Catechol-Functionalized Chitosan/Pluronic Hydrogels for Tissue Adhesives and Hemostatic Materials

Ryu, Gi-Hyung; Lee, Yuhan; Kong, Won Ho; Kim, Taek Gyoung; Park, Tae Gwan; Lee, Haeshin

doi:10.1021/bm200464x

Cited by 581 publications

(535 citation statements)

References 36 publications

(69 reference statements)

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“…Naturally occurring biopolymers such as silk fibroin, HA, and chitosan functionalized with catechol have also been investigated 240, 241, 242, 243, 244. Silk fibroin is a hydrophobic biopolymer with repeated amino acid sequence of glycine, alanine, and serine residues,245 and has recently attracted attentions as a biomaterial platform 246, 247.…”

Section: Biomedical Applications Of Biomimetic Polymer Adhesivesmentioning

confidence: 99%

“…Hydrogels consisting of chitosan and catechol‐containing moieties (i.e., Dopa, hydrocaffeic acid (HCA), and dopamine) were broadly investigated as a mucoadhesive biomaterial 241, 242, 243. Chitosan‐based bioadhesives demonstrated strong adhesive properties to mucosal tissues with minimal cytotoxicity.…”

Section: Biomedical Applications Of Biomimetic Polymer Adhesivesmentioning

confidence: 99%

See 1 more Smart Citation

Recent approaches in designing bioadhesive materials inspired by mussel adhesive protein

Forooshani

Lee

2016

J. Polym. Sci. Part A: Polym. Chem.

500

464

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Marine mussels secret protein‐based adhesives, which enable them to anchor to various surfaces in a saline, intertidal zone. Mussel foot proteins (Mfps) contain a large abundance of a unique, catecholic amino acid, Dopa, in their protein sequences. Catechol offers robust and durable adhesion to various substrate surfaces and contributes to the curing of the adhesive plaques. In this article, we review the unique features and the key functionalities of Mfps, catechol chemistry, and strategies for preparing catechol‐functionalized polymers. Specifically, we reviewed recent findings on the contributions of various features of Mfps on interfacial binding, which include coacervate formation, surface drying properties, control of the oxidation state of catechol, among other features. We also summarized recent developments in designing advanced biomimetic materials including coacervate‐forming adhesives, mechanically improved nano‐ and micro‐composite adhesive hydrogels, as well as smart and self‐healing materials. Finally, we review the applications of catechol‐functionalized materials for the use as biomedical adhesives, therapeutic applications, and antifouling coatings. © 2016 The Authors. Journal of Polymer Science Part A: Polymer Chemistry Published by Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 9–33

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Section: Biomedical Applications Of Biomimetic Polymer Adhesivesmentioning

confidence: 99%

Section: Biomedical Applications Of Biomimetic Polymer Adhesivesmentioning

confidence: 99%

Recent approaches in designing bioadhesive materials inspired by mussel adhesive protein

Forooshani

Lee

2016

J. Polym. Sci. Part A: Polym. Chem.

500

464

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“…The synthetic materials used here were inspired by the underwater adhesives of marine mussels (21,22), and by mimicking their functional chemistry (23)(24)(25)(26), adhesion under blood flow was achieved. These results show that materials can be durably implanted into the vasculature for long periods of time with adhesive forces and provide an alternative to using mechanical forces for intravascular implants.…”

Section: Resultsmentioning

confidence: 99%

“…Mussels secrete adhesive proteins from their feet that contain 3,4-dihydroxy-L-phenylalanine (DOPA), an amino acid-containing catechol (21,22). This biomimetic chemistry has been used in synthetic systems and gels for a variety of adhesive applications (23)(24)(25)(26). We hypothesized that by mimicking the mussel's underwater adhesion, materials could be designed that adhere to blood vessels under blood flow.…”

mentioning

confidence: 99%

Painting blood vessels and atherosclerotic plaques with an adhesive drug depot

Kastrup

Nahrendorf

Figueiredo

et al. 2012

Proc. Natl. Acad. Sci. U.S.A.

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115

102

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The treatment of diseased vasculature remains challenging, in part because of the difficulty in implanting drug-eluting devices without subjecting vessels to damaging mechanical forces. Implanting materials using adhesive forces could overcome this challenge, but materials have previously not been shown to durably adhere to intact endothelium under blood flow. Marine mussels secrete strong underwater adhesives that have been mimicked in synthetic systems. Here we develop a drug-eluting bioadhesive gel that can be locally and durably glued onto the inside surface of blood vessels. In a mouse model of atherosclerosis, inflamed plaques treated with steroid-eluting adhesive gels had reduced macrophage content and developed protective fibrous caps covering the plaque core. Treatment also lowered plasma cytokine levels and biomarkers of inflammation in the plaque. The drugeluting devices developed here provide a general strategy for implanting therapeutics in the vasculature using adhesive forces and could potentially be used to stabilize rupture-prone plaques.biomaterials | catechol | delivery | endoluminal paving

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“…For example, Mefp-5, which is responsible for robust, material-independent adhesion, shows extensive repeats of lysine and DOPA (44). Furthermore, synthetic versions of catecholamine polymers, such as poly(dopamine) (49), poly(norepinephrine) (50), poly(ethylenimine)-catechol (51), and chitosan-catechol (52,53), have demonstrated material-independent adhesion in aqueous conditions. In the present study, the histidine-DOPA moiety was chosen for the preparation of sticky E. coli for the following two reasons: (i) the histidine-DOPA moiety is found in Mefp-5, which is expected to exhibit adhesive property similar to the catecholamines mentioned earlier, and (ii) the histidine-DOPA moiety was chosen for the ease of purification and detection of the surface-displayed peptide, since polyhistidine has been widely used for the affinity purification of genetically modified proteins.…”

Section: Discussionmentioning

confidence: 99%

Preparation of Sticky Escherichia coli through Surface Display of an Adhesive Catecholamine Moiety

Park

Choi

Kim

et al. 2014

Appl Environ Microbiol

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c Mussels attach to virtually all types of inorganic and organic surfaces in aqueous environments, and catecholamines composed of 3,4-dihydroxy-L-phenylalanine (DOPA), lysine, and histidine in mussel adhesive proteins play a key role in the robust adhesion. DOPA is an unusual catecholic amino acid, and its side chain is called catechol. In this study, we displayed the adhesive moiety of DOPA-histidine on Escherichia coli surfaces using outer membrane protein W as an anchoring motif for the first time. Localization of catecholamines on the cell surface was confirmed by Western blot and immunofluorescence microscopy. Furthermore, cell-to-cell cohesion (i.e., cellular aggregation) induced by the displayed catecholamine and synthesis of gold nanoparticles on the cell surface support functional display of adhesive catecholamines. The engineered E. coli exhibited significant adhesion onto various material surfaces, including silica and glass microparticles, gold, titanium, silicon, poly(ethylene terephthalate), poly(urethane), and poly(dimethylsiloxane). The uniqueness of this approach utilizing the engineered sticky E. coli is that no chemistry for cell attachment are necessary, and the ability of spontaneous E. coli attachment allows one to immobilize the cells on challenging material surfaces such as synthetic polymers. Therefore, we envision that mussel-inspired catecholamine yielded sticky E. coli that can be used as a new type of engineered microbe for various emerging fields, such as whole living cell attachment on versatile material surfaces, cell-to-cell communication systems, and many others. Microbial cell attachment is a crucial process in the overall efficiency of a variety of systems that exploits the whole microbial cell, such as biocatalysts (1-9) or biosensors (10). Existing methods of attaching microbial cells to surfaces utilize various chemistries, such as adsorption (11), covalent attachment (12, 13), and entrapment within matrices (13, 14). However, adsorption often results in the detachment of bacteria due to the weak bond with the substrates, and covalent coupling requires crosslinking agents which results in the loss of cell activity and viability. The entrapment process requires harsh conditions in some cases, which jeopardizes cellular activity and viability. Another important issue is that the types of materials that the conventional methods can be applied to are largely limited due to the available surface chemistry. Therefore, cell attachment to variety of material surfaces without surface modification or harsh chemical treatment remains a great challenge. The facile cell attachment would circumvent the complex chemical modifications and reduce the loss of cellular activity and viability of the whole cell.As an emerging method for cell attachment, engineered cells expressing binding affinity tags on the cell surfaces through display technology have been utilized, although the approach is not prevalent. Cell surface display allows peptides and proteins to be displayed on the surfaces of mi...

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Catechol-Functionalized Chitosan/Pluronic Hydrogels for Tissue Adhesives and Hemostatic Materials

Cited by 581 publications

References 36 publications

Recent approaches in designing bioadhesive materials inspired by mussel adhesive protein

Recent approaches in designing bioadhesive materials inspired by mussel adhesive protein

Painting blood vessels and atherosclerotic plaques with an adhesive drug depot

Preparation of Sticky Escherichia coli through Surface Display of an Adhesive Catecholamine Moiety

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