Abstract

Water soluble copolypeptides containing l-dihydroxyphenylalanine (DOPA) and l-lysine were prepared by ring-opening polymerization of alpha-amino acid N-carboxyanhydride (NCA) monomers. We have prepared a range of different copolymers to probe the effects of functional group composition on adhesive and cross-linking behavior. Aqueous solutions of these copolymers, when mixed with a suitable oxidizing agent (e.g., O2, mushroom tyrosinase, Fe3+, H2O2, or IO4-), formed cross-linked networks that were found to form moisture-resistant adhesive bonds to a variety of substrates (e.g., aluminum, steel, glass, and plastics). It was found that successful adhesive formation was dependent on oxidation conditions, with chemical oxidants giving the best results. Optimized systems were found to form adhesive bonds that rival in strength those formed by natural marine adhesive proteins. Our synthetic systems are readily prepared in large quantities and require no enzymes or other biological components.

Keywords

AdhesiveMonomerOxidizing agentCopolymerPolymer chemistryAqueous solutionChemistryPolymerizationTyrosinaseOrganic chemistryPolymerEnzymeLayer (electronics)

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Publication Info

Year
1998
Type
article
Volume
31
Issue
15
Pages
4739-4745
Citations
412
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Closed

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Miaoer Yu, Timothy J. Deming (1998). Synthetic Polypeptide Mimics of Marine Adhesives. Macromolecules , 31 (15) , 4739-4745. https://doi.org/10.1021/ma980268z

Identifiers

DOI
10.1021/ma980268z