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doi:10.22028/D291-33600
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: | https://chemrxiv.org/articles/preprint/Thiol-methylsulfone-based_Hydrogels_for_Cell_Encapsulation_Reactivity_Optimization_of_Aryl-methylsulfone_Substrate_for_Fine-tunable_Gelation_Rate_and_Improved_Stability/14115404/1 |
Link to this record: | hdl:20.500.11880/30931 http://dx.doi.org/10.22028/D291-33600 |
Date of registration: | 22-Mar-2021 |
Notes: | Preprint |
Faculty: | NT - Naturwissenschaftlich- Technische Fakultät |
Department: | NT - Chemie |
Professorship: | NT - Prof. Dr. Aránzazu del Campo |
Collections: | SciDok - Der Wissenschaftsserver der Universität des Saarlandes |
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