13C NMR spectroscopic analysis on the chiral discrimination of N-acetylphenylalanine, catechin and propranolol induced by cyclic-(1→2)-β-d-glucans (cyclosophoraoses)

Cyclosophoraoses (cyclic-(1→2)-β-d-glucans) produced by Rhizobium meliloti were used as a novel chiral NMR solvating agent. 13C NMR spectroscopic analysis as an enantiodiscriminating tool was carried out where NMR signal splittings were observed on the interactions of cyclosophoraoses with the enantiomers of N-acetylphenylalanine, catechin and propranolol. The 13C chemical shifts of cyclosophoraoses induced by the enantiomeric interactions predominantly occurred at the C-1 and C-2 carbons associated with the -glycosidic linkage.