<p>In situ gelling materials that rapidly form gels upon contact with body fluids are highly attractive for clinical applications. Boronate ester-crosslinked materials can create flexible, pH-responsive hydrogels. In this study, we focused on glucamine as the <i>cis-</i>diol-containing moiety in phenylboronic acid (BA) derivatives. We developed a modified hyaluronan acidic system composed of BA derivative-modified hyaluronan and glucamine-modified hyaluronan. 3-Amino-4-fluorophenylboronic acid and D-glucamine were modified onto sodium hyaluronate through condensation reaction, and mixed modified hyaluronan systems were prepared. We investigated the effect of pH on the rheological properties of the modified hyaluronan system and examined the binding constants (<i>K</i>) between BA derivatives and glucamine. The mixed modified hyaluronan system (pH 3.9) which combined the higher degree of substitution gelled quickly upon injection into a buffer solution at pH 7.4. The system exhibits significant pH dependence, with gelling properties increasing markedly as the pH rises from 4.4 to 7.4. For glucamine, the <i>K</i> values increased as the pD rose from 5.8 to 8.3.&#xa0;We concluded that successful pH-responsive in situ gelation requires a high degree of polymer substitution and strong <i>K</i> values between the BA derivative and the <i>cis</i>-diol moiety. Glucamine was identified as an effective <i>cis</i>-diol-containing moiety for BA derivatives.</p> Graphical Abstract <p></p>