Phenylboronic acid (PBA) can form dynamical reversible chemical bonds with sugars, and has potential in glucose response and controlling insulin delivery. In this paper, 4-fluorophenylboronic acid (FPBA) was employed which could work better than normal PBA in physiological environment. Herein, FPBA-substituted chitosans (CS-FPBA) with three different molecular weights were prepared, and affecting factors on preparation, including solvent, pH, raw materials ratio, activation time and reaction time, were discussed. The glucose responsiveness and controlling insulin release properties of CS-FPBA were also determined. Results showed that the substitution of FPBA onto CS could decrease the zeta potential of CS to negative values, which was favorable for CS-FPBA to react with hydroxyl groups in biological environments. They could effectively load with insulin with approximately 50% (wt%) encapsulation efficiency in 0.5 mg/mL insulin. Also, CS-FPBA particles had significant binding efficiency to glucose, which was dramatically higher by over 6 folds compared to chitosan. The maximum releasing amount of insulin was >90% in 9 h in 3 mg/mL of glucose solution when the molecular weight of CS was 50 kDa. In summary, CS-FPBA has potential to control the release of insulin, and can regulate the release rate by controlling the molecular weight of CS.

苯硼酸（PBA）可以与糖形成动态可逆的化学键，在葡萄糖反应和控制胰岛素输送方面具有潜力。在本文中，使用4-氟苯基硼酸（FPBA）在生理环境中可以比普通的PBA更好地工作。本文制备了三种不同分子量的FPBA取代的壳聚糖（CS-FPBA），并讨论了影响制备的因素，包括溶剂，pH，原料比，活化时间和反应时间。还确定了CS-FPBA的葡萄糖反应性和控制胰岛素释放的特性。结果表明，FPBA取代CS可以将CS的Zeta电位降低至负值，这有利于CS-FPBA在生物环境中与羟基反应。他们可以在0.5 mg / mL的胰岛素中以大约50％（wt％）的包封效率有效地装载胰岛素。而且，CS-FPBA颗粒与葡萄糖的结合效率很高，与壳聚糖相比，其结合效率显着提高了6倍以上。当CS的分子量为50 kDa时，在3 mg / mL葡萄糖溶液中，在9小时内胰岛素的最大释放量> 90％。总之，CS-FPBA具有控制胰岛素释放的潜力，并且可以通过控制CS的分子量来调节释放速率。当CS的分子量为50 kDa时，在3 mg / mL葡萄糖溶液中在9 h内90％。总之，CS-FPBA具有控制胰岛素释放的潜力，并且可以通过控制CS的分子量来调节释放速率。当CS的分子量为50 kDa时，在3 mg / mL葡萄糖溶液中在9 h内90％。总之，CS-FPBA具有控制胰岛素释放的潜力，并且可以通过控制CS的分子量来调节释放速率。