邻苯二酚胺官能团测定和调节邻苯二酚-PEG粘合剂的交联动力学,Biomacromolecules

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邻苯二酚胺官能团测定和调节邻苯二酚-PEG粘合剂的交联动力学
Biomacromolecules ( IF 5.5 ) Pub Date : 2015-12-01 00:00:00 , DOI: 10.1021/acs.biomac.5b01126
Julieta I. Paez ₁ , Oya Ustahüseyin ₁ , Cristina Serrano ₁ , Xuan-Anh Ton ₁ , Zahid Shafiq ₁ , Günter K. Auernhammer ₁ , Marco d’Ischia ₂ , Aránzazu del Campo _{1,

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Affiliation

粘合剂材料的固化时间取决于粘合剂配方的聚合和交联动力学，因此需要针对特定应用进行优化。在这里，我们探讨了通过末端官能化的星形PEG与具有不同取代基的儿茶酚胺聚合形成的组织粘合PEG凝胶的聚合动力学和最终机械性能的可能性。我们在儿茶酚胺-PEG变体之间的最终凝胶的交联时间和内聚力上显示出很大的差异。在邻苯二酚环上安装了一个吸电子但提供π电子的氯取代基，可以更快，更有效地进行交联，而强吸电子的硝基则观察到相反的效果。由于链断裂（去甲肾上腺素中的β-OH基团）或分子内环化（DOPA中的α-羧基基团），链取代减慢了动力学并阻碍了交联。有趣的观点来自于儿茶酚胺-PEG前体的混合物的使用，为固化参数的微调提供了进一步的机会。这些是儿茶酚胺-PEG凝胶作为组织胶或用于细胞包封的生物材料的应用中令人感兴趣的特性。

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Gauging and Tuning Cross-Linking Kinetics of Catechol-PEG Adhesives via Catecholamine Functionalization

The curing time of an adhesive material is determined by the polymerization and cross-linking kinetics of the adhesive formulation and needs to be optimized for the particular application. Here, we explore the possibility of tuning the polymerization kinetics and final mechanical properties of tissue-adhesive PEG gels formed by polymerization of end-functionalized star-PEGs with catecholamines with varying substituents. We show strong differences in cross-linking time and cohesiveness of the final gels among the catecholamine-PEG variants. Installation of an electron-withdrawing but π-electron donating chloro substituent on the catechol ring resulted in faster and more efficient cross-linking, while opposite effects were observed with the strongly electron-withdrawing nitro group. Chain substitution slowed down the kinetics and hindered cross-linking due either to chain breakdown (β-OH group, in norepinephrine) or intramolecular cyclization (α-carboxyl group, in DOPA). Interesting perspectives derive from use of mixtures of catecholamine-PEG precursors offering further opportunities for fine-tuning of the curing parameters. These are interesting properties for the application of catecholamine-PEG gels as tissue glues or biomaterials for cell encapsulation.

更新日期：2015-12-01

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