Synthesis of Cross-Linking Chitosan-Hyaluronic Acid Based Hydrogels for Tissue Engineering Applications

Nguyen, Nghi Thi-Phuong; Nguyen, Long Giang; Tran, Nam H.; Nguyen, Thi‐Hiep; Huynh, Khon; Van, Toi Vo

doi:10.1007/978-981-10-4361-1_115

Cited by 10 publications

(10 citation statements)

References 10 publications

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“…In the case of unmodified hyaluronic acid, the characteristics absorption bands are found at 1666 and 1659 cm −1 corresponding to the C-N stretching of amide I and amide II, respectively. Moreover, at 1619, 1417 and 1322 cm −1 the stretching of asymmetric and symmetric bands of carboxylate groups as well as the stretching of C-N can be distinguished [ 50 , 51 ]. Regarding the infrared spectra of oxidized hyaluronic acid, no relevant differences can be highlighted, as is reported in the literature [ 16 ].…”

Section: Resultsmentioning

confidence: 99%

Dynamic and Self-Healable Chitosan/Hyaluronic Acid-Based In Situ-Forming Hydrogels

Maiz–Fernández

Pérez‐Álvarez

Silván

et al. 2022

Gels

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In situ-forming, biodegradable, and self-healing hydrogels, which maintain their integrity after damage, owing to dynamic interactions, are essential biomaterials for bioapplications, such as tissue engineering and drug delivery. This work aims to develop in situ, biodegradable and self-healable hydrogels based on dynamic covalent bonds between N-succinyl chitosan (S-CHI) and oxidized aldehyde hyaluronic acid (A-HA). A robust effect of the molar ratio of both S-CHI and A-HA was observed on the swelling, mechanical stability, rheological properties and biodegradation kinetics of these hydrogels, being the stoichiometric ratio that which leads to the lowest swelling factor (×12), highest compression modulus (1.1·10−3 MPa), and slowest degradation (9 days). Besides, a rapid (3 s) self-repairing ability was demonstrated in the macro scale as well as by rheology and mechanical tests. Finally, the potential of these biomaterials was evidenced by cytotoxicity essay (>85%).

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Section: Resultsmentioning

confidence: 99%

Dynamic and Self-Healable Chitosan/Hyaluronic Acid-Based In Situ-Forming Hydrogels

Maiz–Fernández

Pérez‐Álvarez

Silván

et al. 2022

Gels

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“…In order to confirm the formation of covalent crosslinks between the CMCh and HAox components of the printing mixture, the CMCh2/HAox4-HA0.4 formulation was characterized by FTIR spectroscopy (see Figure S2 ). The characteristic peaks corresponding to the functional groups of the CMCh and HAox/HA precursors were observed in the mixture [ 56 , 57 , 62 ], together with a band at 1653 cm −1 , which can be attributed to the stretching vibration of the C=N bond of the Schiff base formed by a reaction of amine and aldehyde groups. This indicates that covalent crosslinking was successfully achieved [ 63 , 64 , 74 ].…”

Section: Resultsmentioning

confidence: 99%

“…Chitosan is a great candidate for tissue engineering applications since it exhibits notable biological features such as great cytocompatibility and biodegradability, antibacterial, hemostatic, or muco-adhesive properties [ 54 , 55 ]. Specifically, a carboxymethyl chitosan derivative (CMCh) was selected because of its good solubility at physiological pH, which allows straightforward encapsulation of cells in the bio-ink [ 56 , 57 ] and avoids any neutralization or washing steps, commonly used for pure chitosan-based printing [ 28 , 49 , 58 , 59 ]. Hyaluronic acid (HA) is an important component of the extracellular matrix (ECM), which favors cell affinity and proliferation [ 60 , 61 ].…”

Section: Introductionmentioning

confidence: 99%

“…HA is not suitable by itself for 3D printing, but it can improve printability of the bio-ink due to its shear-thinning behavior [ 52 ], and, when it is in combination with chitosan, it can counteract the brittle mechanical properties of the former [ 54 ]. Thus, when using a CMCh/HA ink, the free amines of CMCh can react with the aldehyde groups of partially oxidized HAox [ 62 ] after mixing via Schiff base formation [ 56 , 63 , 64 , 65 ], which gives rise to a hydrogel structure. This system has been demonstrated to allow viable cell encapsulation [ 66 ].…”

Section: Introductionmentioning

confidence: 99%

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3D Printing of a Reactive Hydrogel Bio-Ink Using a Static Mixing Tool

et al. 2020

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Hydrogel-based bio-inks have recently attracted more attention for 3D printing applications in tissue engineering due to their remarkable intrinsic properties, such as a cell supporting environment. However, their usually weak mechanical properties lead to poor printability and low stability of the obtained structures. To obtain good shape fidelity, current approaches based on extrusion printing use high viscosity solutions, which can compromise cell viability. This paper presents a novel bio-printing methodology based on a dual-syringe system with a static mixing tool that allows in situ crosslinking of a two-component hydrogel-based ink in the presence of living cells. The reactive hydrogel system consists of carboxymethyl chitosan (CMCh) and partially oxidized hyaluronic acid (HAox) that undergo fast self-covalent crosslinking via Schiff base formation. This new approach allows us to use low viscosity solutions since in situ gelation provides the appropriate structural integrity to maintain the printed shape. The proposed bio-ink formulation was optimized to match crosslinking kinetics with the printing process and multi-layered 3D bio-printed scaffolds were successfully obtained. Printed scaffolds showed moderate swelling, good biocompatibility with embedded cells, and were mechanically stable after 14 days of the cell culture. We envision that this straightforward, powerful, and generalizable printing approach can be used for a wide range of materials, growth factors, or cell types, to be employed for soft tissue regeneration.

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“…Polymers have particularly attracted much attention in bioinspired approaches to develop materials such as protein-, peptide-, or polysaccharide-based hydrogels resembling the natural ECM, recombinant protein-based polymers as vector-building blocks, dendrimers as promising carriers for drug delivery or synthetic polymers. 43,[49][50][51][52][53] Finally, a new range of biomaterials named as "smart polymers" is also being explored which does not just provide an architectural support but actively participates in the formation of functional tissue. 15,18,19 These smart materials include those that show conformational changes in response to environmental stimuli (such as temperature, ionic strength, pH, or light) or those DDS incorporating exogenous stimuli such as soluble growth and differentiation factors or bioactive molecules that can be released after implantation.…”

Section: Biomaterialsmentioning

confidence: 99%

Bioinspired functional polymers for regenerative medicine: contribution of biomimetic approaches to tissue engineering challenges

Bartolomé¹

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Chronic wounds are particularly difficult to heal and constitute an important global health care problem.Some key factors that make chronic wounds challenging to heal are attributed to the incessant release of free radicals, which activate the inflammatory system and impair the repair of the wound. Intrinsic characteristics of hydrogels are beneficial for wound healing, but the effective control of free radical levels in the wound and subsequent inflammation is still a challenge. Catechol, the key molecule responsible for the mechanism of adhesion of mussels, has been proven to be an excellent radical scavenger and antiinflammatory agent. Our approach in this work lies in the preparation of a hybrid system combining the beneficial properties of hydrogels and catechol for its application as a bioactive wound dressing to assist in the treatment of chronic wounds. The hydrogel backbone is obtained through a self-covalent crosslinking between chitosan (Ch) and oxidized hyaluronic acid (HAox) in the presence of a synthetic catechol terpolymer, which is subsequently coordinated to Fe 3+ to obtain an interpenetrated polymer network (IPN). The structural analysis, catechol release profiles, in vitro biological behavior and in vivo performance of the IPN is analyzed and compared with the semi-IPN (without Fe) and the Ch/HAox crosslinked hydrogels as controls. Catechol-containing hydrogels present high tissue adhesion strength under wet conditions, support growth, migration and proliferation of hBMSCs, protect cells against oxidative stress damage induce by ROS, and promote down-regulation of the pro-inflammatory cytokine IL-1b. Furthermore, in vivo experiments reveal their biocompatibility and stability, and histological studies indicate normal inflammatory responses and faster vascularization, highlighting the performance of the IPN system. The novel IPN design also allows for the in situ controlled and sustained delivery of catechol. Therefore, the developed IPN is a suitable ECM-mimic platform with high cell affinity and bioactive functionalities that, together with the controlled catechol release, will enhance the tissue regeneration process and has a great potential for its application as wound dressing.

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Synthesis of Cross-Linking Chitosan-Hyaluronic Acid Based Hydrogels for Tissue Engineering Applications

Cited by 10 publications

References 10 publications

Dynamic and Self-Healable Chitosan/Hyaluronic Acid-Based In Situ-Forming Hydrogels

Dynamic and Self-Healable Chitosan/Hyaluronic Acid-Based In Situ-Forming Hydrogels

3D Printing of a Reactive Hydrogel Bio-Ink Using a Static Mixing Tool

Bioinspired functional polymers for regenerative medicine: contribution of biomimetic approaches to tissue engineering challenges

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