Mussel-inspired cellulose-based adhesive with biocompatibility and strong mechanical strength via metal coordination

Tang, Zuwu; Zhao, Mengchan; Wang, Yu; Zhang, Wenling; Zhang, Min; He, Xiuli; Huang, Liulian; Chen, Lihui; Ouyang, Xinhua; Zeng, Hongbo; Wu, Hui

doi:10.1016/j.ijbiomac.2019.12.076

Cited by 75 publications

(32 citation statements)

References 71 publications

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“…Cytotoxicity evaluation is definitely indispensable when applying novel synthesized materials in human body. Right now, several published articles have reported the biocompatibility of mussel-inspired compounds in clinical application, including medical sealants [ 53 , 54 ], imaging agents [ 55 , 56 ], antifouling coatings [ 57 , 58 ] and adhesives [ 59 , 60 ], etc. In the current in vitro evaluation, a significant cytotoxicity of DMA was observed in the 50 μM concentration (47.96% cell viability) after 5-day incubation ( Fig.…”

Section: Discussionmentioning

confidence: 99%

Enhancing resin-dentin bond durability using a novel mussel-inspired monomer

Yao

Ying

et al. 2021

Materials Today Bio

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Numerous approaches have been developed to improve the resin-dentin bond performance, among which the bio-application of mussel-derived compounds have drawn great attention recently. To assess the performance of N -(3,4-dihydroxyphenethyl)methacrylamide (DMA), a mussel-derived compound, as a functional monomer in dental adhesive, its potential property to cross-link with dentin collagen and polymerize with adhesive will first be evaluated by transmission electron microscopy (TEM), attenuated total reflectance technique of Fourier transform infrared (ATR-FTIR), and atomic force microscopy (AFM) via Peakforce QNM mode. After validating the influence of DMA on collagen and adhesive separately, the overall performance of DMA/ethanol solution as a primer in dentin bonding was examined using micro-tensile bond strength (μTBS) testing, fracture pattern observation, and nanoleakage evaluation both immediately and after 10,000 times thermocycling aging. The inhibitory effect of DMA on endogenous metalloproteinases (MMPs) was evaluated by in situ zymography using confocal laser scanning microscopy (CLSM) and the cytotoxicity of DMA was evaluated using cell counting kit-8. Results demonstrated that DMA successfully cross-linked with dentin collagen via non-covalent bonds and had no influence on the polymerization and mechanical properties of the adhesive. Furthermore, even after 10,000 times thermocycling aging, the μTBS and nanoleakage expression of the DMA-treated groups showed no significant change compared with their immediate values. In situ zymography revealed reduced endogenous proteolytic activities after the application of DMA, and no cytotoxicity effect was observed for DMA concentration up to 25 μmol/L. Thus, DMA could be used as a novel, biocompatible functional monomer in dentin bonding.

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Section: Discussionmentioning

confidence: 99%

Enhancing resin-dentin bond durability using a novel mussel-inspired monomer

Yao

Ying

et al. 2021

Materials Today Bio

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“…Polysaccharide-based backbone materials for producing polyphenolic materials include chitosan [ 49 , 50 ], hyaluronic acid (HA) [ 51 , 52 , 53 ], alginate [ 54 , 55 ], collagen [ 56 ], and cellulose [ 57 ]. The majority of the grafting methods rely on EDC/NHS chemistry.…”

Section: Strategies To Design and Synthesize Polyphenolic Materials F...mentioning

confidence: 99%

“…The phenolic molecules for the EDC/NHS chemistry are chosen by considering the side-chain type. For example, a carboxyl group (–COOH) of polysaccharides was activated via EDC/NHS chemistry and became a conjugate by forming an amide bond with an amino group (–NH 2 ) from dopamine hydrochloride [ 49 , 50 , 51 , 52 , 53 , 54 , 55 , 56 , 57 , 82 ]. In contrast, amine-rich chitosan backbone was reacted with hydrocaffeic acid with a carboxylic acid group for the catechol functionalization [ 49 , 50 ].…”

Section: Strategies To Design and Synthesize Polyphenolic Materials F...mentioning

confidence: 99%

“…In this case, a pretreatment of the backbone materials is applied to the functionalization. For example, the carboxylate content in cellulose can be amplified through 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO)-mediated oxidation [ 57 ]. This allows an amidation reaction (EDC/NHS chemistry) between TEMPO-oxidized cellulose and dopamine hydrochloride.…”

Section: Strategies To Design and Synthesize Polyphenolic Materials F...mentioning

confidence: 99%

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Systematic Approach to Mimic Phenolic Natural Polymers for Biofabrication

Han

Lee

2022

Polymers

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In nature, phenolic biopolymers are utilized as functional tools and molecular crosslinkers to control the mechanical properties of biomaterials. Of particular interest are phenolic proteins/polysaccharides from living organisms, which are rich in catechol and/or gallol groups. Their strong underwater adhesion is attributed to the representative phenolic molecule, catechol, which stimulates intermolecular and intramolecular crosslinking induced by oxidative polymerization. Significant efforts have been made to understand the underlying chemistries, and researchers have developed functional biomaterials by mimicking the systems. Owing to their unique biocompatibility and ability to transform their mechanical properties, phenolic polymers have revolutionized biotechnologies. In this review, we highlight the bottom-up approaches for mimicking polyphenolic materials in nature and recent advances in related biomedical applications. We expect that this review will contribute to the rational design and synthesis of polyphenolic functional biomaterials and facilitate the production of related applications.

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“…Mussel-inspired adhesives are expected to serve as appropriate biological adhesives under wet conditions in clinical environments. Because of their excellent adhesion property, many researchers have investigated biomimetic catechol-functionalized natural/synthetic polymer-based tissue adhesives such as chitosan, − alginic acid, hyaluronic acid, − gelatin, − silk fibroin, , cellulose, poly(ethylene glycol), − and poly(acrylic acid). , When the catechol is oxidized to form the highly reactive quinone, the chemical cross-link is induced, which reacts with the nucleophile found on biological substrates, resulting in strong interfacial adhesion. , …”

Section: Introductionmentioning

confidence: 99%

Enzymatically Cross-Linked Poly(γ-glutamic acid) Hydrogel with Enhanced Tissue Adhesive Property

Kim

Lee

et al. 2020

ACS Biomater. Sci. Eng.

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Enzymatic cross-linking of polymer–catechol conjugates in the presence of horseradish peroxidase (HRP) and H2O2 has emerged as an important method to fabricate in situ-forming, injectable hydrogels. Subsequently, tissue adhesion studies using catechol-containing polymers were extensively reported. However, because of the presence of numerous variables such as polymer concentration, oxidizing agent/enzyme, and stoichiometry, the design of the polymer with optimized tissue adhesive property is still challenging. In this study, a poly(γ-glutamic acid) (γ-PGA)-dopamine (PGADA) conjugate was synthesized, and in situ hydrogels were fabricated via enzymatic cross-linking of a catechol moiety. To optimize the tissue adhesive property of the PGADA hydrogel, the effect of various factors, such as polymer concentration, catechol substitution degree (DS), HRP concentration, and H2O2 content, on the gelation behavior and mechanical strength was investigated. The gelation behavior of PGADA hydrogels was characterized using a rheometer and rotational viscometer. Also, the possibility of its use as a tissue adhesive was examined by evaluating the tissue adhesion strength in vitro and ex vivo.

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Mussel-inspired cellulose-based adhesive with biocompatibility and strong mechanical strength via metal coordination

Cited by 75 publications

References 71 publications

Enhancing resin-dentin bond durability using a novel mussel-inspired monomer

Enhancing resin-dentin bond durability using a novel mussel-inspired monomer

Systematic Approach to Mimic Phenolic Natural Polymers for Biofabrication

Enzymatically Cross-Linked Poly(γ-glutamic acid) Hydrogel with Enhanced Tissue Adhesive Property

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