Please use this identifier to cite or link to this item: doi:10.22028/D291-33600
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Title: Thiol-methylsulfone-based Hydrogels for Cell Encapsulation: Reactivity Optimization of Aryl-methylsulfone Substrate for Fine-tunable Gelation Rate and Improved Stability
Author(s): del Campo Bécares, Aránzazu
Pearson, Samuel
Gläser, Alisa
Jin, Minye
Rathore, Aditi
Valbuena Mendoza, Rocío
de Miguel Jiménez, Adrián
Paez, Julieta
Language: English
Publisher/Platform: ChemRxiv
Year of Publication: 2021
Publikation type: Other
Abstract: Hydrogelsare widely used as hydrated matrices for cell encapsulation in a number of applications, spanning from advanced 3D cultures and tissue models to cell-based therapeutics and tissue engineering.Hydrogel formation in the presence of living cells requires crosslinking reactions that proceedefficiently underclose to physiological conditions.Recently, the nucleophilic aromatic substitution ofphenyl-oxadiazole(Ox)methylsulfones (MS)by thiolswas introduced as a new crosslinking reaction for cell encapsulation. Reportedpoly(ethylene glycol) (PEG)-based hydrogels featuredtunable gelation times within secondsto a fewminuteswithin pH 8.0to 6.6and allowedreasonably goodmixing with cells. However, their rapiddegradation prevented cell cultures to be maintained beyond 1 week.In this article, we presentthereactivityoptimizationof the heteroaromatic ring of the MS partnerto slow down the crosslinking kineticsand the degradability of derived hydrogels.NewMS substrates based on phenyl-tetrazole(Tz) and benzothiazole (Bt) rings,withlowerelectrophilicity than Ox,were synthesized by simple pathways. When mixed with PEG-thiol, the novel PEG-MSextended the working time of precursor mixtures and allowed longer term cell culture.Tz-based MS substratewas identified as the best candidate as it is accessible by simple chemical reactions from cost-effective reactants, hydrogel precursorsshow >3 monthsstability in aqueous solution, and the derived Tz gelssupport cell culturesfor> 2 weeks. The Tzsystem also shows tunable gelation kinetics within seconds to hoursand allowscomfortable manipulation and cell encapsulation. Our findings expand the toolkit of thiol-mediated chemistryfor the synthesisofhydrogelswith improvedproperties for laboratory handling and future automatization.
DOI of the first publication: 10.26434/chemrxiv.14115404.v1
URL of the first publication:
Link to this record: hdl:20.500.11880/30931
Date of registration: 22-Mar-2021
Notes: Preprint
Faculty: NT - Naturwissenschaftlich- Technische Fakultät
Department: NT - Chemie
Professorship: NT - Prof. Dr. Aránzazu del Campo
Collections:Die Universitätsbibliographie

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