Abstract

The 1H- and 13C-n.m.r. spectra of 2-acetamido-2-deoxy derivatives of methyl d-gluco- and d-galacto-pyranoside were measured in the presence of lanthanide ions in deuterium oxide. The signals of the N-acetyl protons, H-2, the carbonyl and methyl carbon atoms in the N-acetyl groups, and C-2 were more markedly shifted than others by the addition of praseodymium ion. The 13C-spin-lattice relaxation-times were also measured in the presence of gadolinium ion, and the distances between it and several carbon atoms were estimated. Based on all of the data, it is suggested that lanthanide ions may preferentially form a complex with the acetamido group, probably binding to the nitrogen atom in the amino sugars.

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