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  • Title: N.m.r. studies of the conformation of analogues of methyl beta-lactoside in methyl sulfoxide-d6.
    Author: Rivera-Sagredo A, Jiménez-Barbero J, Martín-Lomas M.
    Journal: Carbohydr Res; 1991 Dec 16; 221():37-47. PubMed ID: 1816924.
    Abstract:
    The 1H- and 13C-n.m.r. spectra of solutions of methyl beta-lactoside (1), all of its monodeoxy derivatives (2, 3, 6-10), the 3-O-methyl derivative (4), and methyl 4-O-beta-D-galactopyranosyl-D-xylopyranoside (5) in methyl sulfoxide-d6 have been analysed. The n.O.e.'s and specific desheildings indicate similar distributions of low-energy conformers, comparable to those in aqueous solution. The major conformer has torsion angles phi H and psi H of 49 degrees and 5 degrees, respectively, with contributions of conformers with phi/psi 24 degrees/-59 degrees, 22 degrees/32 degrees, and 6 degrees/44 degrees.
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