Oxygen-generating microparticles in chondrocytes-laden hydrogels by facile and versatile click chemistry strategy

Araújo, Erlane de Sousa; Stocco, Thiago Domingues; Sousa, Gustavo Fernandes de; Afewerki, Samson; Marciano, Fernanda Roberta; Corat, Marcus Alexandre Finzi; Paula, Mirian Michelle Machado de; Verde, Thiago Ferreira Cândido Lima; Silva, Mayara Cristina Moreira; Lobo, Anderson Oliveira

doi:10.1016/j.colsurfb.2021.111850

Cited by 18 publications

(15 citation statements)

References 54 publications

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“…It is important to note that the TCS-8A-PEG-N with the Mw of 40 kD demonstrated 100% of adhered and viable cells after 24 h ( Figure 4 b). The compatibility of the devised hydrogels corroborates our previous report on the compatibility of the hydrogels through gene expression evaluations [ 54 ].…”

Section: Resultssupporting

confidence: 89%

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Catalyst-Free Click Chemistry for Engineering Chondroitin Sulfate-Multiarmed PEG Hydrogels for Skin Tissue Engineering

Sousa

Afewerki

Dittz

et al. 2022

JFB

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The quest for an ideal biomaterial perfectly matching the microenvironment of the surrounding tissues and cells is an endless challenge within biomedical research, in addition to integrating this with a facile and sustainable technology for its preparation. Engineering hydrogels through click chemistry would promote the sustainable invention of tailor-made hydrogels. Herein, we disclose a versatile and facile catalyst-free click chemistry for the generation of an innovative hydrogel by combining chondroitin sulfate (CS) and polyethylene glycol (PEG). Various multi-armed PEG-Norbornene (A-PEG-N) with different molecular sizes were investigated to generate crosslinked copolymers with tunable rheological and mechanical properties. The crosslinked and mechanically stable porous hydrogels could be generated by simply mixing the two clickable Tetrazine-CS (TCS) and A-PEG-N components, generating a self-standing hydrogel within minutes. The leading candidate (TCS-8A-PEG-N (40 kD)), based on the mechanical and biocompatibility results, was further employed as a scaffold to improve wound closure and blood flow in vivo. The hydrogel demonstrated not only enhanced blood perfusion and an increased number of blood vessels, but also desirable fibrous matrix orientation and normal collagen deposition. Taken together, these results demonstrate the potential of the hydrogel to improve wound repair and hold promise for in situ skin tissue engineering applications.

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Section: Resultssupporting

confidence: 89%

“…The reaction was finished by quenching with hydroxylamine, followed by eliminating the unreacted byproducts through dialysis for four days with 12–14 kD membrane. The success of synthesizing the TCS polymer was disclosed in our recent publication through various characterization methods [ 54 ].…”

Section: Resultsmentioning

confidence: 99%

Catalyst-Free Click Chemistry for Engineering Chondroitin Sulfate-Multiarmed PEG Hydrogels for Skin Tissue Engineering

Sousa

Afewerki

Dittz

et al. 2022

JFB

Self Cite

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“…The compounds Gcys-1 , Gcys-2, and Glu-Cys dendrimer ( GCCG ) were successfully synthesized with high yields. The glutamic acid was chemically conjugated with L-Cysteine by click reaction between the primary amine group of L-Cysteine and the carboxyl group of glutamic acid [ 26 , 27 , 28 ]. The chemical structures of intermediate product and GCCG were confirmed by 1 H NMR and 13 C NMR ( Figure 1 ).…”

Section: Resultsmentioning

confidence: 99%

Dual-Responsive Alginate Hydrogel Constructed by Sulfhdryl Dendrimer as an Intelligent System for Drug Delivery

Lei

Zhang

et al. 2022

Molecules

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Intelligent stimulus-triggered release and high drug-loading capacity are crucial requirements for drug delivery systems in cancer treatment. Based on the excessive intracellular GSH expression and pH conditions in tumor cells, a novel glutathione (GSH) and pH dual-responsive hydrogel was designed and synthesized by conjugates of glutamic acid-cysteine dendrimer with alginate (Glu-Cys-SA) through click reaction, and then cross-linked with polyethylene glycol (PEG) through hydrogen bonds to form a 3D-net structure. The hydrogel, self-assembled by the inner disulfide bonds of the dendrimer, is designed to respond to the GSH heterogeneity in tumors, with a remarkably high drug loading capacity. The Dox-loaded Glu-Cys-SA hydrogel showed controlled drug release behavior, significantly with a release rate of over 76% in response to GSH. The cytotoxicity investigation indicated that the prepared DOX-loaded hydrogel exhibited comparable anti-tumor activity against HepG-2 cells with positive control. These biocompatible hydrogels are expected to be well-designed GSH and pH dual-sensitive conjugates or polymers for efficient anticancer drug delivery.

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“…Traditional oxygen-producing materials lacked continuous and controllable supply and were also toxic to cells. Therefore, “click” chemistry was used to repair bone tissue . They used the inverse electron demand Diels–Alder (IEDDA) “click” reaction to load oxygen-producing particles on the hydrogel, which provided a continuous supply of oxygen.…”

Section: Application Of “Click” Chemistry In the Field Of Biomedical ...mentioning

confidence: 99%

“…Therefore, “click” chemistry was used to repair bone tissue. 80 They used the inverse electron demand Diels–Alder (IEDDA) “click” reaction to load oxygen-producing particles on the hydrogel, which provided a continuous supply of oxygen. The hydrogel was in situ cross-linked using the “click” reaction and possessed tunable mechanical properties and promoted bone tissue repair.…”

Section: Application Of “Click” Chemistry In the Field Of Biomedical ...mentioning

confidence: 99%

Application of “Click” Chemistry in Biomedical Hydrogels

Xiong

2022

ACS Omega

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Since “click” chemistry was first reported in 2001, it has remained a popular research topic in the field of chemistry due to its high yield without byproducts, fast reaction rate, simple reaction, and biocompatibility. It has achieved good applications in various fields, especially for the preparation of hydrogels. The development of biomedicine presents new challenges and opportunities for hydrogels, and “click” chemistry provides a library of chemical tools for the preparation of various innovative hydrogels, including cell culture, 3D bioprinting, and drug release. This article summarizes several common “click” reactions, including copper-catalyzed azide–alkyne cycloaddition reactions, strain-promoted azide–alkyne cycloaddition (SPAAC) reaction, thiol–ene reaction, the Diels–Alder reaction, and the inverse electron demand Diels–Alder (IEDDA) reaction. We introduce the “click” reaction in the nucleic acid field to expand the concept of “click” chemistry. This article focuses on the application of “click” chemistry for preparing various types of biomedical hydrogels and highlights the advantages of “click” reactions for cross-linking to obtain hydrogels. This review also discusses applications of “click” chemistry outside the field of hydrogels, such as drug synthesis, targeted delivery, and surface modification, hydrogels have great application potential in these fields in the future and hopefully inspire other applications of hydrogels.

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Oxygen-generating microparticles in chondrocytes-laden hydrogels by facile and versatile click chemistry strategy

Cited by 18 publications

References 54 publications

Catalyst-Free Click Chemistry for Engineering Chondroitin Sulfate-Multiarmed PEG Hydrogels for Skin Tissue Engineering

Catalyst-Free Click Chemistry for Engineering Chondroitin Sulfate-Multiarmed PEG Hydrogels for Skin Tissue Engineering

Dual-Responsive Alginate Hydrogel Constructed by Sulfhdryl Dendrimer as an Intelligent System for Drug Delivery

Application of “Click” Chemistry in Biomedical Hydrogels

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