Immobilization of Antimicrobial Peptide IG-25 onto Fluoropolymers via Fluorous Interactions and Click Chemistry

Santos, Catherine, Kumar, Amit, Kolar, Satya, Contreras-Caceres, Rafael, McDermott, Alison and Cai, Chengzhi (2013) Immobilization of Antimicrobial Peptide IG-25 onto Fluoropolymers via Fluorous Interactions and Click Chemistry. ACS Applied Materials & Interfaces, 5 (24). pp. 12789-12793. ISSN 1944-8244

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We report a practical method for biofunctionalization of fluoropolymers based on noncovalent, fluorous interactions and click chemistry that allows incorporation of biomolecules under physiological solutions. We demonstrate the method by immobilization of an antimicrobial peptide (AMP) on fluorous thin films and fluorosilicone contact lens. The fluorous surfaces were dip-coated with fluorous-tagged oligo(ethylene) chain terminated with a reactive group, such as an alkynyl group. This simple step generates a “clickable” surface. The noncovalent fluorous interaction was strong enough to allow subsequent covalent attachment of IG-25, a truncated version of the most extensively studied human AMP LL-37. The attachment was through copper-catalyzed click reaction between the alkynyl group on the surface and the azido-OEG tag at the N-terminus of IG-25. In comparison to surfaces presenting IG-25 randomly bound via carbodiimide chemistry, the surfaces presenting IG-25 tethering to the surface at the N-terminus via click chemistry displayed higher antibacterial activities against an ocular pathogen Pseudomonas aeruginosa (strain PA-O1).

Item Type: Article
Uncontrolled Keywords: antimicrobial peptides; click chemistry; contact lens; fluorinated polymers; LL-37
Subjects: F100 Chemistry
Department: Faculties > Health and Life Sciences > Applied Sciences
Depositing User: Becky Skoyles
Date Deposited: 23 May 2017 10:55
Last Modified: 24 Oct 2017 11:25

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