Molecular Structure Underlying the Allosteric Mechanism of Caffeine Detection in Taste Sensor

The use of taste sensors with lipid/polymer membranes is one of the methods to evaluate taste. As previously reported, taste sensors can detect non-charged substances such as caffeine by modifying the lipid/polymer membranes with hydroxybenzoic acids (HBAs). The mechanism of caffeine detection by taste sensors was identified to be an allosteric one. Generally, the allosteric mechanism, defined as “regulation at distant sites”, is used to describe the regulation process for proteins. In this study, to improve the sensitivity of taste sensors to caffeine and its analogs using the allosteric mechanism, we used various modifiers of lipid/polymer membranes, and we detected caffeine using taste sensors with the modified membranes. The detection of the caffeine analogs theophylline and theobromine was also analyzed. The results of caffeine detection clarified that the molecular structure underlying the allosteric mechanism capable of effective caffeine detection involves both the carboxyl and hydroxyl groups, where the hydroxyl group can form intermolecular H bonds with caffeine. Furthermore, the taste sensors with a modifier, which has the molecular structure underlying the allosteric mechanism, showed high sensitivity to caffeine and caffeine analogs. The use of an allosteric mechanism may help improve the sensitivity of taste sensors to other non-charged pharmaceutical substances, such as dexamethasone and prednisolone, in the future.