Hydrogel Synthesis and Stabilization via Tetrazine Click-Induced Secondary Interactions.,Macromolecular Rapid Communications

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Hydrogel Synthesis and Stabilization via Tetrazine Click-Induced Secondary Interactions.
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2020-06-09 , DOI: 10.1002/marc.202000287
Samantha E Holt ₁ , Amanda Rakoski ₁ , Faraz Jivan ₁ , Lisa M Pérez ₂ , Daniel L Alge _{1,

3}

Affiliation

The discovery of tetrazine click‐induced secondary interactions is reported as a promising new tool for polymeric biomaterial synthesis. This phenomenon is first demonstrated as a tool for poly(ethylene glycol) (PEG) hydrogel assembly via purely non‐covalent interactions and is shown to yield robust gels with storage moduli one to two orders of magnitude higher than other non‐covalent crosslinking methods. In addition, tetrazine click‐induced secondary interactions also enhance the properties of covalently crosslinked hydrogels. A head‐to‐head comparison of PEG hydrogels crosslinked with tetrazine‐norbornene and thiol‐norbornene click chemistry reveals an approximately sixfold increase in storage modulus and unprecedented resistance to hydrolytic degradation in tetrazine click‐crosslinked gels without substantial differences in gel fraction. Molecular dynamic simulations attribute these differences to the presence of secondary interactions between the tetrazine‐norbornene cycloaddition products, which are absent in the thiol‐norbornene crosslinked gels.

中文翻译：

通过四嗪点击诱导的二次相互作用进行水凝胶合成和稳定。

据报道，四嗪点击诱导的二次相互作用的发现是聚合物生物材料合成的一种有前途的新工具。这种现象首先被证明是通过纯非共价相互作用进行聚（乙二醇）（PEG）水凝胶组装的工具，并且被证明可以产生坚固的凝胶，其储能模量比其他非共价交联方法高一到两个数量级。此外，四嗪点击诱导的二次相互作用也增强了共价交联水凝胶的性能。对四嗪-降冰片烯和硫醇-降冰片烯点击化学交联的 PEG 水凝胶的头对头比较表明，四嗪点击交联凝胶的储能模量增加了约六倍，并且具有前所未有的抗水解降解性，而凝胶分数没有显着差异。分子动力学模拟将这些差异归因于四嗪-降冰片烯环加成产物之间存在二次相互作用，而硫醇-降冰片烯交联凝胶中不存在这种相互作用。

更新日期：2020-07-20

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