Secondary isotope multiplet nuclear magnetic resonance spectroscopy of partially labelled entities (SIMPLE): 13C spectra of stachyose and its subunits

Abstract
13 C N.m.r. measurements have been made, in (C2H3)2SO solutions, of some carbohydrates (sucrose, raffinose, melezitose, and stachyose) in which exchangeable protons have been partially deuteriated (ca.50:50). Signals from a single carbon atom type are observed as a series of multiplets (singlets to octests, at least) resulting from observation of different isotopomers measured under conditions of slow exchange. The multiplets are analysed in terms of the two-bond (β) and three-bond (γ) isotope effects that contribute to the deuterium-induced secondary isotope shift. Magnitudes of β and γ effects vary, giving rise to characteristic multiplets which have been used to check the assignment of the disaccharide sucrose, and to provide the assignment of the 13C n.m.r. spectra of the trisaccharides raffinose and melezitose and the tetrasaccharide stachyose in (C2H3)2SO solutions and in 2H2O solutions by using mixed-solvent studies. The SIMPLE n.m.r. method may be used to provide information on the composition, substitution, and glycosidic linkages of oligosaccharides in solution.

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