Hydrogel Synthesis and Stabilization via Tetrazine Click-Induced Secondary Interactions. Academic Article

abstract

• The discovery of tetrazine click-induced secondary interactions is reported as a promising new tool for polymeric biomaterial synthesis. This phenomenon is first demonstrated as a tool for poly(ethylene glycol) (PEG) hydrogel assembly via purely non-covalent interactions and is shown to yield robust gels with storage moduli one to two orders of magnitude higher than other non-covalent crosslinking methods. In addition, tetrazine click-induced secondary interactions also enhance the properties of covalently crosslinked hydrogels. A head-to-head comparison of PEG hydrogels crosslinked with tetrazine-norbornene and thiol-norbornene click chemistry reveals an approximately sixfold increase in storage modulus and unprecedented resistance to hydrolytic degradation in tetrazine click-crosslinked gels without substantial differences in gel fraction. Molecular dynamic simulations attribute these differences to the presence of secondary interactions between the tetrazine-norbornene cycloaddition products, which are absent in the thiol-norbornene crosslinked gels.

authors

• Alge, Daniel
• Perez, Lisa

published proceedings

• Macromol Rapid Commun

author list (cited authors)

• Holt, S. E., Rakoski, A., Jivan, F., Prez, L. M., & Alge, D. L.

citation count

• 7

complete list of authors

• Holt, Samantha E||Rakoski, Amanda||Jivan, Faraz||Pérez, Lisa M||Alge, Daniel L

publication date

• July 2020

publisher

• Wiley  Publisher

published in

• Macromolecular Rapid Communications  Journal

keywords

• Biocompatible Materials
• Click Chemistry
• Hydrogels
• Non-covalent Gelation
• Polyethylene Glycols
• Sulfhydryl Compounds
• Supramolecular Chemistry
• Tetrazine Click Chemistry

PubMed Central ID

• 32515861

Digital Object Identifier (DOI)

• 10.1002/marc.202000287

start page

• e2000287

end page

• 2000287

volume

• 41

issue

• 14

URL

• http://dx.doi.org/10.1002/marc.202000287