4.7 Article

Wavelength-Selective Coupling and Decoupling of Polymer Chains via Reversible [2+2] Photocycloaddition of Styrylpyrene for Construction of Cytocompatible Photodynamic Hydrogels

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ACS MACRO LETTERS
卷 7, 期 4, 页码 464-469

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AMER CHEMICAL SOC
DOI: 10.1021/acsmacrolett.8b00099

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  1. Australian Research Council's Discovery Projects [DP160101591]
  2. New Horizons Monash-CSIRO Council Joint PhD Scholarship Program

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Reversible photocycloaddition reactions have previously been employed in chemical cross-linking for the preparation of biomaterial scaffolds. However, the processes require activation by high-energy UV light, rendering them unsuitable for modification in biological environments. Here we demonstrate that the [2 + 2] photocycloaddition of styrylpyrene can be activated by visible light at lambda = 400-500 nm, enabling rapid and effective conjugation and cross-linking of poly(ethylene glycol) (PEG) in water and under mild irradiation conditions (I = 20 mW cm(-2)). Notably, the reversion of the cycloaddition can be triggered by low-energy UV light at lambda = 340 nm, which allows for efficient cleavage of the dimer adduct. Using this wavelength-gated reversible photochemical reaction we are able to prepare PEG hydrogels and modulate their mechanical properties in a bidirectional manner. We also demonstrate healing of the fractured hydrogel by external light triggers. Furthermore, we show that human mesenchymal stem cells can be encapsulated within the gels with high viability post encapsulation. This photochemical approach is therefore anticipated to be highly useful in studies of cell mechanotransduction, with relevance to disease progression and tissue regeneration.

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