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13C-13C Spin-Spin Coupling Constants in Structural Studies: XXXVII. Rotational Conformations of Hydroxy Groups in Pyranose, Furanose, and Septanose Rings

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Abstract

Rotational surfaces for 13C-13C coupling constants with respect to two dihedral angles at C1 and C2 in model structures of aldopyranoses, aldofuranoses, and aldoseptanoses of the D-series were calculated in terms of the self-consistent finite perturbation theory. Internal rotation of the hydroxy groups exerts an appreciable effect (within 2.5 Hz) on the 13C-13C coupling constants of all cyclic forms of monosaccharides, which provides the possibility for performing conformational analysis of carbohydrates and their metabolites containing pyranose, furanose, and septanose fragments.

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Authors and Affiliations

  1. Angarsk State Technical Academy, ul. Chaikovskogo 60, Angarsk, 665835, Russia

    V. A. Danilova, N. V. Istomina & L. B. Krivdin

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  1. V. A. Danilova
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  2. N. V. Istomina
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  3. L. B. Krivdin
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Danilova, V.A., Istomina, N.V. & Krivdin, L.B. 13C-13C Spin-Spin Coupling Constants in Structural Studies: XXXVII. Rotational Conformations of Hydroxy Groups in Pyranose, Furanose, and Septanose Rings. Russian Journal of Organic Chemistry 40, 1194–1199 (2004). https://doi.org/10.1023/B:RUJO.0000045905.01006.4f

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  • DOI: https://doi.org/10.1023/B:RUJO.0000045905.01006.4f

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