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Nucleic Acids Research, 1983, Vol. 11, No. 13 4553-4567
© 1983

CHEMISTRY

Conformational characteristics of the trinucleoside diphosphate xyloA2'-5'xyloA2'-5'xyloA. A nuclear magnetic resonance and CD study*

Johannes Doornbos, Gilles Gosselin1, Jean-Louis Imbach1 and Cornells Altona

1Université des Sciences et Techniques du Languedoc Montpellier, France Gorlaeus Laboratories, Department of Chemistry, State University of Leiden P.O.Box 9502, 2300 RA Leiden, The Netherlands

Received April 12, 1983. Accepted May 2, 1983.

In this paper the conformational analysis of the 2'-5' linked xy lotrinucleotide xA2'-5'xA2'-5'xA is reported. The title compound is an analogue of A2'-5'A2'-5'A, which compound was shown to display inhibitive effects on protein synthesis. The complete 1H-NMR assignment of the high field spectral region of the xylose trimer is given. Modes of base-base stacking are extracted from coupling constant data at various temperatures. Circular dichroic (CD) spectra confirm the presence of stacked states at low temperature. Xylonucleosides are known to prefer the N-type sugar conformation. However, in the present trimer the S-type conformer is suggested to partake in stacked conformations. Two types of stacking in the two constituent dimer fragments of the trimer are proposed to rationalize the NMR data: xA(l)N-xA(2)S and xA(2)N-xA(3)S.

*This paper is no.30 in the series ‘Nucleic Acids Constituents’. For no.29 see: Sanderson, M.R. et al. (1983) Nucleic Acids Res., 11, 3333-3346


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