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Hydrogen peroxide generation and biocompatibility of hydrogel-bound mussel adhesive moiety.

ABSTRACT: To decouple the extracellular oxidative toxicity of catechol adhesive moiety from its intracellular non-oxidative toxicity, dopamine was chemically bound to a non-degradable polyacrylamide hydrogel through photo-initiated polymerization of dopamine methacrylamide (DMA) with acrylamide monomers. Network-bound dopamine released cytotoxic levels of H2O2 when its catechol side chain oxidized to quinone. Introduction of catalase at a concentration as low as 7.5 U/mL counteracted the cytotoxic effect of H2O2 and enhanced the viability and proliferation rate of fibroblasts. These results indicated that H2O2 generation is one of the main contributors to the cytotoxicity of dopamine in culture. Additionally, catalase is a potentially useful supplement to suppress the elevated oxidative stress found in typical culture conditions and can more accurately evaluate the biocompatibility of mussel-mimetic biomaterials. The release of H2O2 also induced a higher foreign body reaction to catechol-modified hydrogel when it was implanted subcutaneously in rat. Given that H2O2 has a multitude of biological effects, both beneficiary and deleterious, regulation of H2O2 production from catechol-containing biomaterials is necessary to optimize the performance of these materials for a desired application.

SUBMITTER: Meng H

PROVIDER: S-EPMC4380612 | biostudies-literature | 2015 Apr

REPOSITORIES: biostudies-literature

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Hydrogen peroxide generation and biocompatibility of hydrogel-bound mussel adhesive moiety.

Meng Hao H Li Yuting Y Faust Madeline M Konst Shari S Lee Bruce P BP

Acta biomaterialia 20150210

To decouple the extracellular oxidative toxicity of catechol adhesive moiety from its intracellular non-oxidative toxicity, dopamine was chemically bound to a non-degradable polyacrylamide hydrogel through photo-initiated polymerization of dopamine methacrylamide (DMA) with acrylamide monomers. Network-bound dopamine released cytotoxic levels of H2O2 when its catechol side chain oxidized to quinone. Introduction of catalase at a concentration as low as 7.5 U/mL counteracted the cytotoxic effect ...[more]

PMID: 25676582

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Project description:Mussel adhesive moiety, catechol, has been utilized to design a wide variety of biomaterials. However, the biocompatibility and biological responses associated with the byproducts generated during the curing process of catechol has never been characterized. An in situ curable polymer model system, 4-armed polyethylene glycol polymer end-capped with dopamine (PEG-D4), was used to characterize the production of hydrogen peroxide (H2O2) during the oxidative crosslinking of catechol. Although PEG-D4 cured rapidly (under 30s), catechol continues to polymerize over several hours to form a more densely crosslinked network over time. PEG-D4 hydrogels were examined at two different time points; 5min and 16h after initiation of crosslinking. Catechol in the 5min-cured PEG-D4 retained the ability to continue to crosslink and generated an order of magnitude higher H2O2 (40μM) over 6h when compared to 16h-cured samples that ceased to crosslink. H2O2 generated during catechol crosslinking exhibited localized cytotoxicity in culture and upregulated the expression of an antioxidant enzyme, peroxiredoxin 2, in primary dermal and tendon fibroblasts. Subcutaneous implantation study indicated that H2O2 released during oxidative crosslinking of PEG-D4 hydrogel promoted superoxide generation, macrophage recruitment, and M2 macrophage polarization in tissues surrounding the implant. Given the multitude of biological responses associated with H2O2, it is important to monitor and tailor the production of H2O2 generated from catechol-containing biomaterials for a given application.Statement of significanceRemarkable underwater adhesion strategy employed by mussels has been utilized to design a wide variety of biomaterials ranging from tissue adhesives to drug carrier and tissue engineering scaffolds. Catechol is the main adhesive moiety that is widely incorporated to create an injectable biomaterials and bioadhesives. However, the biocompatibility and biological responses associated with the byproducts generated during the curing process of catechol has never been characterized. In this manuscript, we design a model system to systemically characterize the release of hydrogen peroxide (H2O2) during the crosslinking of catechol. Given the multitude of biological responses associated with H2O2 (i.e., wound healing, antimicrobial, chronic inflammation), its release from catechol-containing biomaterials need to be carefully monitored and controlled for a desired application.

Dataset Information

Hydrogen peroxide generation and biocompatibility of hydrogel-bound mussel adhesive moiety.

Publications

Hydrogen peroxide generation and biocompatibility of hydrogel-bound mussel adhesive moiety.

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