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Issue 47, 2018
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Enzymatic synthesis of a thiolated chitosan-based wound dressing crosslinked with chicoric acid

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Abstract

This work describes the enzymatic synthesis of multifunctional hydrogels for chronic wound treatment using thiolated chitosan and the natural polyphenol chicoric acid. Gelation was achieved by laccase-catalyzed oxidation of chicoric acid, a natural compound used for the first time as a homobifunctional crosslinker, reacting subsequently with nucleophilic thiol and amino groups from the chitosan derivative. This approach allowed for twice as fast gelation at a three-fold reduced crosslinking reagent concentration, compared to reported enzymatic synthesis of hydrogels using gallic acid as a phenolic provider. Hydrogels with 600% swelling capacity, coupled with only 20% weight loss after 6 days under physiological conditions, were obtained. The clinically relevant Gram-positive Staphylococcus aureus and the Gram-negative Pseudomonas aeruginosa were reduced by up to 4.5 and 5.5 logs, respectively. A tunable, in the range of 20–95%, ex vivo inhibition of myeloperoxidase (MPO) activity in chronic wound exudate was achieved, together with control over the total matrix metalloproteinase (MMP) activities.

Graphical abstract: Enzymatic synthesis of a thiolated chitosan-based wound dressing crosslinked with chicoric acid

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Publication details

The article was received on 20 Sep 2018, accepted on 26 Oct 2018 and first published on 26 Oct 2018


Article type: Paper
DOI: 10.1039/C8TB02483A
Citation: J. Mater. Chem. B, 2018,6, 7943-7953
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    Enzymatic synthesis of a thiolated chitosan-based wound dressing crosslinked with chicoric acid

    I. Stefanov, D. Hinojosa-Caballero, S. Maspoch, J. Hoyo and T. Tzanov, J. Mater. Chem. B, 2018, 6, 7943
    DOI: 10.1039/C8TB02483A

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