Anomalous glucose-responsive rheological changes in a boronic acid-modified hyaluronan

Abstract

Herein, we report anomalous glucose (Glc)-responsive gelation/solation in 3-aminophenylboronic acid-modified hyaluronic acid.

Phenylboronate-salicylate ester cross-linked self-healing hydrogel composed of modified hyaluronan at physiological pH

“…For quantitatively evaluating the two crucial properties of self-healing hydrogels, namely, gelation and viscosity, dynamic viscoelasticity measurement is a widely used method. 12,13,27–30,35 The dynamic viscoelastic properties of BA–HA/Sal–HA were investigated. The storage modulus ( G ′) and loss modulus ( G ′′) were obtained from the dynamic viscoelasticity measurements, which showed the solid and liquid properties, respectively.…”

“…The G ′ and G ′′ values of boronate-ester-cross-linked hydrogels are strongly frequency ( ω ) dependent. 12,13,27–30,35 The frequency dependence of the BA–HA/Sal–HA system was investigated at a fixed strain of 10% (Fig. 7a).…”

“…BA–HA was synthesised using a slightly modified previous method. 27 Briefly, 3APBA (62.0 mg, 400 μmol) was added to distilled water (70 mL) and ultrasonically dissolved. Subsequently, NaHA (1043.2 mg, 2.50 mmol as repeating units) was dissolved in the mixture, after which DMT-MM (166.0 mg, 600 μmol) was added, and the pH of the solution was adjusted to 6.5 using hydrochloric acid.…”

“…26 PBA-moieties modified HAs have also been reported, and a hydrogel is produced by self-crosslinking a PBA moiety with the diol of HA. 27–30 However, PBA-moieties modified HAs also have some limitations. Although standard PBA derivatives can be modified to HA using a single step synthesis method, a hydrogel is formed only under the basic condition (pH 9.2–10.5).…”

“…Although standard PBA derivatives can be modified to HA using a single step synthesis method, a hydrogel is formed only under the basic condition (pH 9.2–10.5). 27–29 Some benzoxaborole derivatives-modified HA can form hydrogels under physiological pH conditions. 30 However, multi-step syntheses are required to synthesize benzoxaborole derivatives.…”