Phenylboronic acid-decorated polymeric nanomaterials for advanced bio-application

Abstract

The paradigm of using phenylboronic acid-decorated polymeric nanomaterials for advanced bio-application has been well established over the past decade. Phenylboronic acid and its derivatives are known to form reversible complexes with polyols, including sugar, diol and diphenol. This unique chemistry of phenylboronic acid has given many chances to be exploited for diagnostic and therapeutic applications. This review highlights the recent advances in fabrication of phenylboronic acid-decorated polymeric nanomaterials, especially focus on the interactions with glucose and sialic acid. Applications of these phenylboronic acid-decorated nanomaterials in drug delivery systems and biosensors are discussed.

Recent advances in glucose-responsive insulin delivery systems: novel hydrogels and future applications

“…With a pK a value greater than 8, PBA does not function at physiological pH. Thus, many studies have focused on formulating PBA-based polymers to effectively decrease the pK a of PBA moiety to allow insulin release at physiological pH [ 25 ]. Another concern is the safety risk of PBA into the blood due to highly pH-dependent acid–diol interactions [ 23 ].…”

A new classification method of nanotechnology for design integration in biomaterials

“…In addition to chemical reactions used to generate new substances, the changes of the pathological environment are always the response conditions for intelligent biomaterials [36]. The most typical application is the change of pH in the area of disease tissue.…”

Connecting the dynamics and reactivity of arylboronic acids to emergent and stimuli-responsive material properties

“…Similarly, owing to their irreversible oxidation into phenols with common reactive oxygen species (ROS), such as hydrogen peroxide (H 2 O 2 ) or peroxynitrite (ONOO − ), present at nM to μM concentrations in cellular systems, arylboronic acids have also been incorporated into polymer backbones and as crosslinks to deliver oxidatively degradable polymers as stimuli-responsive drug delivery vehicles. 2–6 Though a number of excellent reviews on the small-molecule reactivity of arylboronic acids 6,7 and the properties of arylboronic acid-functionalized materials have been published, 2,4,5 the connection between small-molecule reactivity and emergent and stimuli-responsiveness of arylboronic acid-based materials is not often explicitly linked. Identifying the origin of material properties in the context of small-molecule reactivity provides a powerful tool to not only understand material properties as a function of molecular behavior, but also enables rational bottom-up design of networks with target characteristics.…”