scholarly journals Microfluidic Fabrication of Click Chemistry-Mediated Hyaluronic Acid Microgels: A Bottom-Up Material Guide to Tailor a Microgel’s Physicochemical and Mechanical Properties

Polymers ◽  
2020 ◽  
Vol 12 (8) ◽  
pp. 1760
Author(s):  
Thomas Heida ◽  
Oliver Otto ◽  
Doreen Biedenweg ◽  
Nicolas Hauck ◽  
Julian Thiele
Keyword(s):  
Mechanical Properties ◽  
Hyaluronic Acid ◽  
Click Chemistry ◽  
Cell Biology ◽  
Click Reaction ◽  
Droplet Microfluidics ◽  
Natural Polymers ◽  
Bottom Up ◽  
Multiple Binding Sites ◽  
Thermo Stability

The demand for tailored, micrometer-scaled biomaterials in cell biology and (cell-free) biotechnology has led to the development of tunable microgel systems based on natural polymers, such as hyaluronic acid (HA). To precisely tailor their physicochemical and mechanical properties and thus to address the need for well-defined microgel systems, in this study, a bottom-up material guide is presented that highlights the synergy between highly selective bio-orthogonal click chemistry strategies and the versatility of a droplet microfluidics (MF)-assisted microgel design. By employing MF, microgels based on modified HA-derivates and homobifunctional poly(ethylene glycol) (PEG)-crosslinkers are prepared via three different types of click reaction: Diels–Alder [4 + 2] cycloaddition, strain-promoted azide-alkyne cycloaddition (SPAAC), and UV-initiated thiol–ene reaction. First, chemical modification strategies of HA are screened in-depth. Beyond the microfluidic processing of HA-derivates yielding monodisperse microgels, in an analytical study, we show that their physicochemical and mechanical properties—e.g., permeability, (thermo)stability, and elasticity—can be systematically adapted with respect to the type of click reaction and PEG-crosslinker concentration. In addition, we highlight the versatility of our HA-microgel design by preparing non-spherical microgels and introduce, for the first time, a selective, hetero-trifunctional HA-based microgel system with multiple binding sites. As a result, a holistic material guide is provided to tailor fundamental properties of HA-microgels for their potential application in cell biology and (cell-free) biotechnology.

scholarly journals A Review of Bioactive Glass/Natural Polymer Composites: State of the Art

Materials ◽  
2020 ◽  
Vol 13 (23) ◽  
pp. 5560
Author(s):  
Rachele Sergi ◽  
Devis Bellucci ◽  
Valeria Cannillo
Keyword(s):  
Mechanical Properties ◽  
Hyaluronic Acid ◽  
Bioactive Glass ◽  
Silk Fibroin ◽  
State Of The Art ◽  
Wide Spectrum ◽  
Natural Polymer ◽  
Natural Polymers ◽  
Final System ◽  
Injectable Fillers

Collagen, gelatin, silk fibroin, hyaluronic acid, chitosan, alginate, and cellulose are biocompatible and non-cytotoxic, being attractive natural polymers for medical devices for both soft and hard tissues. However, such natural polymers have low bioactivity and poor mechanical properties, which limit their applications. To tackle these drawbacks, collagen, gelatin, silk fibroin, hyaluronic acid, chitosan, alginate, and cellulose can be combined with bioactive glass (BG) nanoparticles and microparticles to produce composites. The incorporation of BGs improves the mechanical properties of the final system as well as its bioactivity and regenerative potential. Indeed, several studies have demonstrated that polymer/BG composites may improve angiogenesis, neo-vascularization, cells adhesion, and proliferation. This review presents the state of the art and future perspectives of collagen, gelatin, silk fibroin, hyaluronic acid, chitosan, alginate, and cellulose matrices combined with BG particles to develop composites such as scaffolds, injectable fillers, membranes, hydrogels, and coatings. Emphasis is devoted to the biological potentialities of these hybrid systems, which look rather promising toward a wide spectrum of applications.

Preparation of HA Hydrogel by Click Chemistry

2015 ◽  
Vol 1088 ◽  
pp. 286-289
Author(s):  
Yuan Cui ◽  
Jing Peng Zhang ◽  
Wei Zhang ◽  
Qian Duan
Keyword(s):  
Hyaluronic Acid ◽  
Click Chemistry ◽  
Molecular Design ◽  
Click Reaction ◽  
Side Chains ◽  
H Nmr ◽  
Hydrogel Formation

"Click chemistry" was used in this paper to get a novel hyaluronic acid (HA) hydrogel by modified HA molecules' side chains with azide and alkynyl groups to perform "Click" reaction. The HA hydrogel can be achieved "in situ" injection gel. The properties of the HA hydrogel can be controlled by controlling the amount of alkynyl and azide groups on side chains to achieve controllable HA hydrogel by HA molecular design. The reactant, product and hydrogel were characterized by 1H NMR, FTIR and morphology observation to determine the processes of reaction and can hydrogel formation.

In situ cross-linkable hyaluronic acid hydrogels using copper free click chemistry for cartilage tissue engineering

2018 ◽  
Vol 9 (1) ◽  
pp. 20-27 ◽  
Author(s):  
Sang-Soo Han ◽  
Hong Yeol Yoon ◽  
Ji Young Yhee ◽  
Myeong Ok Cho ◽  
Hye-Eun Shim ◽  
...  
Keyword(s):  
Tissue Engineering ◽  
Hyaluronic Acid ◽  
Click Chemistry ◽  
Click Reaction ◽  
Cartilage Tissue Engineering ◽  
Cartilage Tissue

We develop a biocompatible and in situ HA hydrogel via a bioorthogonal click reaction for cartilage tissue engineering.

A Review of Water-Resistant Cellulose-Based Materials in Pharmaceutical and Biomedical Application

2021 ◽  
Vol 28 ◽  
Author(s):  
Bei He ◽  
Xinxin Liu ◽  
Shi Qi ◽  
Run Zheng ◽  
Minmin Chang ◽  
...  
Keyword(s):  
Mechanical Properties ◽  
Biomedical Application ◽  
Drug Loading ◽  
Cellulose Fibers ◽  
Dip Coating ◽  
Wound Dressings ◽  
Attractive Alternative ◽  
Natural Polymers ◽  
Insoluble Drugs ◽  
Good Biocompatibility

Background: Cellulose, huge reserves of natural polymers, have been widely applied in pharmaceutical and biomedicine fields due to its good biocompatibility, biodegradability, non-toxicity and excellent mechanical properties. At present, water-resistant metal-based and petroleum-based materials applied in medical field exists obvious problems of poor biocompatibility and high cost. Therefore, water-resistant cellulose-based materials with good biocompatibility and low price will become an attractive alternative. This review aims to summarize the preparation of water-resistant cellulose-based materials and their potential application in pharmaceutical and biomedical in recent years. Methods: Common hydrophobic treatments of cellulose fibers or paper were overviewed. The preparation, properties and applications of water-resistant cellulose-based materials in the pharmaceutical and biomedical fields were summarized. Results: Common hydrophobic treatments of cellulose fibers or paper were divided into chemical modification (graft polymerization, crosslinking, solution casting or dip-coating), physico-chemical surface modifications (plasma treatments, surface patterning, electrostatic spraying and electrowetting) and physical processing (electrostatic spinning, SAS process and 3D EHD printing). These hydrophobically processed cellulose fibers or paper could be prepared into various water-resistant cellulose-based materials and applied in pharmaceutical excipients, drug-loaded amphiphilic micelles, drug-loaded composite fibers, hydrophobic biocomposite film/coatings and paper-based detectors. They presented excellent water resistance and biocompatibility, low cytotoxicity and high drug loading ability, and stable drug release rate, etc., which could be used for water-insoluble drugs carriers, wound dressings, and medical testing equipment. Conclusion: Currently, water-resistant cellulose-based materials were mainly applied in water-insoluble drugs delivery carriers, wound dressing and medical diagnosis and presented great application prospects. However, the contradiction between hydrophobicity and mechanical properties of these reported water-resistant cellulose-based materials limited their wider application in biomedicine such as tissue engineering. In the future, attention will be focused on the higher hydrophobicity of water-resistant cellulose-based materials with excellent mechanical properties. In addition, clinical medical research of water-resistant cellulose-based materials should be strengthened.

scholarly journals Droplet-Assisted Microfluidic Fabrication and Characterization of Multifunctional Polysaccharide Microgels Formed by Multicomponent Reactions

Polymers ◽  
2018 ◽  
Vol 10 (10) ◽  
pp. 1055 ◽  
Author(s):  
Nicolas Hauck ◽  
Nalin Seixas ◽  
Silvia Centeno ◽  
Raimund Schlüßler ◽  
Gheorghe Cojoc ◽  
...  
Keyword(s):  
Hyaluronic Acid ◽  
Multicomponent Reactions ◽  
Building Blocks ◽  
Correlation Spectroscopy ◽  
Droplet Microfluidics ◽  
Phase Imaging ◽  
Colloidal Probe ◽  
Young’S Moduli ◽  
Depth Analysis ◽  
The Impact

Polysaccharide-based microgels have broad applications in multi-parametric cell cultures, cell-free biotechnology, and drug delivery. Multicomponent reactions like the Passerini three-component and the Ugi four-component reaction are shown in here to be versatile platforms for fabricating these polysaccharide microgels by droplet microfluidics with a narrow size distribution. While conventional microgel formation requires pre-modification of hydrogel building blocks to introduce certain functionality, in multicomponent reactions one building block can be simply exchanged by another to introduce and extend functionality in a library-like fashion. Beyond synthesizing a range of polysaccharide-based microgels utilizing hyaluronic acid, alginate and chitosan, exemplary in-depth analysis of hyaluronic acid-based Ugi four-component gels is conducted by colloidal probe atomic force microscopy, confocal Brillouin microscopy, quantitative phase imaging, and fluorescence correlation spectroscopy to elucidate the capability of microfluidic multicomponent reactions for forming defined polysaccharide microgel networks. Particularly, the impact of crosslinker amount and length is studied. A higher network density leads to higher Young’s moduli accompanied by smaller pore sizes with lower diffusion coefficients of tracer molecules in the highly homogeneous network, and vice versa. Moreover, tailored building blocks allow for crosslinking the microgels and incorporating functional groups at the same time as demonstrated for biotin-functionalized, chitosan-based microgels formed by Ugi four-component reaction. To these microgels, streptavidin-labeled enzymes are easily conjugated as shown for horseradish peroxidase (HRP), which retains its activity inside the microgels.

Fully biodegradable antibacterial hydrogels via thiol–ene “click” chemistry

2014 ◽  
Vol 5 (13) ◽  
pp. 4002-4008 ◽  
Author(s):  
Hong Du ◽  
Guangyu Zha ◽  
Lilong Gao ◽  
Huan Wang ◽  
Xiaodong Li ◽  
...  
Keyword(s):  
Ethylene Glycol ◽  
Click Chemistry ◽  
Click Reaction ◽  
Poly Ethylene Glycol ◽  
Physiological Conditions ◽  
Poly Ethylene

Novel biodegradable antimicrobial hydrogels, which are promising for use as biomaterials, were prepared facilely via a thiol–ene “click” reaction under human physiological conditions using multifunctional poly(ethylene glycol) (PEG) derivatives as precursors.

MECHANICAL PROPERTIES CHANGE IN THE RAT XENOGRAFT MODEL TREATED BY MESENCHYMAL CELLS CULTURED IN AN HYALURONIC ACID-BASED HYDROGEL

2018 ◽  
Vol 18 (05) ◽  
pp. 1850047
Author(s):  
MUSTAPHA ZIDI ◽  
ERIC ALLAIRE
Keyword(s):  
Mechanical Properties ◽  
Hyaluronic Acid ◽  
Arterial Wall ◽  
Cellular Therapy ◽  
Xenograft Model ◽  
Strain Energy Function ◽  
Aortic Aneurysms ◽  
Large Strains ◽  
Abdominal Aortic ◽  
Wall Stiffness

This study investigated the efficiency of a cellular therapy with mesenchymal stem cells (MSCs) cultured in an hyaluronic acid-based hydrogel on growth of abdominal aortic aneurysms (AAA) obtained in the rat xenograft model. The experimental model was devoted to create an AAA at D14 after grafting of a decellularized abdominal aorta obtained from guinea pigs before being transplanted into rats. At D21, geometrical measurements as radius and length of AAA were performed on untreated ([Formula: see text]) and treated ([Formula: see text]) arteries. When compared to different cases, it was shown that the proposed cellular treatment significantly reduced the expansion of radius and length of AAA. Furthermore, to explore the mechanical properties change of the arterial wall, an inverse finite element method was performed where AAA is represented by an elliptical geometry with varying thicknesses. To identify the material parameters, the AAA tissue was assumed to behave isochoric and isotropic undergoing large strains and described by the Yeoh’s strain energy function. Although limitations exist in this study such as the time of the experimental protocol, the isotropic behavior law of the AAA wall and the axisymmetric geometry of the artery, the results revealed that arterial wall stiffness change and the maximum effective stress decreased during expansion of AAA when cellular treatment is applied.

scholarly journals Cover Feature: A Hexavalent Basket for Bottom-Up Construction of Functional Soft Materials and Polyvalent Drugs through a “Click” Reaction (Chem. Eur. J. 5/2019)

2018 ◽  
Vol 25 (5) ◽  
pp. 1115-1115 ◽  
Author(s):  
Taylor A. Neal ◽  
Weikun Wang ◽  
Lei Zhiquan ◽  
Ruojing Peng ◽  
Priti Soni ◽  
...  
Keyword(s):  
Click Reaction ◽  
Soft Materials ◽  
Bottom Up

scholarly journals Sintesis Hidrogel Pektin – Gelatin dengan Penambahan Ekstrak Kulit Buah Naga Sebagai Kandidat Pembalut Luka Bakar

2020 ◽  
Vol 4 (1) ◽  
pp. 53
Author(s):  
Fadhil Muhammad Tarmidzi ◽  
Inggit Kresna Maharsih ◽  
Tina Raihatul Jannah ◽  
Cici Sari Wahyuni
Keyword(s):  
Mechanical Properties ◽  
Tensile Strength ◽  
Citric Acid ◽  
Wound Dressing ◽  
Wound Care ◽  
Crosslinking Agent ◽  
Wound Dressings ◽  
Esterification Reaction ◽  
Natural Polymers ◽  
Fruit Peel

Teknik pembalutan luka saat ini menerapkan metode perawatan luka modern dengan cara mempertahankan isolasi lingkungan luka dalam keadaan tertutup dan lembab. Ada beberapa jenis pembalut luka yang telah dikembangkan, salah satunya hidrogel. Hidrogel merupakan pembalut luka berbentuk lembaran yang memiliki kemampuan menyerap cairan luka dan memiliki stabilitas yang baik pada pH asam sehingga dapat digunakan untuk pengobatan luka bakar. Dalam penelitian ini, hidrogel dibuat menggunakan polimer alami seperti pektin dan gelatin. Kedua bahan tersebut dikombinasikan menggunakan metode ikatan silang dengan penambahan asam sitrat sebagai agen pengikat silang. Penambahan asam sitrat memberikan pengaruh terhadap karakteristik material hidrogel yang dihasilkan, sehingga diperlukan jumlah yang tepat agar didapatkan hidrogel dengan properti material yang baik. Hidrogel juga ditambahkan zat aktif berupa flavonoid pada ekstrak kulit buah naga agar dapat digunakan sebagai pembalut luka untuk menyembuhkan luka bakar. Dari hasil penelitian, hidrogel dengan konsentrasi asam sitrat 4% (Hidrogel CA 4%) menghasilkan nilai swelling, tensile strength, dan elongation tertinggi sebesar 890%, 0,05 Mpa, dan 200%. Hasil properti mekanik dari Hidrogel CA 4% ini dibuktikan dengan uji FTIR yang telah dilakukan, yaitu munculnya gugus karbonil C=O sebagai hasil reaksi esterifikasi yang terjadi antara polimer dengan asam sitrat di daerah serapan 1733,9 cm-1.Wound dressing technique currently applies modern wound care methods by maintaining the environmental isolation of the wound in a closed and moist state. There are several types of wound dressing that have been developed, one of them is hydrogel. Hydrogel is sheet-shaped wound dressings which have the ability to absorb exudate and have good stability acidic pH that can be used for the treatment of burns. In this study, hydrogel were made using natural polymers such as pectin and gelatin. The two polymers were combined using crosslinking method with the addition of citric acid as a crosslinking agent. The addition of citric acid has affect on the characteristics of the hydrogel material produced, therefore the right amount is needed to obtain a hydrogel with good mechanical properties. Hydrogel also added by an active substance in the form of flavonoids from dragon fruit peel extract that can be used as a wound dressing to cure burns. This study resulting hydrogel with a concentration of 4% citric acid (Hydrogel CA 4%) produced highest value of swelling, tensile strength, and elongation are 890%, 0.05 Mpa, and 200%, repectively. The mechanical properties of Hydrogel CA 4% was proved by FTIR test that had been carried out, namely the presence of C=O carbonyl group as a result of the esterification reaction that occurred between the polymers and citric acid in the absorption area of 1733.9 cm-1.

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