Multifunctional and Transformable ‘Clickable’ Hydrogel Coatings on Titanium Surfaces: From Protein Immobilization to Cellular Attachment
| Autor: | Rana Sanyal, Aysun Degirmenci, Amitav Sanyal, Tugce Nihal Gevrek |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Polymers and Plastics
titanium interfaces click reactions chemistry.chemical_element coatings Article lcsh:QD241-441 chemistry.chemical_compound Tetrazine lcsh:Organic chemistry Moiety multi-functional Maleimide hydrogels polymers chemistry.chemical_classification Alkene thiol-ene General Chemistry Combinatorial chemistry Cycloaddition chemistry Diels–Alder Self-healing hydrogels Surface modification thiol-maleimide inverse-electron Diels–Alder Titanium |
| Zdroj: | Polymers, Vol 12, Iss 1211, p 1211 (2020) Polymers Volume 12 Issue 6 |
| ISSN: | 2073-4360 |
| DOI: | 10.3390/polym12061211 |
| Popis: | Multifunctionalizable hydrogel coatings on titanium interfaces are useful in a wide range of biomedical applications utilizing titanium-based materials. In this study, furan-protected maleimide groups containing multi-clickable biocompatible hydrogel layers are fabricated on a titanium surface. Upon thermal treatment, the masked maleimide groups within the hydrogel are converted to thiol-reactive maleimide groups. The thiol-reactive maleimide group allows facile functionalization of these hydrogels through the thiol-maleimide nucleophilic addition and Diels&ndash Alder cycloaddition reactions, under mild conditions. Additionally, the strained alkene unit in the furan-protected maleimide moiety undergoes radical thiol-ene reaction, as well as the inverse-electron-demand Diels&ndash Alder reaction with tetrazine containing molecules. Taking advantage of photo-initiated thiol-ene &lsquo click&rsquo reactions, we demonstrate spatially controlled immobilization of the fluorescent dye thiol-containing boron dipyrromethene (BODIPY-SH). Lastly, we establish that the extent of functionalization on hydrogels can be controlled by attachment of biotin-benzyl-tetrazine, followed by immobilization of TRITC-labelled ExtrAvidin. Being versatile and practical, we believe that the described multifunctional and transformable &lsquo clickable&rsquo hydrogels on titanium-based substrates described here can find applications in areas involving modification of the interface with bioactive entities. |
| Databáze: | OpenAIRE |
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