THE DEGRADATION OF D-GLUCOSE IN ACIDIC AQUEOUS SOLUTION
DOI:
https://doi.org/10.15421/jchemtech.v32i3.299431Keywords:
glucose; glucose degradation products; 3,4-di-deoxyglucosone-3-ene; 5-hydroxymethylfurfural; acidic compounds.Abstract
The objective of this work was to estimate glucose degradation products (GDPs) in model system D-glucose/H+ based on the changes in the pH values, absorption of ultraviolet (UV) light and integral intensities of carbonyl absorption (ν 1740–1710 cm-1) by Raman spectroscopy. Spectrophotometric, pH-metric and Raman spectroscopy methods were used to elucidate mechanism of both glucose degradation and transformation of GDPs in the model D-glucose solutions after desired time and temperature of heating. Common features for all the tested solutions after heating were reduce in pH values and increase in UV absorbance at λmax 225 nm (absorbance of 3,4-DGE) and in the carbonyl region λmax 280-285 nm (absorbance of 5-HMF). This indicated that these intermediates had been formed during heating. Their stability increases with a decrease in initial pH values. By Raman and UV spectroscopy methods temperature zones were determined in which certain processes of transformation of D-glucose were seen. It was demonstrated that in the temperature interval at 80–95 °C at all pH values, formation of 3,4-DGE accelerated while the their transformation into 5-HMF slowed down. It was shown that the formation of unsaturated carbonyl-containing compounds (3,4-DGE), as starting intermediates for further transformations were slowed down at pH 3, which indicates a certain stability of D-glucose under these conditions.
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