Site-specificities in the interactions of Cu(II) with aldopentopyranoses in dimethyl sulfoxide

Abstract

Interactions of Cu(II) with aldopentoses having different C3 and C4 hydroxy configuration, D-arabinose, D-xylose, and their methyl glycosides, in water-dimethyl sulfoxide (dmso) solutions were studied by 13C NMR with specific line broadening techniques and electronic and ESR spectrometries. When monosaccharides had the arabinopyranose-type ring configuration, site-specific interaction involving C3 and C4 hydroxy groups was observed in dmso, and Cu(II) was shown to suffer tetragonal distortion upon coordination of monosaccharides. Anomer- and site-specificity of the interaction between monosaccharides and Cu(II) were sensitive to the nature of the solvent.