Facile Synthesis of Rapidly Degrading PEG-Based Thiol-Norbornene Hydrogels.

Facile Synthesis of Rapidly Degrading PEG-Based Thiol-Norbornene Hydrogels.
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DOI:
10.1021/acsmacrolett.1c00056
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发表时间:
2021-03-16
期刊:
影响因子:
7.015
通讯作者:
Lin, Chien-Chi
Lin, Chien-Chi
中科院分区:
化学1区
文献类型:
--
作者:
Lin, Fang-Yi;Lin, Chien-Chi

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以多臂聚乙二醇缩碳酸酐为原料,采用另一种合成路线制备降冰片烯功能化聚乙二醇酯。这种名为PEGNBCA的大单体允许硫醇-降冰片烯水凝胶的光交联,其动力学与传统的PEGNB大单体相当。此外,PEGNBCA还为进一步与含胺分子共轭提供了一个额外的羧酸基。有趣的是,PEGNBCA硫醇降冰片烯水凝胶非常容易通过增强酯类的水解性进行水解性降解。在二次共轭后,酯键被进一步削弱,导致PEGNB水凝胶极快地降解。更重要的是,通过调节大分子单体组成可以很容易地调整降解,完全降解时间从几个小时到几周不等。PEGNBCA水凝胶对各种细胞类型也具有高度的细胞相容性,为未来在组织工程和先进生物制造中的应用提供了机会。
An alternate synthesis route was developed to prepare norbornene-functionalized poly(ethylene glycol) (PEG) from reacting multi-arm PEG with carbic anhydride. The macromer, PEGNBCA, permits photocrosslinking of thiol-norbornene hydrogels with kinetics comparable to conventional PEGNB macromer. In addition, PEGNBCA provides an additional carboxylate group for further conjugation with amine-bearing molecules. Interestingly, PEGNBCA thiol-norbornene hydrogels are highly susceptible to hydrolytic degradation through enhanced ester hydrolysis. The ester linkage is further weakened after the secondary conjugation, resulting in extremely rapid degradation of PEGNB hydrogels. More importantly, the degradation can be readily adjusted via tuning macromer compositions, with complete degradation time ranging from hours to weeks. The PEGNBCA hydrogels are also highly cytocompatible toward various cell types, providing opportunities for future applications in tissue engineering and advanced biofabrication.
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