The conformation of the monomethyl ethers of methyl β-lactoside in D 2O and Me 2SO- d6 solutions

Abstract

The solution conformations of all the possible monomethyl ethers of methyl β-lactoside have been analysed using molecular mechanics and dynamics calculations and nuclear magnetic resonance data (variable temperature and NOE experiments). The overall shape of all the compounds studied is fairly similar and may be described by conformers included in a low-energy region with Φ = −100±40° and Ψ = −135±35°, which is ca. 5% of the total potential energy surface for the glycosidic linkages of the disaccharides.