung Chemie, 34, Göttingen D. SUCK & W. SAENGER * Schering AG, 1, Berlin H. VORBRÜGGEN Authors * D. SUCK
View author publications You can also search for this author inPubMed Google Scholar * W. SAENGER View author publications You can also search for this author inPubMed Google Scholar * H.
VORBRÜGGEN View author publications You can also search for this author inPubMed Google Scholar RIGHTS AND PERMISSIONS Reprints and permissions ABOUT THIS ARTICLE CITE THIS ARTICLE SUCK, D.,
SAENGER, W. & VORBRÜGGEN, H. Conformation of 6-Methyluridine — a Pyrimidine Nucleoside in the _syn_ Conformation. _Nature_ 235, 333–334 (1972). https://doi.org/10.1038/235333a0 Download
citation * Received: 24 August 1971 * Issue Date: 11 February 1972 * DOI: https://doi.org/10.1038/235333a0 SHARE THIS ARTICLE Anyone you share the following link with will be able to read
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