Using stereochemistry to control mechanical properties in thiol-yne click-hydrogels

Laura Macdougall, Maria Del Mar Perez Madrigal, Joshua E Shaw, Josh Worch, Stephen M. Richardson, Christopher Sammon, Andrew Dove

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Abstract

The stereochemistry of polymers has a profound impact on their mechanical properties. While this has been observed in thermoplastics, studies on how stereochemistry affects the bulk properties of swollen networks, such as hydrogels, are limited. Typically, changing the stiffness of a hydrogel is achieved at the cost of changing another parameter, that in turn affects the physical properties of the material and ultimately influences the cellular response. Herein, we report that by manipulating the stereochemistry of a double bond, formed in situ during gelation, materials with diverse mechanical properties but comparable physical properties can be obtained. Click-hydrogels that possess a high % trans content are stiffer than their high % cis analogues by almost a factor of 3. Human mesenchymal stem cells acted as a substrate stiffness cell reporter demonstrating the potential of these platforms to study mechanotransduction without the influence of other external factors.
Original languageEnglish
Pages (from-to)25856-25864
JournalAngewandte Chemie (International Edition)
Volume60
Issue number49
Early online date22 Sept 2021
DOIs
Publication statusE-pub ahead of print - 22 Sept 2021

Bibliographical note

Funding Information:
A.P.D., M.M.P.‐M. and J.C.W. acknowledge funding from the European Research Council (ERC) under the European Union's Horizon 2020 research and innovation programme under grant agreement No. 681559. M.M.P.‐M. acknowledges funding from the European Union's Horizon 2020 research and innovation programme under the Marie Sklodowska‐Curie grant agreement No 703415. BBSRC are thanked for their award of a DTP CASE studentship to J.E.S. (grant number: BBSRC DTP CASE BB/M011208/1). EPSRC are thanked for a DTP studentship to L.J.M.

Publisher Copyright:
© 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH

Keywords

  • cellular mechanoresponsive behaviour
  • click-chemistry
  • hydrogels
  • stereochemistry
  • thiol–yne nucleophilic addition

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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