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Thiol-Thioester exchange reactions in precursors enable pH-triggered hydrogel formation

  • Bio-interactive hydrogel formation in situ requires sensory capabilities toward physiologically relevant stimuli. Here, we report on pH-controlled in situ hydrogel formation relying on latent cross-linkers, which transform from pH sensors to reactive molecules. In particular, thiopeptolide/thio-depsipeptides were capable of pH-sensitive thiol-thioester exchange reactions to yield a,co-dithiols, which react with maleimide-functionalized multi-arm polyethylene glycol to polymer networks. Their water solubility and diffusibility qualify thiol/thioester-containing peptide mimetics as sensory precursors to drive in situ localized hydrogel formation with potential applications in tissue regeneration such as treatment of inflamed tissues of the urinary tract.

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Author details:Makafui Yao FolikumahORCiD, Marc BehlORCiDGND, Andreas LendleinORCiDGND
DOI:https://doi.org/10.1021/acs.biomac.0c01690
ISSN:1525-7797
ISSN:1526-4602
Pubmed ID:https://pubmed.ncbi.nlm.nih.gov/33724816
Title of parent work (English):Biomacromolecules : an interdisciplinary journal focused at the interface of polymer science and the biological sciences
Publisher:American Chemical Society
Place of publishing:Washington
Publication type:Article
Language:English
Date of first publication:2021/03/16
Publication year:2021
Release date:2023/11/30
Volume:22
Issue:5
Number of pages:10
First page:1875
Last Page:1884
Funding institution:Helmholtz AssociationHelmholtz Association; Helmholtz Association through Helmholtz Graduate School of Macromolecular Bioscience (MacroBio) [VH-GS-503]
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
DDC classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Peer review:Referiert
Publishing method:Open Access / Hybrid Open-Access
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