Facile immobilization of vascular endothelial growth factor on a tannic acid-functionalized plasma-polymerized allylamine coating rich in quinone groups

Xiong, Kaiqin; Qi, Pengkai; Yang, Ying; Li, Xiangyang; Qiu, Hua; Li, Xin; Shen, Ru; Tu, Qiufen; Yang, Zhilu

doi:10.1039/c5ra25917g

Cited by 25 publications

(21 citation statements)

References 47 publications

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“…267 Other important applications of MPN coatings include protective coating for cell attachment, 268,269 tooth desensitization, 270 heavy metal removal, 271 and protein immobilization. 272,273…”

Section: Future Opportunities and Challenges In Pd Coatingsmentioning

confidence: 99%

Polydopamine Surface Chemistry: A Decade of Discovery

Ryu

Messersmith

Lee

2018

ACS Appl. Mater. Interfaces

1,347

996

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Polydopamine is one of the simplest and most versatile approaches to functionalizing material surfaces, having been inspired by the adhesive nature of catechols and amines in mussel adhesive proteins. Since its first report in 2007, a decade of studies on polydopamine molecular structure, deposition conditions, and physicochemical properties have ensued. During this time, potential uses of polydopamine coatings have expanded in many unforeseen directions, seemingly only limited by the creativity of researchers seeking simple solutions to manipulating surface chemistry. In this review, we describe the current state of the art in polydopamine coating methods, describe efforts underway to uncover and tailor the complex structure and chemical properties of polydopamine, and identify emerging trends and needs in polydopamine research, including the use of dopamine analogs, nitrogen-free polyphenolic precursors, and improvement of coating mechanical properties.

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Section: Future Opportunities and Challenges In Pd Coatingsmentioning

confidence: 99%

Polydopamine Surface Chemistry: A Decade of Discovery

Ryu

Messersmith

Lee

2018

ACS Appl. Mater. Interfaces

1,347

996

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“…X‐ray photoelectron spectroscopy (XPS) displayed all characteristic peaks of PLLA such C=O, C–O, and C–C/C–H (Figure b). However, the EGCG coating drastically reduced the peak intensity of C=O and C–O, which may be due to complete surface coverage of the catechol group present in the EGCG coating on the PLLA (PL) surface . We also conducted silver nitrate staining for confirming the EGCG coating on the nanofiber surface since polyphenolic compounds can undergo redox reaction with silver ions to form a coating on materials .…”

Section: Resultsmentioning

confidence: 99%

Oxidative Epigallocatechin Gallate Coating on Polymeric Substrates for Bone Tissue Regeneration

Perikamana

Lee

et al. 2019

Macromolecular Bioscience

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Plant derived flavonoids have not been well explored in tissue engineering applications due to difficulties in efficient formulations with biomaterials for controlled presentation. Here, the authors report that surface coating of epigallocatechin gallate (EGCG) on polymeric substrates including poly (L‐lactic acid) (PLLA) nanofibers can be performed via oxidative polymerization of EGCG in the presence of cations, enabling regulation of biological functions of multiple cell types implicated in bone regeneration. EGCG coating on the PLLA nanofiber promotes osteogenic differentiation of adipose‐derived stem cells (ADSCs) and is potent to suppress adipogenesis of ADSCs while significantly reduces osteoclastic maturation of murine macrophages. Moreover, EGCG coating serves as a protective layer for ADSCs against oxidative stress caused by hydrogen peroxide. Finally, the in vivo implantation of EGCG‐coated nanofibers into a mouse calvarial defect model significantly promotes the bone regeneration (61.52 ± 28.10%) as compared to defect (17.48 ± 11.07%). Collectively, the results suggest that EGCG coating is a simple bioinspired surface modification of polymeric biomaterials and importantly can thus serve as a promising interface for tuning activities of multiple cell types associated with bone fracture healing.

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“…Based on catechol adhesiveness as well as cross‐linking reactions and interactions between catechol groups, many polyphenol and catechol‐based compounds without amine groups can form functional coatings . In particular, tannic acid has been used to fabricate useful coating materials, often based on its formation of coordination complexes with ferric ions . However, the durability of these films for many applications is problematic as the coordination complexes can be broken down in the presence of chelating agents and under acidic conditions .…”

Section: Catecholamine Polymers: Chemistry and Structurementioning

confidence: 99%

“…Further, purely catechol‐derived attachment to surfaces is almost 30 times less adhesive than catecholamines, amino groups, and amine cations being required for consistent, material‐independent surface coatings . Consequently, the attachment of functional tannic acid coatings to various surfaces has required polydopamine coatings or amine modification as a surface primer to strengthen adhesion.…”

Section: Catecholamine Polymers: Chemistry and Structurementioning

confidence: 99%

Versatile Surface Modification Using Polydopamine and Related Polycatecholamines: Chemistry, Structure, and Applications

Barclay

Hegab

Clarke

et al. 2017

Adv Materials Inter

289

223

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Almost ten years ago, Lee et al. [13] formulated a universal adhesive coating based on observation of the strong attachment by mussels through their byssal threads to virtually all types of inorganic and organic surfaces. The amino acid compositions of the mussel foot proteins that generate the attachment are rich in catechol and amine groups. [13][14][15] These groups associate under marine conditions, forming strong covalent and noncovalent interactions with substrates. [13] This led to the idea that both catechol and amine groups were crucial in forming robust, wide spectrum adhesive nanolayers [16,17] and consequently dopamine was conceived as a powerful building block for spontaneous deposition of thin polymer films. The dopamine monomer is deposited onto unadulterated surfaces through self-assembly and oxidative cross-linking from mild pH aqueous solution in a rapid reaction. This results in a durable, nanoscale, conformal, and hydrophilic coating that can be readily modified to introduce specific surface chemistries for a particular application. [18][19][20][21][22] These bioinspired, polydopamine materials are chemically and structurally indistinguishable from eumelanins found in the human body, [23,24] providing excellent biocompatibility. Additionally, polydopamine has broad electromagnetic absorption and excellent photothermal energy conversion [25] as well as having ionic-electronic hybrid conductivity. [26] Along with the excellent coating performance, these properties provide a vast array of potential applications for polydopamine materials.In this article, we explain what is known about polydopamine and related catecholamine coatings; their formation, the adhesion mechanism, and their physicochemical properties and we also review the applications of these materials (Figure 1). Since 2011, there have been a number of reviews on this subject matter, including general reviews on the physicochemical properties of polydopamine coatings [11,20,[27][28][29] and their applications. [20,27,30] There are also a number of more specific reviews on the chemical synthesis and modulation of polycatecholamine coatings, [31] the biomedical applications of these coatings, [8,[32][33][34] their electronic properties, [26,35] the use of polydopamine to make films at fluid interfaces, [36] in hierarchically constructed particles, [33] and capsules, [30] exploitation of polycatecholamine coatings in membrane filtration, [37] polydopamine-derived carbon materials, [38] and the use of coordination chemistry in catechol-based materials. [39] Nonetheless, this area of research is growing so rapidly [25,27] that many recent Polydopamine and related polycatecholamines can be easily deposited onto almost any surface from mild, aqueous solution. This results in durable, nanoscale coatings that exhibit high biocompatibility and have useful chemical and electronic properties. Additionally, these materials can be readily chemically and physically modified, and consequently, they are used extensively for surface modification. This ...

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Facile immobilization of vascular endothelial growth factor on a tannic acid-functionalized plasma-polymerized allylamine coating rich in quinone groups

Abstract: Biomolecules like VEGF with thiol or amine groups can easily be covalently immobilized onto a Tannic Acid functional plasma polymerized allylamine surface rich in quinone groups in a mild alkali buffer solution based on Schiff base or Michael addition reactions.

Cited by 25 publications

References 47 publications

Polydopamine Surface Chemistry: A Decade of Discovery

Polydopamine Surface Chemistry: A Decade of Discovery

Oxidative Epigallocatechin Gallate Coating on Polymeric Substrates for Bone Tissue Regeneration

Versatile Surface Modification Using Polydopamine and Related Polycatecholamines: Chemistry, Structure, and Applications

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