S-Nitroso-N-acetylpenicillamine (SNAP) Derivatization of Peptide Primary Amines to Create Inducible Nitric Oxide Donor Biomaterials
| Autor: | Michael Bostwick, Hal R. Holmes, Katherine L. Snyder, Bruce P. Lee, Jessica Rhadigan, Rupak M. Rajachar, Allison Lebovsky, Michael J. VanWagner, Genevieve E. Romanowicz, Michael G. Lancina, Margaret A. Brunette, Megan C. Frost |
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| Rok vydání: | 2013 |
| Předmět: |
Materials science
Cell Survival Biocompatible Materials Peptide S-Nitroso-N-Acetylpenicillamine Cell Line Nitric oxide Mice chemistry.chemical_compound Tissue engineering Animals Organic chemistry Nitric Oxide Donors General Materials Science Amines Derivatization chemistry.chemical_classification Fibrin Tissue Engineering Snap Biomaterial Hydrogels 3T3 Cells chemistry Self-healing hydrogels Biophysics S-Nitroso-N-acetylpenicillamine Hydrophobic and Hydrophilic Interactions |
| Zdroj: | ACS Applied Materials & Interfaces. 5:8430-8439 |
| ISSN: | 1944-8252 1944-8244 |
| DOI: | 10.1021/am4017945 |
| Popis: | An S-nitroso-N-acetylpenicillamine (SNAP) derivatization approach was used to modify existing free primary amines found in fibrin (a natural protein-based biomaterial) to generate a controlled nitric oxide (NO) releasing scaffold material. The duration of the derivatization reaction affects the NO release kinetics, the induction of controlled NO-release, hydrophobicity, swelling behavior, elastic moduli, rheometric character, and degradation behavior. These properties were quantified to determine changes in fibrin hydrogels following covalent attachment of SNAP. NO-releasing materials exhibited minimal cytotoxicity when cultured with fibroblasts or osteoblasts. Cells maintained viability and proliferative character on derivatized materials as demonstrated by Live/Dead cell staining and counting. In addition, SNAP-derivatized hydrogels exhibited an antimicrobial character indicative of NO-releasing materials. SNAP derivatization of natural polymeric biomaterials containing free primary amines offers a means to generate inducible NO-releasing biomaterials for use as an antimicrobial and regenerative support for tissue engineering. |
| Databáze: | OpenAIRE |
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