Porphyrin-BODIPY Dyad: Enhancing Photodynamic Inactivation via Antenna Effect

Chembiochem. 2024 Mar 13:e202400138. doi: 10.1002/cbic.202400138. Online ahead of print.ABSTRACTA porphyrin-BODIPY dyad (P-BDP) was obtained through covalent bonding, featuring a two-segment design comprising a light-harvesting antenna system connected to an energy acceptor unit. The absorption spectrum of P-BDP resulted from an overlap of the individual spectra of its constituent parts, with the fluorescence emission of the BODIPY unit experiencing significant quenching (96%) due to the presence of the porphyrin unit. Spectroscopic, computational, and redox investigations revealed a competition between photoinduced energy and electron transfer processes. The dyad demonstrated the capability to sensitize both singlet molecular oxygen and superoxide radical anions. Additionally, P-BDP effectively induced the photooxidation of L-tryptophan. In suspensions of Staphylococcus aureus cells, the dyad led to a reduction of over 3.5 log (99.99%) in cell survival following 30 min of irradiation with green light. Photodynamic inactivation caused by P-BDP was also extended to the individual bacterium level, focusing on bacterial cells adhered to a surface. This dyad successfully achieved the total elimination of the bacteria upon 20 min of irradiation. Therefore, P-BDP presents an interesting photosensitizing structure that takes advantage of the light-harvesting antenna properties of the BODIPY unit combined with porphyrin, offering potential to enhance photoinactivation of bacteria.PMI...

Source: Chembiochem - March 13, 2024 Category: Biochemistry Authors: Mar ía Eugenia Pérez Javier Esteban Durantini Sol Romina Martinez Andr és Matías Durantini Mar ía Elisa Milanesio Edgardo N Durantini Source Type: research