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Nature-Inspired Peptide Antifouling Biocide: Coating Compatibility, Field Validation, and Environmental Stability
Cawthron Institute, New Zealand.
University of Auckland, New Zealand.
University of Auckland, New Zealand.
Cawthron Institute, New Zealand.
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2023 (English)In: ACS Applied Bio Materials, E-ISSN 2576-6422, Vol. 6, no 6, p. 2415-2425Article in journal (Refereed) Published
Abstract [en]

This study reports the development of a class of eco-friendly antifouling biocides based on a cyclic dipeptide scaffold, 2,5-diketopiperazine (2,5-DKP). The lead compound cyclo(N-Bip-l-Arg-N-Bip-l-Arg) (1) was synthesized in gram amounts and used to assess the compatibility with an ablation/hydration coating, efficacy against biofouling, and biodegradation. Leaching of 1 from the coating into seawater was assessed via a rotating drum method, revealing relatively stable and predictable leaching rates under dynamic shear stress conditions (36.1 ± 19.7 to 25.2 ± 9.1 ng-1 cm-2 day-1) but low or no leaching under static conditions. The coatings were further analyzed using time-of-flight secondary ion mass spectrometry (ToF-SIMS), with 1 seen to localize at the surface of the coating in a surfactant-like fashion. When coatings were deployed in the ocean, detectable reductions in biofouling development were measured for up to 11 weeks. After this time, biofouling overwhelmed the performance of the coating, consistent with leaching kinetics. Biodegradation of 1 in seawater was assessed using theoretical oxygen demand and analytical quantification. Masking effects were observed at higher concentrations of 1 due to antimicrobial properties, but half-lives were calculated ranging from 13.4 to 16.2 days. The results can rationally inform future development toward commercial antifouling products. 

Place, publisher, year, edition, pages
American Chemical Society , 2023. Vol. 6, no 6, p. 2415-2425
Keywords [en]
2, 5-diketopiperazine, antifouling, biocide, eco-friendly, peptide, Biofouling, Disinfectants, Kinetics, Peptides, Biocides, Biomimetics, Coatings, Leaching, Lead compounds, Seawater, Secondary ion mass spectrometry, Shear stress, disinfectant agent, Anti-foulings, Antifouling biocides, Cyclic dipeptide, Diketopiperazines, Environmental stability, Field validation, Rotating drums, Synthesised, chemistry, prevention and control
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:ri:diva-65667DOI: 10.1021/acsabm.3c00226Scopus ID: 2-s2.0-85163305141OAI: oai:DiVA.org:ri-65667DiVA, id: diva2:1786943
Note

This project was funded by the New Zealand Ministry for Business, Innovation, and Employment (Contract: CAWX1805, “Next generation marine antifouling using designer peptides”).

Available from: 2023-08-10 Created: 2023-08-10 Last updated: 2023-08-10Bibliographically approved

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Berglin, MattiasSvenson, Johan

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