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ACS Appl Bio Mater. 2019 Nov 18;2(11):4801-4811. doi: 10.1021/acsabm.9b00562. Epub 2019 Oct 14.

Exploiting Covalent, H-Bonding, and π-π Interactions to Design Antibacterial PDMS Interfaces That Load and Release Salicylic Acid.

ACS applied bio materials

Ioritz Sorzabal-Bellido, Yuri A Diaz-Fernandez, Arturo Susarrey-Arce, Adam A Skelton, Fiona McBride, Alison J Beckett, Ian A Prior, Rasmita Raval

Affiliations

  1. Open Innovation Hub for Antimicrobial Surfaces, Surface Science Research Centre, Department of Chemistry, and National Biofilm Innovation Centre, University of Liverpool, Liverpool L69 3BX, U.K.
  2. Department of Chemistry, University of Liverpool, Liverpool L69 3BX, U.K.
  3. School of Health Sciences, University of KwaZulu-Natal, Westville campus, Durban 4000, South Africa.
  4. Biomedical EM Unit, University of Liverpool, Liverpool L69 3BX, U.K.

PMID: 35021480 DOI: 10.1021/acsabm.9b00562

Abstract

Smart antimicrobial surfaces are a powerful tool to prevent bacterial colonization at surfaces. In this work, we report a successful strategy for the functionalization of polydimethylsiloxane (PDMS) surfaces, widely used in medical devices, with salicylic acid (SA), a biocide approved for use in humans. Antimicrobial PDMS surfaces were fabricated via a rational design in which bifunctional silane linker molecules were covalently grafted onto the PDMS via one end, while soft intermolecular interactions with SA were generated at the other end to enable reversible load and release of the biocide. A molecular level understanding of the interface was obtained using attenuated total reflectance Fourier transform infrared, Raman, and X-ray photoelectron spectroscopies, alongside density functional theory calculations. These reveal that the linker molecules dock the SA molecules at the surface via a 1:1 complexation interaction. Furthermore, each 1:1 complex acts as a nucleation point onto which multiple stacks of the biocide are subsequently stabilized via a combination of H-bonding and π-π stacking interactions, thus significantly enhancing SA uptake at the interface. The antimicrobial activity of these surfaces against model Gram-negative and Gram-positive bacteria represented by

Keywords: APTES; IPTES; antimicrobial surfaces; functionalized PDMS; medical device materials; salicylic acid

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