Fabrication of boronic acid-functionalized nanoparticles via boronic acid–diol complexation for drug delivery

Abstract

We presented here a facile strategy for fabricating boronic acid-functionalized nanoparticles based on the complexation of phenylboronic acids in poly(3-methacrylamido phenylboronic acid) (PMAPBA) and glucose moieties in dextran via boronic acid-diol interactions. The formation of boronate crosslinked nanoparticles was confirmed by Fourier transform infrared spectrometry, thermal analysis, transmission electron micrographs, dynamic light scattering and UV spectrometry. The nanoparticles were well dispersed as individual, spherically shaped particles with an average size of 100 nm. The glucose-sensitivity was revealed by the swelling behavior of the nanoparticles at different glucose concentrations. Furthermore, insulin was encapsulated in the nanoparticles with a loading capacity up to 22%, and the structure of insulin had not been distorted in the loading procedure. The insulin release increased with the enhancement of the glucose level in the medium. More importantly, the nanoparticles had good cytocompatibility, as demonstrated by in vitro experiments. The facility of this strategy together with the high loading capacity, glucose-sensitivity and cytocompatibility of the produced nanoparticles should greatly boost their application in drug delivery.

Encapsulation and Release of Functional Nanodroplets Entrapped in Nanofibers

“…Then, the largest weight loss occurred from 280 to 350 °C. These results are in accordance with a previous report showing the thermal degradation of dextran . In the case of nanofibers containing PO and DCPD nanodroplets, three stages were observed in the decomposition of the materials.…”

Glucose‐Responsive Trehalose Hydrogel for Insulin Stabilization and Delivery

“…The swelling mechanism is caused by the shift in the equilibrium of different boronic acid species toward the anionic tetrahedral form upon binding to diols such as those on sugars, which causes osmotic swelling of the hydrogels . Alternatively, boronic acid‐based polymers can form a hydrogel upon complexation with diol‐containing polymers in the presence of insulin, and later be competitively displaced by glucose to dissolve the hydrogel and release insulin …”

Cross‐Linking Building Blocks Using a “Boronate Bridge” to Build Functional Hybrid Materials

“…Wang et al. reported nanoparticles for drug release formed by poly(3‐methacrylamido PBA) and dextran . The complexation‐induced self‐assembly of two polymers formed nanoparticles in which insulin could be loaded and released in response to the addition of glucose.…”

“…Zhao et al reported acid-responsive micelles as drug delivery vehicles constructed using dextran-b-poly(L-lysine) modified with PBA moieties. [50] The block copolymer formed shell-cross-linked micelles via boronate-dextran interactions. Doxorubicin loaded in the hydrophobic core was released after endocytosis.…”