Light-activated, bioadhesive, poly(2-hydroxyethyl methacrylate) brush coatings

Rapid adhesion between tissue and synthetic materials is relevant to accelerate wound healing and to facilitate the integration of implantable medical devices. Most frequently, tissue adhesives are applied as a gel or a liquid formulation. This manuscript presents an alternative approach to mediate...

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Main Authors: Wang, Jian, Karami, Peyman, Ataman, Nariye Cavusoglu, Pioletti, Dominique P., Steele, Terry W. J., Klok, Harm-Anton
Other Authors: School of Materials Science and Engineering
Format: Article
Language:English
Published: 2020
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Online Access:https://hdl.handle.net/10356/143112
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1431122023-07-14T15:59:39Z Light-activated, bioadhesive, poly(2-hydroxyethyl methacrylate) brush coatings Wang, Jian Karami, Peyman Ataman, Nariye Cavusoglu Pioletti, Dominique P. Steele, Terry W. J. Klok, Harm-Anton School of Materials Science and Engineering Bioadhesive Rapid adhesion between tissue and synthetic materials is relevant to accelerate wound healing and to facilitate the integration of implantable medical devices. Most frequently, tissue adhesives are applied as a gel or a liquid formulation. This manuscript presents an alternative approach to mediate adhesion between synthetic surfaces and tissue. The strategy presented here is based on the modification of the surface of interest with a thin polymer film that can be transformed on-demand, using UV-light as a trigger, from a nonadhesive into a reactive and tissue adhesive state. As a first proof-of-concept, the feasibility of two photoreactive, thin polymer film platforms has been explored. Both of these films, colloquially referred to as polymer brushes, have been prepared using surface-initiated atom transfer radical polymerization (SI-ATRP) of 2-hydroxyethyl methacrylate (HEMA). In the first part of this study, it is shown that direct UV-light irradiation of PHEMA brushes generates tissue-reactive aldehyde groups and facilitates adhesion to meniscus tissue. While this strategy is very straightforward from an experimental point of view, a main drawback is that the generation of the tissue reactive aldehyde groups uses the 250 nm wavelength region of the UV spectrum, which simultaneously leads to extensive photodegradation of the polymer brush. The second part of this report outlines the synthesis of PHEMA brushes that are modified with 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid (TFMDA) moieties. UV-irradiation of the TFMDA containing brushes transforms the diazirine moieties into reactive carbenes that can insert into C-H, N-H, and O-H bonds and mediate the formation of covalent bonds between the brush surface and meniscus tissue. The advantage of the TFMDA-modified polymer brushes is that these can be activated with 365 nm wavelength UV light, which does not cause photodegradation of the polymer films. While the work presented in this manuscript has used silicon wafers and fused silica substrates as a first proof-of-concept, the versatility of SI-ATRP should enable the application of this strategy to a broad range of biomedically relevant surfaces. Published version This work was financially supported by the Swiss National Science Foundation (SNSF) and China Scholarship Council (No. 201506360078). 2020-08-03T07:41:26Z 2020-08-03T07:41:26Z 2020 Journal Article Wang, J., Karami, P., Ataman, N. C., Pioletti, D. P., Steele, T. W. J., & Klok, H.-A. (2020). Light-activated, bioadhesive, poly(2-hydroxyethyl methacrylate) brush coatings. Biomacromolecules, 21(1), 240-249. doi:10.1021/acs.biomac.9b01196 15264602 15257797 1526-4602 https://hdl.handle.net/10356/143112 10.1021/acs.biomac.9b01196 21 2-s2.0-85074397826 1 21 240 249 en Biomacromolecules © 2019 American Chemical Society. This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Bioadhesive
spellingShingle Bioadhesive
Wang, Jian
Karami, Peyman
Ataman, Nariye Cavusoglu
Pioletti, Dominique P.
Steele, Terry W. J.
Klok, Harm-Anton
Light-activated, bioadhesive, poly(2-hydroxyethyl methacrylate) brush coatings
description Rapid adhesion between tissue and synthetic materials is relevant to accelerate wound healing and to facilitate the integration of implantable medical devices. Most frequently, tissue adhesives are applied as a gel or a liquid formulation. This manuscript presents an alternative approach to mediate adhesion between synthetic surfaces and tissue. The strategy presented here is based on the modification of the surface of interest with a thin polymer film that can be transformed on-demand, using UV-light as a trigger, from a nonadhesive into a reactive and tissue adhesive state. As a first proof-of-concept, the feasibility of two photoreactive, thin polymer film platforms has been explored. Both of these films, colloquially referred to as polymer brushes, have been prepared using surface-initiated atom transfer radical polymerization (SI-ATRP) of 2-hydroxyethyl methacrylate (HEMA). In the first part of this study, it is shown that direct UV-light irradiation of PHEMA brushes generates tissue-reactive aldehyde groups and facilitates adhesion to meniscus tissue. While this strategy is very straightforward from an experimental point of view, a main drawback is that the generation of the tissue reactive aldehyde groups uses the 250 nm wavelength region of the UV spectrum, which simultaneously leads to extensive photodegradation of the polymer brush. The second part of this report outlines the synthesis of PHEMA brushes that are modified with 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid (TFMDA) moieties. UV-irradiation of the TFMDA containing brushes transforms the diazirine moieties into reactive carbenes that can insert into C-H, N-H, and O-H bonds and mediate the formation of covalent bonds between the brush surface and meniscus tissue. The advantage of the TFMDA-modified polymer brushes is that these can be activated with 365 nm wavelength UV light, which does not cause photodegradation of the polymer films. While the work presented in this manuscript has used silicon wafers and fused silica substrates as a first proof-of-concept, the versatility of SI-ATRP should enable the application of this strategy to a broad range of biomedically relevant surfaces.
author2 School of Materials Science and Engineering
author_facet School of Materials Science and Engineering
Wang, Jian
Karami, Peyman
Ataman, Nariye Cavusoglu
Pioletti, Dominique P.
Steele, Terry W. J.
Klok, Harm-Anton
format Article
author Wang, Jian
Karami, Peyman
Ataman, Nariye Cavusoglu
Pioletti, Dominique P.
Steele, Terry W. J.
Klok, Harm-Anton
author_sort Wang, Jian
title Light-activated, bioadhesive, poly(2-hydroxyethyl methacrylate) brush coatings
title_short Light-activated, bioadhesive, poly(2-hydroxyethyl methacrylate) brush coatings
title_full Light-activated, bioadhesive, poly(2-hydroxyethyl methacrylate) brush coatings
title_fullStr Light-activated, bioadhesive, poly(2-hydroxyethyl methacrylate) brush coatings
title_full_unstemmed Light-activated, bioadhesive, poly(2-hydroxyethyl methacrylate) brush coatings
title_sort light-activated, bioadhesive, poly(2-hydroxyethyl methacrylate) brush coatings
publishDate 2020
url https://hdl.handle.net/10356/143112
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