3-acrylamidophenylboronic Acid Research Articles

Preparation and biological evaluation of a glucose-responsive block copolymer nanoparticle with the ability to ameliorate diabetic kidney damage

In this study, a p(AAPBA-b-Daidzein) block copolymer was designed and synthesised using glucose-responsive 3-acrylamidophenylboronic acid (AAPBA) and esterified daidzein as structural units; this copolymer possessed anti-diabetic pharmacological activity. After confirming the chemical structure of the copolymer, nanoparticles of the copolymer were prepared using the water-in-oil method. The results of the in vitro experiments showed that nanoparticles swelled when the pH was >7 or when the glucose concentration exceeded 1.0 mg/mL. Particle size measurements showed that the size of the nanoparticles was kept in the range of 100–300 nm before and after the glucose response, which helped avoid their clearance by the liver and kidneys. As the nanoparticles swelled, insulin and esterified daidzein were continuously released. The nanoparticles subcutaneously injected into mice with streptozotocin-induced diabetes were able to quickly and continuously reduce the blood sugar levels; significantly improve renal pathological damage and reduce renal function damage, inflammatory factors and oxidative stress indicators. In summary, the p(AAPBA-b-Daidzein) glucose-responsive nanoparticles prepared in the current study possess good pH value and glucose sensitivity, can achieve a precise and controlled release of insulin and exert the pharmacological activity of esterified daidzein. Therefore, it shows potential clinical application value in the treatment of diabetes and its complications.

Dopamine-assisted surface functionalization of saccharide-responsive fibers for the controlled harvesting and continuous fermentation of Saccharomyces cerevisiae

Continuous fermentation processes increasingly emphasized cell recycling, utilization, and renewal. In this study, to improve the sustainability of the immobilized Saccharomyces cerevisiae, the cells were recovered on the surface of the glucose-responsive supports through manipulating the competitive interactions of phenylboric acid groups between glycoproteins on the cells and glucose. Through a dopamine (DA)-assisted deposition approach, 3-acrylamidophenylboronic acid (APBA) was integrated to design the saccharide-sensitive cotton fibers (APBA@PDA-CF). The optimal co-deposition time (5 h) and ratio (1:1) resulted in an impressive immobilization efficiency of 69.64%. Meanwhile, 93.23% of Saccharomyces cerevisiae was captured and harvested on the surface of APBA@PDA-CF with the fermentation course through regulating the competitive interactions of phenylboric acid groups between glycoproteins on the cells and glucose regardless of pH. Notably, a strong interaction between the yeast cells and APBA@PDA-CF was observed at a low glucose concentration (0.1～2 g/L), with reduced sensitivity at high glucose concentrations (>5 g/L). Moreover, the ethanol production and yield could be increased to 25.37 g/L and 42.4% in the fifth-batch fermentation, respectively. Therefore, based on the feasible and versatile co-deposition method, this study not only broadened the application scope of APBA, but also explored the broad prospects of smart materials in cell immobilization, recovery and continuous fermentation.

Rational Design of Highly Selective Sialyllactose-Imprinted Nanogels.

We describe a facile method to prepare water-compatible molecularly imprinted polymer nanogels (MIP NGs) as synthetic antibodies against target glycans. Three different phenylboronic acid (PBA) derivatives were explored as monomers for the synthesis of MIP NGs targeting either α2,6- or α2,3-sialyllactose, taken as oversimplified models of cancer-related sT and sTn antigens. Starting from commercially available 3-acrylamidophenylboronic acid, also its 2-substituted isomer and the 5-acrylamido-2-hydroxymethyl cyclic PBA monoester derivative were initially evaluated by NMR studies. Then, a small library of MIP NGs imprinted with the α2,6-linked template was synthesized and tested by mobility shift Affinity Capillary Electrophoresis (msACE), to rapidly assess an affinity ranking. Finally, the best monomer 2-acrylamido PBA was selected for the synthesis of polymers targeting both sialyllactoses. The resulting MIP NGs display an affinity constant≈106 M-1 and selectivity towards imprinted glycans. This general procedure could be applied to any non-modified carbohydrate template possessing a reducing end.

A novel acid-responsive polymer coating with antibacterial and antifouling properties for the prevention of biofilm-associated infections

Chronic infections caused by the pathogenic biofilms on implantable medical devices pose an increasing challenge. To combat long-term biofilm-associated infections, we developed a novel dual-functional polymer coating with antibacterial and antifouling properties. The coating consists of N-vinylpyrrolidone (NVP) and 3-(acrylamido)phenylboronic acid (APBA) copolymer brushes, which bind to curcumin (Cur) as antibacterial molecules through acid-responsive boronate ester bonds. In this surface design, the hydrophilic poly (N-vinylpyrrolidone) (PVP) component improved antifouling performance and effectively prevented bacterial adhesion and aggregation during the initial phases. The poly (3-(acrylamido) phenylboronic acid) (PAPBA, abbreviated PB) component provided binding sites for Cur by forming acid-responsive boronate ester bonds. When fewer bacteria overcame the anti-adhesion barrier and colonized, the surface responded to the decreased microenvironmental pH by breaking the boronate ester bonds and releasing curcumin. This responsive mechanism enabled Cur to interfere with biofilm formation and provide a multilayer anti-biofilm protection system. The coating showed excellent antibacterial properties against Escherichia coli and Staphylococcus aureus, preventing biofilm formation for up to 7 days. The coating also inhibited protein adsorption and platelet adhesion significantly. This coating also exhibited high biocompatibility with animal erythrocytes and pre-osteoblasts. This research offers a promising approach for developing novel smart anti-biofilm coating materials.

Noncovalent cross-linked engineering hydrogel with low hysteresis and high sensitivity for flexible self-powered electronics

In this study, the hydrogel network was reinforced by covalent-like hydrogen bonding, and the strong binding ability of boron–nitrogen coordination served as the main driving force. Among them, acrylamide (AM) and 3-acrylamidophenylboronic acid (AAPBA) were the main body, and the numerous hydroxyl groups in the trehalose (Treh) molecule and other polymer groups formed strong hydrogen bonding interactions to improve the mechanical properties of the PAM/PAAPBA/Treh (PAAT) hydrogel and ensured the simplicity of the synthesis process. The hydrogel possessed high strain at break (1239%), stress (64.7 kPa), low hysteresis (100% to 500% strain, corresponding to dissipation energy from 1.37 to 7.80 kJ/m3), and outstanding cycling stability (retained more than 90% of maximum stress after 200 tensile cycles). By integrating carbon nanotubes (CNTs) into PAAT hydrogel (PAATC), the PAATC hydrogel with excellent strain response performance was successfully constructed. The PAATC conductive hydrogel exhibited high sensitivity (gauge factor (GF) = 10.58 and sensitivity (S) = 0.304 kPa−1), wide strain response range (0.5%–1000%), fast response time (450 ms), and short recovery time (350 ms), excellent fatigue resistance, and strain response stability. Furthermore, the PAATC-based triboelectric nanogenerator (TENG) displayed outstanding energy harvesting performance, which shows its potential for application in self-powered electronic devices.

Dough-Kneading-Inspired Design of an Adhesive Cardiac Patch to Attenuate Cardiac Fibrosis and Improve Cardiac Function via Regulating Glycometabolism.

Recently, hydrogel adhesive patches have been explored for treating myocardial infarction. However, achieving secure adhesion onto the wet beating heart and local regulation of pathological microenvironment remains challenging. Herein, a dough-kneading-inspired design of hydrogel adhesive cardiac patch is reported, aiming to improve the strength of prevalent powder-formed patch and retain wet adhesion. In mimicking the polysaccharide and protein components of natural flour, methacrylated polyglutamic acid (PGAMA) is electrostatically interacted with hydroxypropyl chitosan (HPCS) to form PGAMA/HPCS coacervate hydrogel. The PGAMA/HPCS hydrogel is freeze-dried and ground into powders, which are further rehydrated with two aqueous solutions of functional drug, 3-acrylamido phenylboronic acid (APBA)/rutin (Rt) complexes for protecting the myocardium from advanced glycation end product (AGEs) injury by reactive oxygen species (ROS) -responsive Rt release, and hypoxanthine-loaded methacrylated hyaluronic acid (HAMA) nanogels for enhancing macrophage targeting ability to regulate glycometabolism for combating inflammation. The rehydrated powders bearing APBA/Rt complexes and HAMA-hypoxanthine nanogels are repeatedly kneaded into a dough-like gel, which is further subjected to thermal-initiated crosslinking to form a stabilized and sticky patch. This biofunctional patch is applied onto the rats' infarcted myocardium, and the outcomes at 28 days post-surgery indicate efficient restoration of cardiac functions and attenuation of cardiac fibrosis.

Multifunctional nanocomposites mediated novel hydrogel for diabetic wound repair.

The regeneration and repair of diabetic wounds, especially those including bacterial infection, have always been difficult and challenging using current treatment. Herein, an effective strategy is reported for constructing glucose-responsive functional hydrogels using nanocomposites as nodes. In fact, tannic acid (TA)-modified ceria nanocomposites (CNPs) and a zinc metal-organic framework (ZIF-8) were employed as nodes. Subsequent crosslinking with 3-acrylamidophenylboronic acid achieved functional nanocomposite-hydrogels (TA@CN gel, TA@ZMG gel) by radical-mediated polymerization. Compared with a simple physically mixed hydrogel system, the mechanical properties of TA@CN gel and TA@ZMG gel are significantly enhanced due to the intervention of the nanocomposite nodes. In addition, this kind of nanocomposite hydrogel can realize the programmed loading of drugs and release of drugs in response to glucose/PH, to coordinate and promote its application in the regeneration and repair of diabetic wounds and infected diabetic wounds. Specifically, TA@CN gel can remove reactive oxygen species and generate oxygen through its various enzymatic activities. At the same time, it can effectively promote neovascularization, thus promoting the regeneration and repair of diabetic wounds. Furthermore, glucose oxidase-loaded TA@ZMG gel exhibits glucose response and pH-regulating functions, triggering programmed metformin (Met) release by degrading the metal-organic framework (MOF) backbone. It also exhibited additional synergistic effects of antibacterial activity, hair regeneration and systemic blood glucose regulation, which make it suitable for the repair of more complex infected diabetic wounds. Overall, this novel nanocomposite-mediated hydrogel holds great potential as a biomaterial for the healing of chronic diabetic wounds, opening up new avenues for further biomedical applications.

Double Cross-Linked Hydrogel Dressings Based on Triblock Copolymers Bearing Antifreezing, Antidrying, and Inherent Antibacterial Properties.

Bacterial infections typically invade the living tissue of wounds, thereby aggravating the inflammatory response, delaying wound healing, or causing further complications. In this paper, the antibacterial hydrogel (PNVBA) with antifreezing and antidrying properties was prepared by a two-step method using N-isopropylacrylamide (NIPAM), 1-butyl-3-vinylimidazolium bromide (VBIMBr), and 3-acrylamidophenylboronic acid (AAPBA). PNVBA hydrogels exhibited a high adsorption capacity of 280 mg·g-1 for bovine serum albumin (BSA) and can adhere to the surface of different materials through ion-dipole or hydrogen-bonding interactions. Meanwhile, the PNVBA hydrogels exhibited high viscoelasticity and good adhesion after freezing at -20 °C or heating at 70 °C for 24 h with a sterilizing rate of up to 98% against multidrug-resistant (MDR) Escherichia coli and methicillin-resistant Staphylococcus aureus (MRSA). Moreover, a survival rate of up to 90% after incubation with L929 cells over 24 h was observed. Therefore, this inherent antibacterial hydrogel can be used as an excellent alternative material for wound dressings.

Rapid preparation of dynamic-crosslinked nanocomposite hydrogel sensors with efficiency self-healing and adhesion properties for elderly health and sleep management

Multifunctional conductive hydrogels exhibit tremendous potential for applications in human–machine interfaces, flexible electronic devices and soft robotics. However, the time-consuming and energy-intensive preparation process, as well as the inefficient and unstable self-healing capabilities, limit their practicality and reusability. Herein, we utilized lignin sulfonate (LS)-Fe3+ dynamic redox system to induce the generation of ammonium persulfate (APS) radicals at room temperature. Additionally, the polymerization of acrylamide (AM), sodium acrylate (AAS), and 3-acrylamidophenylboronic acid (APBA) formed polymer networks through multiple dynamic crosslinking via the synergistic interactions of Fe3+ and cellulose nanocrystals (CNC). The dynamic and reversible boronic ester bonds, ion coordination bonds, and hydrogen bonds endowed the hydrogel with high stretchability (1170 %), low hysteresis and efficient self-healing (91.76 %, 2 h) capability. Interestingly, the intermediate catechol groups generated by the LS-Fe3+ dynamic catalytic system provided the hydrogel with repeatable and reliable adhesive performance. Thanks to the excellent ionically conductivity, the fabricated hydrogel-based sensors exhibited a wide sensing range (500 %), rapid response time (139 ms), and high sensitivity (GF = 8.98), that accomplished specific voice recognition and subtle body motion detection for real-time elderly health and sleep management. This multifunctional hydrogel is of great significance for efficiently developing prolonged lifespan wearable electronics and healthcare flexible devices.

Double Photocrosslinked Responsive Hydrogels Based on Hydroxypropyl Guar.

Double crosslinked hydrogels based on a biodegradable polymer were prepared by photocopolymerization of methacrylated hydroxypropyl guar (HPG-MA) and 3-acrylamidophenylboronic acid. Along with irreversible strong covalent crosslinks by methacrylic groups, these hydrogels contained labile boronate crosslinks formed as a result of the interaction of boronic acid with cis-diol moieties of HPG. These hydrogels demonstrated higher elasticity than HPG-MA hydrogels with only irreversible covalent crosslinks. Labile boronate crosslinks not only strengthened the hydrogels but also imparted to them pronounced responsive properties. It was demonstrated that the mechanical properties, the swelling behavior, as well as the uptake and release of some substances from the double crosslinked hydrogel were pH controlled. For instance, the hydrogels could release cationic disinfectant at a rate regulated by pH. Such photocrosslinkable in situ forming hydrogels are very promising for the production of smart coatings that release targeted substances at the desired rate.

Shell-crosslinked micelles with neighborhood effect and pH/GSH sensitivity for co-loading of protein and polyphenol drugs

Herein, tri-block copolymer polyethyleneimine-poly(2-(diisopropylamino)ethyl methacrylate)-poly(3-acrylamido phenylboronic acid (PEI42-PDPA50-PAPBA15) and di-block copolymer PEI42-PAPBA15 were synthesized and used to prepare micelles for constructing a double-drug delivery system. Firstly, polyphenol drugs were coupled to PAPBA block of copolymer by ester bonds, which were verified to be enhanced by the neighborhood effect of tertiary amines on PDPA. And, a mixed micelle composed of PEI42-PDPA50-PAPBA15 and PEI42-PAPBA15 (denoted as Mixed-micelle) was prepared for comparing the drug release behavior with those micelles composed of single copolymer. Afterwards, a shell-crosslinked Mixed-micelle (denoted as Mixed-micelleGEL) was obtained through crosslinking PEI layer using a disulfide bond-contained crosslinker. The gel shell effectively improved the stability of the micelles and realized co-loading of protein and polyphenol drugs into independent space. The Mixed-micelleGEL had a good "bilayer blocking" effect on drug leakage. Their single- and double- drug releases under pH/GSH stimulus were studied. Furtherly, cell experiments explored the functions of Mixed-micelleGEL, such as the biocompatibility, the tumor targeting and intracellular transport of biomacromolecular drugs. In short, the drug delivery system prepared here showed excellent independently partitioned encapsulation and intracellular transport of two drugs including small molecule and biological macromolecule drugs.

Multiple bonds crosslinked antibacterial, conductive and antioxidant hydrogel adhesives with high stretchability and rapid self-healing for MRSA infected motion skin wound healing

Drug-resistant bacterial infection and low healing efficiency in motion skin wounds impose significant new requirements on design of wound dressings in terms of flexibility, self-healing, antibacterial activity, and multiple biological activities, and dressings mismatching the mechanical and biochemical properties of the wound will severely limit wound recovery. Herein, we developed a multiple bonds crosslinked antibacterial, conductive and antioxidant hydrogel adhesive with high stretchability and rapid self-healing for infected motion wound healing. The hydrogel is fabricated by one-pot photo-crosslinking the mixture of poly(glycerol sebacate)-co-poly(ethylene glycol)-g-catechol (PEGSD)/Zn2+/(3-acrylamidophenyl) boronic acid and 2-hydroxyethyl acrylate/ionic liquids (PEGSD-Zn2+/PHA-I) via multiple bonds crosslinking including coordination, hydrogen bond, phenylborate ester bond and permanent chemical bond. The in vitro antibacterial tests prove that Zn2+ incorporated polycationic hydrogel possesses excellent antibacterial property for MRSA and E. coli. Besides, the hydrogel has good cytocompatibility and antioxidation. The healing effect of hydrogel is demonstrated on the MRSA-infected mouse neck skin wound model, showing improved wound closing rate, collagen deposits and thickness of granulation tissue, due to the reduced inflammation and enhanced angiogenesis. In conclusion, the PEGSD-Zn2+/PHA-I hydrogel effectively promotes MRSA-infected motion wound healing and presents a new motion wound dressing design strategy of combining multiple biological activities and multiple bonds crosslinked network.

Versatile Dynamic Bioactive Lubricant-Infused Surface for Effective Isolation of Circulating Tumor Cells.

The rarity of circulating tumor cells (CTCs) and the complexity of blood components present major challenges for the efficient isolation of CTCs in blood. The coexisting matters could interfere with the detection of CTCs by adhering to the binding sites on the material surface, leading to the reduced accuracy of biomarker capture in blood. Herein, we developed dynamic bioactive lubricant-infused slippery surfaces by grafting the 1H,1H,2H,2H-heptadecafluorodecyl acrylate polymer and 3-acrylamidophenylboronic acid polymer brushes on quartz plates by UV light-initiated and then grafted cancer cell-binding peptides via reversible catechol-boronate chemistry between phenylboronic acid groups and 3,4-dihydroxy-l-phenylalanine groups of peptides for high-efficient capture of CTCs and nondestructive release of the desired cells in sugar response. Patterned dynamic bioactive lubricant-infused surfaces (PDBLISs) further exhibited the improved capture efficiency of CTCs and more effective antifouling properties for nonspecific cells and blood components. Moreover, the PDBLIS can efficiently capture rare cancer cells from the mimic of cancer patient's blood samples. We anticipate that the strategy we proposed would be used in further clinical diagnosis of complicated biofluids related to a variety of tumors and exhibit good prospects and potential in future liquid biopsies.

ROS-scavenging hydrogel as protective carrier to regulate stem cells activity and promote osteointegration of 3D printed porous titanium prosthesis in osteoporosis.

Stem cell-based therapy has drawn attention as an alternative option for promoting prosthetic osteointegration in osteoporosis by virtue of its unique characteristics. However, estrogen deficiency is the main mechanism of postmenopausal osteoporosis. Estrogen, as an effective antioxidant, deficienncy also results in the accumulation of reactive oxygen species (ROS) in the body, affecting the osteogenic differentiation of stem cells and the bone formation i osteoporosis. In this study, we prepared a ROS-scavenging hydrogel by crosslinking of epigallocatechin-3-gallate (EGCG), 3-acrylamido phenylboronic acid (APBA) and acrylamide. The engineered hydrogel can scavenge ROS efficiently, enabling it to be a cell carrier of bone marrow-derived mesenchymal stem cells (BMSCs) to protect delivered cells from ROS-mediated death and osteogenesis inhibition, favorably enhancing the tissue repair potential of stem cells. Further in vivo investigations seriously demonstrated that this ROS-scavenging hydrogel encapsulated with BMSCs can prominently promote osteointegration of 3D printed microporous titanium alloy prosthesis in osteoporosis, including scavenging accumulated ROS, inducing macrophages to polarize toward M2 phenotype, suppressing inflammatory cytokines expression, and improving osteogenesis related markers (e.g., ALP, Runx-2, COL-1, BSP, OCN, and OPN). This work provides a novel strategy for conquering the challenge of transplanted stem cells cannot fully function in the impaired microenvironment, and enhancing prosthetic osteointegration in osteoporosis.

Molecularly imprinted monolith-based portable in-tip microextraction device for field specific extraction of triazine herbicides in aqueous samples followed by chromatographic quantification

Field selective extraction is crucial for accurate monitoring of triazine herbicides (TAHs) in aqueous samples. For this purpose, using atrazine as template and 3-acrylamido phenylboronic acid as functional monomer which was quickly screened with calculation simulation technology, a new molecularly imprinted monolith-based adsorbent (MBA) was fabricated and utilized as the extraction phase of laboratory-made multichannel in-tip microextraction device (MIMD). A series of techniques were adopted to characterize the physical and chemical properties of the synthesized MBA. Under the optimized preparation conditions, the recognition factor and capture capacity of MBA towards atrazine were as high as 2.9 and 23.4 mg/g, respectively, and the enrichment factors towards TAHs located in the range of 276–359. The study about adsorption isotherm evidenced the adsorption of MBA towards atrazine was fit for Freundlich adsorption model. Under the beneficial extraction parameters, the introduced MBA/MIMD was utilized to on-site extract TAHs in a variety of aqueous samples prior to HPLC determination. High sensitivity (limit of detection: 0.25–0.64 ng/L), good precision (relative standard deviation: 1.4–9.5%) and satisfying recovery (81.0–113%) were achieved. Accuracy and reliability of the introduced method were inspected through confirmation experiments. Owing to the good results and outstanding merits, the established MBA/MIMD technique is appropriate for field sample preparation of TAHs and the developed method can be utilized to monitor TAHs residuals in various aqueous samples.

Boronate Avidity Assisted by Dendrimer-like Polyhedral Oligomeric Silsesquioxanes for a Microfluidic Platform for Selective Enrichment of Ubiquitination and Glycosylation.

A new strategy of improving boronate avidity with good accessibility of sites was suggested by utilizing a dendrimer-like structure of boron materials based on octavinyl-polyhedral oligomeric silsesquioxanes (Ov-POSS). 3-(Acrylamido)phenylboronic acid (AAPBA) was used as a functional monomer and ethylene glycol dimethacrylate (EDMA) and Ov-POSS as cross-linkers. The resulting Ov-POSS cross-linked boron monolith exhibited 27 times stronger affinity for glycoproteins than the Ov-POSS-free monolith. Importantly, the bonding strength of the poly(AAPBA-co-Ov-POSS-co-EDMA) monolith to the glycoproteins with multiple sugars, horseradish peroxidase (HRP) was 4 orders of magnitude higher than that of the single cis-diol-containing compound. The resulting monolith was used as a part of a microfluidic platform for online processing of the protein extracts from mouse liver, which integrated five functions, including protein grading, denaturation, enzymatic hydrolysis, and enrichment of glycopeptides and ubiquitin-modified peptides. The sample processing time can be reduced by nearly half compared to the offline method. Moreover, 86.7% of glycopeptides and 75% of glycoproteins were newly identified after treatment. All of the results indicated that the synergistic strategy of Ov-POSS cross-linking can significantly improve trace glycosylation's binding capacity and enrichment performance. The microfluidic platform developed may provide a promising technical tool for automated, high-efficiency, high-throughput analysis for post-translational modification proteomics.

Microgel-Assisted Delivery of Adenosine to Accelerate Fracture Healing.

Extracellular adenosine plays a key role in promoting bone tissue formation. Local delivery of adenosine could be an effective therapeutic strategy to harness the beneficial effect of extracellular adenosine on bone tissue formation following injury. Herein, we describe the development of an injectable in situ curing scaffold containing microgel-based adenosine delivery units. The two-component scaffold includes adenosine-loaded microgels and functionalized hyaluronic acid (HA) molecules. The microgels were generated upon copolymerization of 3-acrylamidophenylboronic acid (3-APBA)- and 2-aminoethylmethacrylamide (2-AEMA)-conjugated HA (HA-AEMA) in an emulsion suspension. The PBA functional groups were used to load the adenosine molecules. Mixing of the microgels with the HA polymers containing clickable groups, dibenzocyclooctyne (DBCO) and azide (HA-DBCO and HA-Azide), resulted in a 3D scaffold embedded with adenosine delivery units. Application of the in situ curing scaffolds containing adenosine-loaded microgels following tibial fracture injury showed improved bone tissue healing in a mouse model as demonstrated by the reduced callus size, higher bone volume, and increased tissue mineral density compared to those treated with the scaffold without adenosine. Overall, our results suggest that local delivery of adenosine could potentially be an effective strategy to promote bone tissue repair.

Ultrastretchable, Self-Healable, and Tissue-Adhesive Hydrogel Dressings Involving Nanoscale Tannic Acid/Ferric Ion Complexes for Combating Bacterial Infection and Promoting Wound Healing.

Preventing bacterial infections and accelerating wound closure are essential in the process of wound healing. Current wound dressings lack enough mechanical properties, self-healing ability, and tissue adhesiveness, and the bacterial killing also relies on the use of antibiotic drugs. Herein, a well-designed hybrid hydrogel dressing is constructed by simple copolymerization of acrylamide (AM), 3-acrylamido phenylboronic acid (AAPBA), chitosan (CS), and the nanoscale tannic acid (TA)/ferric ion (Fe3+) complex (TFe). The resulting hydrogel possesses lots of free catechol, phenylboronic acid, amine, and hydroxyl groups and contains many reversible and dynamic bonds such as multiple hydrogen bonds and boronate ester bonds, thereby showing satisfactory mechanical properties, fast self-healing ability, and desirable tissue-adhesive performance. Benefiting from the high photothermal conversion efficiency of the TFe, the hydrogel exhibits satisfactory antibacterial activity against both Gram-positive and Gram-negative bacteria. Moreover, the embedded TFe also endows the hydrogel with good antioxidant activity, anti-inflammatory property, and cell proliferation to promote tissue regeneration. Remarkably, in vivo animal assays reveal that the hybrid hydrogel effectively eliminates biofilm bacteria in the wound sites and accelerates the healing process of infected wounds. Taken together, the developed versatile hydrogels overcome the shortcomings of traditional wound dressings and are expected to become potential antibacterial dressings for future biomedical applications.

Phenylboronic acid modified hydrogel materials and their potential for use in contact lens based drug delivery

The use of hydrogel-based contact lens materials holds promise for ophthalmic drug delivery by increasing drug residence time, improving drug bioavailability, reducing administration frequency, and enhancing special site targeting. Issues such as ease of manufacturing, lens comfort and appropriate release kinetics must be considered. Furthermore, the high water content of hydrogel materials can result in rapid and poorly controlled release kinetics. Herein, we modified common hydrogels used in contact lens manufacturing with phenylboronic acid (PBA). PBA addresses these material design issues since boronate esters are easily formed when boron acid and diols interact, opening up a pathway for simple modification of the model lens materials with saccharide based wetting agents. The wetting agents have the potential to improve lens comfort. Furthermore, the hydrophobicity of PBA and the presence of diols can be useful to help control drug release kinetics. In this work, polymerizable 3-(acrylamido)phenylboronic acid (APBA) was synthesized and incorporated into various hydrogels used in contact lens applications, including poly(2-hydroxyethylmethacrylate) (PHEMA), polyvinylpyrrolidone (PVP) and poly(N,N-dimethyl acrylamide) (PDMA) using UV induced free radical polymerization. The APBA structure and its incorporation into the hydrogel materials were confirmed by NMR and FTIR. The materials were shown to interact with and bind wetting agents such as hyaluronan (HA) and hydroxypropyl guar (HPG) by simple soaking in an aqueous solution. The equilibrium water content of the modified materials was characterized, demonstrating that most materials are still in the appropriate range after the introduction of the hydrophobic PBA. The release of three model ophthalmic drugs with varying hydrophilicity, atropine, atropine sulfate and dexamethasone, was examined. The presence of PBA in the materials was found to promote sustained drug release due to its hydrophobic nature. The results suggest that the modification of the materials with PBA was able to not only provide a mucoadhesive property that enhanced wetting agent interactions with the materials, but had the potential to alter drug release. Thus, the modification of contact lens materials with mucoadhesive functionality may be useful in the design of hydrogel contact lenses for ophthalmic drug release and wetting agent binding.

Controlled Release of Insulin Based on Temperature and Glucose Dual Responsive Biomicrocapsules.

The treatment of diabetes lies in developing novel functional carriers, which are expected to have the unique capability of monitoring blood glucose levels continuously and dispensing insulin correctly and timely. Hence, this study is proposing to create a smart self-regulated insulin delivery system according to changes in glucose concentration. Temperature and glucose dual responsive copolymer microcapsules bearing N-isopropylacrylamide and 3-acrylamidophenylboronic acid as main components were developed by bottom-spray coating technology and template method. The insulinoma β-TC6 cells were trapped in the copolymer microcapsules by use of temperature sensitivity, and then growth, proliferation, and glucose-responsive insulin secretion of microencapsulated cells were successively monitored. The copolymer microcapsules showed favorable structural stability and good biocompatibility against β-TC6 cells. Compared with free cells, the biomicrocapsules presented a more effective and safer glucose-dependent insulin release behavior. The bioactivity of secreted and released insulin did not differ between free and encapsulated β-TC6 cells. The results demonstrated that the copolymer microcapsules had a positive effect on real-time sensing of glucose and precise controlled release of insulin. The intelligent drug delivery system is supposed to mimic insulin secretion in a physiological manner, and further provide new perspectives and technical support for the development of artificial pancreas.