Influence of various factors on formation of 2,3-dihydro-3,5-dihydroxy-6-methyl-4(H)-pyran-4-one (DDMP) in a solid-state model system of Maillard reaction

Abstract

The influences of various factors on the formation of 2,3-dihydro-3,5-dihydroxy-6-methyl-4(H)-pyran-4-one (DDMP) were investigated in a solid-state Maillard reaction system. Thermogravimetric analysis (TG) and differential scanning calorimetry analysis (DSC) showed that the solid-state Maillard reaction mainly occurred at around 150 °C. The DDMP formation from reducing sugars (glucose or fructose) and several selected amino acids (l-proline, l-alanine, l-asparagine, l-threonine, l-tyrosine and l-lysine) was compared. Proline was found to have special activity in DDMP formation when reacted with glucose because of its special catalytic action. The influences of reactant ratios, oxygen, reaction temperature and reaction time on DDMP formation from the reaction of proline with glucose were studied. Reactant molar ratios of glucose to proline played important impact on DDMP formation, and the formation of DDMP was improved when the ratio was higher than 1:1 and achieved the highest level at 2:1. Oxygen had no obvious effects on DDMP formation. The effects of reaction time and temperature were investigated together and revealed the information on the highest yield and minimum temperature for DDMP formation. Furthermore, the kinetics of DDMP formation was studied, and DDMP formation in the initial stage was shown to follow an apparent first-order reaction with an activation energy of 68.8 kJ/mol.