Influence of Sulfur-Containing Diamino Acid Structure on Covalently Crosslinked Copolypeptide Hydrogels
| Autor: | Nicole G. Ricapito, Eric D. Raftery, Mcnamara John, Eric G. Gharkhanian, Timothy J. Deming |
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| Rok vydání: | 2018 |
| Předmět: |
polypeptide
02 engineering and technology Diamino acid macromolecular substances 010402 general chemistry 01 natural sciences Biochemistry chemistry.chemical_compound Residue (chemistry) Thioether Polymer chemistry crosslink Organic Chemistry stimuli responsive technology industry and agriculture Biomaterial General Chemistry 021001 nanoscience & nanotechnology 0104 chemical sciences Monomer chemistry diamino acid Covalent bond Self-healing hydrogels Chemical Sciences Chemical stability hydrogel 0210 nano-technology |
| Zdroj: | Chemistry, an Asian journal, vol 13, iss 22 |
| Popis: | Biologically occurring non-canonical di-α-amino acids were converted into new di-N-carboxyanhydride (di-NCA) monomers in reasonable yields with high purity. Five different di-NCAs were separately copolymerized with tert-butyl-l-glutamate NCA to obtain covalently crosslinked copolypeptides capable of forming hydrogels with varying crosslinker density. Comparison of hydrogel properties with residue structure revealed that different di-α-amino acids were not equivalent in crosslink formation. Notably, l-cystine was found to produce significantly weaker hydrogels compared to l-homocystine, l-cystathionine, and l-lanthionine, suggesting that l-cystine may be a sub-optimal choice of di-α-amino acid for preparation of copolypeptide networks. The di-α-amino acid crosslinkers also provided different chemical stability, where disulfide crosslinks were readily degraded by reduction, and thioether crosslinks were stable against reduction. This difference in response may provide a means to fine tune the reduction sensitivity of polypeptide biomaterial networks. |
| Databáze: | OpenAIRE |
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