The fate of N-(l-deoxy-D-fructose-l-yl)glycine in aqueous model systems

摘要

The degradation of the Amadori compound Ar-(l-deoxy-D-fructose-l-yl)glycine (DFG) was studied in unbuffered and buffered aqueous solutions at 90 (deg)C over a period of 7 h. The pH was kept constant at 5, 6, 7 or 8 during the reaction. The occurrence of glucose and mannose suggests a certain reversibility of the Amadori rearrangement at 90 (deg)C. The rate of this reaction increased with increasing pH, in particular between pH 5 and 7. Phosphate accelerated the formation of hexoses from DFG, resulting in up to 0.05 mol mannose and 0.13 mol glucose per mole DFG (pH 5; 0.1 M phosphate buffer).