Influence of the Carboxylic Function on the Degradation of d-Galacturonic Acid and Its Polymers

Past investigations have shown high browning potential during the caramelization of sugar acids in comparison to reducing sugars. However, no approaches to elucidate the chemical mechanisms have been made. Therefore, this study aims to clarify the reasons for the high browning potential by measuring the mutarotation velocity and the elimination of CO₂ during the heat treatment of uronic acids. Performed polarimetric experiments show that the mutarotation velocity of d-galacturonic acid exceeds that of d-galactose by a factor of nearly 4.5. However, the ring opening velocity is not the only parameter that differs between the two carbohydrate structures. Measurements of the release of CO₂ of heated d-galacturonic acid at 60 °C show a steady increase, and after 48 h, 6% of degraded d-galacturonic acid has eliminated CO₂. CO₂ release was also found during the heating of pectin, indicating a decarboxylation reaction during thermal degradation. One of the degradation reactions postulated for the release of CO₂ leads to α-ketoglutaraldehyde, which is responsible for the formation of several chromophoric substances.

carbon dioxide; citrus pectin; d-galacturonic acid; d-glucuronic acid; furfural; glucuronolactone; mutarotation velocity; polygalacturonic acid; α-ketoglutaraldehyde.