Dopamine-assisted deposition and zwitteration of hyaluronic acid for the nanoscale fabrication of low-fouling surfaces

Ye, Huijun; Xia, Yinqiang; Liu, Zhiqiang; Huang, Renliang; Su, Rongxin; Qi, Wei; Wang, Libing; He, Zhimin

doi:10.1039/c6tb01022a

Cited by 47 publications

(39 citation statements)

References 50 publications

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“…It is supposed that HA-DA conjugates were self-assembled and aggregated due to relatively balanced hydrophilic (HA) and hydrophobic (DA) segments, π–π stacking of aromatic rings in catechol, and self-polymerization of dopamine. 29 In the case of HA-DA50, before oxidized dopamine forms coordinate bond with metal ion of substrates, HA-DA might first aggregate and the surface was heterogeneously covered with aggregated HA-DA ( Figure 3(c) ). In HA-DA250 and HA-DA400 substrates, it is considered that the various reactions including hydrophilic/phobic interaction, pi-stacking, self-polymerization, and aggregation were complexly and excessively generated between surface-polymer and polymer-polymer and consequently made rough surfaces.…”

Section: Resultsmentioning

confidence: 99%

Optimal conjugation of catechol group onto hyaluronic acid in coronary stent substrate coating for the prevention of restenosis

et al. 2016

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Although endovascular stenting has been used as an interventional therapy to treat cardio- and cerebro-vascular diseases, it is associated with recurrent vascular diseases following stent thrombosis and in-stent restenosis. In this study, a metallic stent was coated with dopamine-conjugated hyaluronic acid with different ratios of catechol group to improve hemocompatibility and re-endothelialization. Especially, we were interested in how much amount of catechol group is appropriate for the above-mentioned purposes. Therefore, a series of dopamine-conjugated hyaluronic acid conjugates with different ratios of catechol group were synthesized via a carbodiimide coupling reaction. Dopamine-conjugated hyaluronic acid conjugates were characterized with 1H-nuclear magnetic resonance and Fourier transform infrared spectroscopy, and the amount of catechol group in dopamine-conjugated hyaluronic acid was measured by ultraviolet spectrometer. Co-Cr substrates were polished and coated with various dopamine-conjugated hyaluronic acid conjugates under pH 8.5. Dopamine-conjugated hyaluronic acid amounts on the substrate were quantified by micro-bicinchoninic acid assay. Surface characteristics of dopamine-conjugated hyaluronic-acid-coated Co-Cr were evaluated by water contact angle, scanning electron microscopy, and atomic force microscopy. The hemocompatibility of the surface-modified substrates was assessed by protein adsorption and platelet adhesion tests. Adhesion and activation of platelets were confirmed with scanning electron microscopy and lactate dehydrogenase assay. Human umbilical vein endothelial cells were cultured on the substrates, and the viability, adhesion, and proliferation were investigated through cell counting kit-8 assay and fluorescent images. Obtained results demonstrated that optimal amounts of catechol group (100 µmol) in the dopamine-conjugated hyaluronic acid existed in terms of various properties such as hemocompatibility and cellular responses.

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Section: Resultsmentioning

confidence: 99%

Optimal conjugation of catechol group onto hyaluronic acid in coronary stent substrate coating for the prevention of restenosis

et al. 2016

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“…Noteworthily, the polymerization level of A–PDA–MSN is significantly higher than M–PDA–MSN. It is possibly resulted from the higher reaction tendency of the thiol group toward polydopamine by the Michael addition mechanism which may subsequently lead to the retardation of the polymerization of polydopamine . As a bridging agent between inorganic silica and organic polydopamine, thiol‐terminated 3‐mercaptopropyltriethoxysilane (MPTES) may thereby increase the duration time of polymer–silica interaction during particle formation, and in turn, lead to the delay of the second inflection point (11 h) in the kinetic curve of silicic acid.…”

Section: Resultsmentioning

confidence: 99%

“…Preparation of TAT‐Modified M–PDA–MSN–HT Composite Particles : TAT peptide (GCGGGYGRKKRRQRRR, containing a cysteine in the sequence) was conjugated with M–PDA–MSN–HT (TAT‐modified M–PDA–MSN–HT) by the Michael addition reaction between PDA and the thiol group of cysteine . Briefly, 0.5 mg of M–PDA–MSN–HT and 1.5 mg of TAT were mixed in 2 mL of tris solution (pH 8.5) and stirred at room temperature for 2 h. The excess TAT peptides were removed by repeatedly washing the nanoparticles with distilled water for several times.…”

Section: Methodsmentioning

confidence: 99%

Selective Enrichment of Polydopamine in Mesoporous Nanocarriers for Nuclear‐Targeted Drug Delivery

Guan

Wang

Zhang

et al. 2018

Part & Part Syst Charact

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Small particle size and strong host–guest interactions are prerequisites in the field of nuclear‐targeting nanocarriers for overcoming the multidrug resistance of cancer cells. A novel scheme of synthesizing hybrid organic–inorganic nanocarriers with mesopores is introduced to enhance the delivery efficiency of therapeutic drugs. Specifically, inorganic silica and organic polydopamine (PDA) are integrated inside the pore framework by the assistance of organic silanes terminated by amino/thiol groups. Silica‐etching by hydrothermal treatment leads to the selective enrichment of bioadhesive PDA and size reductions for the hybrids (to ≈30 nm). Interestingly, a high drug loading capacity (523 µg mg−1 for doxorubicin hydrochloride), as well as pH/ glutathione dual‐responsive drug release properties, are realized by the nanocarriers, owing to their high surface area (825 m2 g−1) and the π‐stacking and/or hydrophobic–hydrophobic interactions stemming from PDA. More importantly, the conjugation of TAT peptide facilitates the intranuclear localization of the nanocarriers and the release of the encapsulated drugs directly within the nucleoplasm of the multidrug resistant MCF‐7/ADR cancer cells. Therefore, these results provide a controllable method of engineering high‐surface‐area nanocarriers with bioadhesive polymers on the pore surface for advanced drug delivery applications.

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“…Because of the strong adhesion of LUB to surfaces through these two end domains, this unique triblock polymer exhibits excellent antifouling properties . Furthermore, the abundance of negative charges on the mucinous domain favors the presence of a strongly bound hydrated layer close to the polymer, granting LUB its outstanding antiadhesive properties . Various biomedical surfaces, such as endoscope lenses, articular joints, or implants, which should possess excellent antiadhesive properties to resist the adsorption of proteins and bacteria, are usually protected by highly hydrophilic antifouling materials such as mucins or LUB .…”

Section: Methodsmentioning

confidence: 99%

Biomimetic Bottlebrush Polymer Coatings for Fabrication of Ultralow Fouling Surfaces

et al. 2018

Self Cite

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Demand for long‐lasting antifouling surfaces has steered the development of accessible, novel, biocompatible and environmentally friendly materials. Inspired by lubricin (LUB), a component of mammalian synovial fluid with excellent antifouling properties, three block polymers offering stability, efficacy, and ease of use were designed. The bottlebrush‐structured polymers adsorbed strongly on silica surfaces in less than 10 minutes by a simple drop casting or online exposure method and were extremely stable in high‐salinity solutions and across a wide pH range. Antifouling properties against proteins and bacteria were evaluated with different techniques and ultralow fouling properties demonstrated. With serum albumin and lysozyme adsorption <0.2 ng cm−2, the polymers were 50 and 25 times more effective than LUB and known ultralow fouling coatings. The antifouling properties were also tested under MPa compression pressures by direct force measurements using surface forces apparatus. The findings suggest that these polymers are among the most robust and efficient antifouling agents currently known.

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Dopamine-assisted deposition and zwitteration of hyaluronic acid for the nanoscale fabrication of low-fouling surfaces

Abstract: In this study, we proposed a bioinspired approach for the deposition and zwitteration of hyaluronic acid (HA) with a reduced glutathione (GSH) to form a composite layer that functions as a low fouling coating.

Cited by 47 publications

References 50 publications

Optimal conjugation of catechol group onto hyaluronic acid in coronary stent substrate coating for the prevention of restenosis

Optimal conjugation of catechol group onto hyaluronic acid in coronary stent substrate coating for the prevention of restenosis

Selective Enrichment of Polydopamine in Mesoporous Nanocarriers for Nuclear‐Targeted Drug Delivery

Biomimetic Bottlebrush Polymer Coatings for Fabrication of Ultralow Fouling Surfaces

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