This technology features a monodisperse oligoamine boronic acid (OAB) compound containing seven amine groups and four phenylboronic acid groups, along with its synthesis method. The amine sites react to carbon dioxide, while the boronic acid sites react to monosaccharides, allowing a single molecule to detect two stimuli simultaneously.
Phenylboronic acid has gained attention as an insulin delivery material due to its reversible binding with sugars, but its application in biological systems has been limited by the need for alkaline conditions (pH 9 or higher) and potential toxicity. Furthermore, phenylboronic acid-based polymers often lack well-defined structural designs, leading to issues such as irreversible binding to negatively charged cell surfaces or aggregation.
This technology achieves dual responsiveness by forming reversible carbamates with CO2, which shifts the molecular charge within a pH range of 5.5 to 7.5 and enables binding with monosaccharides even at neutral pH. As a non-toxic, biodegradable small-molecule patch, it allows for the design of systems that release drugs in response to physiological changes. It can be applied to glucose-responsive insulin delivery, drug coatings, and controlled-release capsules, providing a customized release platform for diabetes protein therapeutics.
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