Light-harvesting antenna and proton-activated photodynamic effect of a novel BODIPY-fullerene C60 dyad as potential antimicrobial agent
- Agazzi, Maximiliano Luis
- Durantini, Javier Esteban
- Gsponer, Natalia Soledad
- Durantini, Andres Matías
- Bertolotti, Sonia Graciela
- Durantini, Edgardo Néstor
DOIAbstract
A covalently linked BODIPY−fullerene C 60 dyad (BDP−C 60 ) was synthesized as a two-segment structure, which consists of a visible light-harvesting antenna attached to an energy or electron acceptor moiety. This structure was designed to improve the photodynamic action of fullerene C 60 to inactivate bacteria. The absorption spectrum of BDP−C 60 was found to be a superposition of the spectra of its constitutional moieties, whereas the fluorescence emission of the BODIPY unit was strongly quenched by the fullerene C 60 . Spectroscopic, calculations, and redox studies indicate a competence between photoinduced energy and electron transfer. Protonating the dimethylaminophenyl substituent through addition of an acidic medium led to a substantia...
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