Dual-Degradable Biohybrid Microgels by Direct Cross-Linking of Chitosan and Dextran Using Azide–Alkyne Cycloaddition,Biomacromolecules

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Dual-Degradable Biohybrid Microgels by Direct Cross-Linking of Chitosan and Dextran Using Azide–Alkyne Cycloaddition
Biomacromolecules ( IF 5.5 ) Pub Date : 2020-11-19 , DOI: 10.1021/acs.biomac.0c01158
Helin Li _{1,

2} , Xin Li _{1,

2} , Puja Jain ₂ , Huan Peng ₂ , Khosrow Rahimi ₂ , Smriti Singh ₂ , Andrij Pich _{1,

2,

3}

Affiliation

In this work, biocompatible and degradable biohybrid microgels based on chitosan and dextran were synthesized for drug delivery applications. Two kinds of bio-based building blocks, alkyne-modified chitosan and azide-modified dextran, were used to fabricate microgels via single-step cross-linking in water-in-oil emulsions. The cross-linking was initiated in the presence of copper(II) without the use of any extra cross-linkers. A series of pH-responsive and degradable microgels were successfully synthesized by varying the degree of cross-links. The microgels were characterized using ¹H NMR and FTIR spectroscopy which proved the successful cross-linking of alkyne-modified chitosan and azide-modified dextran by copper(II)-mediated click reaction. The obtained microgels exhibit polyampholyte character and can carry positive or negative charges in aqueous solutions at different pH values. Biodegradability of microgels was shown at pH 9 or in the presence of Dextranase due to the hydrolysis of carbonate esters in the microgels or 1,6-α-glucosidic linkages in dextran structure, respectively. Furthermore, the microgels could encapsulate vancomycin hydrochloride (VM), an antibiotic, with a high loading of approximately 93.67% via electrostatic interactions. The payload could be released in the presence of Dextranase or under an alkaline environment, making the microgels potential candidates for drug delivery, such as colon-specific drug release.

中文翻译：

通过使用叠氮化物-炔烃环加成反应的壳聚糖和右旋糖酐直接交联的双可降解生物混合微凝胶

在这项工作中，基于壳聚糖和葡聚糖的生物相容性和可降解生物混合微凝胶被合成用于药物递送应用。两种生物基构件，炔烃修饰的壳聚糖和叠氮化物修饰的葡聚糖，用于通过单步交联在油包水乳液中制备微凝胶。交联是在铜（II）存在下引发的，无需使用任何额外的交联剂。通过改变交联度成功合成了一系列pH响应型和可降解微凝胶。使用¹对微凝胶进行表征1 H NMR和FTIR光谱证明了炔烃修饰的壳聚糖和叠氮化物修饰的葡聚糖通过铜（II）介导的点击反应成功交联。所获得的微凝胶表现出聚两性电解质特征，并且可以在不同pH值的水溶液中带有正电荷或负电荷。由于在微凝胶中碳酸酯的水解或在葡聚糖结构中的1，6-α-糖苷键的水解，在pH 9或存在葡聚糖酶的情况下显示了微凝胶的生物降解性。此外，微凝胶可以通过静电相互作用封装抗生素万古霉素盐酸盐（VM），并具有约93.67％的高负载量。有效载荷可以在葡聚糖酶存在下或在碱性环境下释放，从而使微凝胶成为药物输送的潜在候选者，

更新日期：2020-12-14

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