Click-Chemistry Approach toward Antibacterial and Degradable Hybrid Hydrogels Based on Octa-Betaine Ester Polyhedral Oligomeric Silsesquioxane

Click-Chemistry Approach toward Antibacterial and Degradable Hybrid Hydrogels Based on Octa-Betaine Ester Polyhedral Oligomeric Silsesquioxane
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DOI:
10.1021/acs.biomac.0c00530
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发表时间:
2020-09-01
期刊:
影响因子:
6.2
通讯作者:
Bockstaller, Michael R.
Bockstaller, Michael R.
中科院分区:
化学2区
文献类型:
--
作者:
Han, Jin;Chen, Qinyue;Bockstaller, Michael R.

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开发了一种通过有效的硫醇烯和 Menschutkin 点击反应合成含有八甜菜碱酯多面体低聚倍半硅氧烷 (POSS) 的可降解水凝胶的有效工艺。该水凝胶的屈服强度为0.36 MPa,压缩模量为4.38 MPa,并表现出优异的柔韧性和抗扭转性。使用大肠杆菌(革兰氏阴性)和金黄色葡萄球菌(革兰氏阳性)评估水凝胶(和降解产物)的抗菌功效。研究发现,随着水凝胶网络中氯乙酸鲸蜡酯 (CCA) 浓度的增加,功效增加,对大肠杆菌和金黄色葡萄球菌的功效分别达到 93% 和 99%。在弱碱条件(pH = 8)和生理条件(pH = 7.4)下观察到水凝胶的降解。水凝胶的降解时间可以通过水凝胶中CCA含量的变化和环境刺激来微调。生理条件下可调节的降解行为与高抗菌功效相结合,可以使所提出的材料对组织工程应用感兴趣。
An efficient process for the synthesis of degradable hydrogels containing octa-betaine ester polyhedral oligomeric silsesquioxane (POSS) through efficient thiolene and Menschutkin click reactions was developed. The hydrogels exhibited a yield strength of 0.36 MPa and a compressive modulus of 4.38 MPa and displayed excellent flexibility as well as torsion resistance. Antibacterial efficacy of hydrogels (and degradation products) was evaluated using Escherichia coli (Gram-negative) and Staphylococcus aureus (Gram-positive). Efficacy was found to increase with the concentration of cetyl chloroacetate (CCA) in the hydrogel network, reaching 93% and 99% for Escherichia coli and Staphylococcus aureus, respectively. Degradation of hydrogels was observed in weak alkali conditions (pH = 8) and at physiological conditions (pH = 7.4). The degradation time of the hydrogels could be finely tuned by variation of the CCA content in the hydrogel and environmental stimulus. The tunable degradation behavior under physiological conditions combined with high antibacterial efficacy could render the presented materials interesting for tissue engineering applications.