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Covalent Immobilization of Organic Photosensitizers on the Glass Surface: Toward the Formation of the Light-Activated Antimicrobial Nanocoating

Aleksandra Nyga, Dominika Czerwińska-Główka, Maciej Krzywiecki, Wioletta Przystaś, Ewa Zabłocka-Godlewska, Sebastian Student, Monika Kwoka, Przemysław Data, Agata Blacha‐Grzechnik

2021Materials19 citationsDOIOpen Access PDF

Abstract

Two highly efficient commercial organic photosensitizers—azure A (AA) and 5-(4-aminophenyl)-10,15,20-(triphenyl)porphyrin (APTPP)—were covalently attached to the glass surface to form a photoactive monolayer. The proposed straightforward strategy consists of three steps, i.e., the initial chemical grafting of 3-aminopropyltriethoxysilane (APTES) followed by two chemical postmodification steps. The chemical structure of the resulting mixed monolayer (MIX_TC_APTES@glass) was widely characterized by X-ray photoelectron (XPS) and Raman spectroscopies, while its photoactive properties were investigated in situ by UV–Vis spectroscopy with α-terpinene as a chemical trap. It was shown that both photosensitizers retain their activity toward light-activated generation of reactive oxygen species (ROS) after immobilization on the glassy surface and that the resulting nanolayer shows high stability. Thanks to the complementarity of the spectral properties of AA and APTPP, the effectiveness of the ROS photogeneration under broadband illumination can be optimized. The reported light-activated nanocoating demonstrated promising antimicrobial activity toward Escherichia coli (E. coli), by reducing the number of adhered bacteria compared to the unmodified glass surface.

Topics & Concepts

X-ray photoelectron spectroscopyCovalent bondMonolayerPhotochemistrySinglet oxygenPorphyrinMaterials scienceRaman spectroscopySurface modificationPhotosensitizerChemical engineeringChemical modificationChemical stabilityNanomaterialsChemistryNanotechnologyOrganic chemistryPolymer chemistryOxygenPhysical chemistryOpticsEngineeringPhysicsPhotodynamic Therapy Research StudiesNanoplatforms for cancer theranosticsPorphyrin and Phthalocyanine Chemistry
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