| Summary: | 碩士 === 國立屏東科技大學 === 食品技術研究所 === 86 ===
Schiff base formation is an important reaction in food and biological systems such as aroma formation, aldehydes analysis and so on. Three types of model systems, cysteamine/aldehydes, lysine/pyridoxal 5-phosphate and Nylon/aldehydes, were used to study the effect of proton transfer on Schiff base formation. Quantification of products was conducted to evaluate the formation of Schiff base.
The result showed that all of the chemical compounds including free phosphate buffer, bound phosphate group and carboxy1 group could increase a considerable amount of Schiff base containing products. In cysteamine/aldehydes model system, free phosphate buffer tended to promote the formation of thiazolidine derivatives, especially unsubstituted thiazolidine. In lysine/pyridoxal 5-phophate model system, pyridoxal 5-pyridoxal was less stable than pyridoxal in aqueous solution. And in Nylon/aldehydes model system, partial hydrolysis of Nylon 6 powder resulted in a futher release of both free amine and carboxy1 group. The neighboring carboxy1 group catalyzed the Schiff base formation between aldehydes and Nylon 6 powder.
Results from the present study suggest that those compounds serve as proton transfer agents. Those compounds have two sites available, for both proton acceptance as well as proton donation. The amphophilic character is able to increase the rate of Schiff base formation.
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