Maltoheptaose-Decorated BODIPY Photosensitizer for Photodynamic Inactivation of Gram-Positive Bacteria
Due to the occurrence of bacterial resistance, there is a significant need to develop alternative antimicrobials for conventional antibiotics. Antibacterial photodynamic therapy (PDT) has been recognized as a promising antibacterial strategy with low likelihood of generating bacterial resistance. In this work, a maltoheptaose-decorated boron-dipyrromethene (BODIPY) photosensitizer (BODIPY-Mal-I) was synthesized via copper(I)-catalyzed azide alkyne cycloaddition (CuAAC) reaction, followed by diiodo substitution at 2,6-positions of BODIPY core. The as-obtained BODIPY-Mal-I, consisting of hydrophobic 2,6-diiodo-tetramethyl BODIPY unit and hydrophilic maltoheptaose segment, can self-assemble and form aggregates in the aqueous medium. Under light illustration, BODIPY-Mal-I in water could generate singlet oxygen rapidly. The generated singlet oxygen could kill the planktonic cells of Gram-positive bacteria efficiently. BODIPY-Mal-I could also eradicate early-stage biofilms of Gram-positive bacteria in the presence of light shining. In addition, BODIPY-Mal-I exhibits low cytotoxicity to zebrafish embryo without light illustration.