Isomerization of aldo-disaccharides to keto-disaccharides in arginine solution and phosphate buffer under subcritical conditions

Abstract

Maltose, cellobiose, and lactose dissolved in 0.01 mol/L arginine solution or 0.01 mol/L phosphate buffer (pH 7.0) at 0.2 mol/L were reacted batchwise at 110 °C. The yields of the corresponding keto-disaccharides were 23.4% and 17.6% for maltose, 19.3% and 13.0% for cellobiose, and 20.0% and 13.7% for lactose in arginine solution at 30 min and phosphate buffer at 150 min, respectively. All the disaccharides were hydrolyzed in the range of 0.5 to 3.5%, the degree of hydrolysis being greater in arginine solution than in phosphate buffer. The monosaccharides produced by hydrolysis were slightly isomerized to other monosaccharides. A decrease in pH and an increase in absorbance at 280 and 420 nm continued even at the almost constant yields of the main products. The browning was particularly pronounced in the latter half of the reaction, suggesting a change of the by-products to substances with high absorption coefficient.