Next Article in Journal
Life-Cycle Assessment in the Polymeric Sector: A Comprehensive Review of Application Experiences on the Italian Scale
Previous Article in Journal
Synthesis, Modification and Characterization of Antimicrobial Textile Surface Containing ZnO Nanoparticles
Previous Article in Special Issue
The Use of Click-Type Reactions in the Preparation of Thermosets
Open AccessArticle

Multifunctional and Transformable ‘Clickable’ Hydrogel Coatings on Titanium Surfaces: From Protein Immobilization to Cellular Attachment

1
Department of Chemistry, Bogazici University, Bebek, Istanbul 34342, Turkey
2
Center for Life Sciences and Technologies, Bogazici University, Istanbul 34342, Turkey
*
Author to whom correspondence should be addressed.
Polymers 2020, 12(6), 1211; https://doi.org/10.3390/polym12061211
Received: 9 May 2020 / Revised: 23 May 2020 / Accepted: 24 May 2020 / Published: 26 May 2020
(This article belongs to the Special Issue ‘Click’ Chemistry and Polymers)
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–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–Alder reaction with tetrazine containing molecules. Taking advantage of photo-initiated thiol-ene ‘click’ 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 ‘clickable’ hydrogels on titanium-based substrates described here can find applications in areas involving modification of the interface with bioactive entities. View Full-Text
Keywords: click reactions; thiol-ene; thiol-maleimide; Diels–Alder; inverse-electron Diels–Alder; multi-functional; hydrogels; coatings; polymers; titanium interfaces click reactions; thiol-ene; thiol-maleimide; Diels–Alder; inverse-electron Diels–Alder; multi-functional; hydrogels; coatings; polymers; titanium interfaces
Show Figures

Graphical abstract

MDPI and ACS Style

Gevrek, T.N.; Degirmenci, A.; Sanyal, R.; Sanyal, A. Multifunctional and Transformable ‘Clickable’ Hydrogel Coatings on Titanium Surfaces: From Protein Immobilization to Cellular Attachment. Polymers 2020, 12, 1211.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Search more from Scilit
 
Search
Back to TopTop