Functionalized bodipys spectral structural sensing properties and microbiological applications

Abstract

BODIPYs are renowned molecules to exhibit remarkable photophysics which can newlinebe tuned with appropriate structural modification in its periphery. With judicious design, newlinethese dyes find promising applications as a chemical logic gate, dye-sensitized solar cell newline(DSSC), non-linear optical material, chemosensor, antibacterial, photodynamic newlinetherapeutic (PDT) agent, etc. They are stable under physiological conditions and widely newlineaccepted as biolabels for proteins and DNA. The present work focuses on the newlineantimicrobial and chemosensing (pH and viscosity) applications of functionalized newlineBODIPYs. These dyes were synthesized from its dipyrromethane precursors using newlinepyrrole and corresponding aldehydes; then brominated using N-bromosuccinimide newline(NBS). All the synthesized molecules were characterized by UV-visible, fluorescence, IR, newlineNMR spectroscopic methods, mass spectrometry and cyclic/differential voltammetric newlinetechniques. Single crystal XRD analysis was also performed to confirm the structures and newlinethe interactions present in the crystal structures were quantified using Hirshfeld surface newlineanalyses. The antimicrobial properties of brominated BODIPYs are investigated and newlinedocking studies identified the target of action towards the microbes. The compounds newlinedisplayed maximum glide score with DNA gyrase B and dihydrofolate reductase in S. newlineaureus as well as methionine synthase in C. albicans. A turn-on-and-off pH-sensitive newlineBODIPY probes based on photoinduced electron transfer (PET) which sense extreme newlineacidity is also designed and its practical applicability has been demonstrated using E. coli. newlineAlkyne-based viscosity sensitive BODIPY probes are prepared and its potential newlineapplication in the enumeration of microbes is also studied. The fluorescence lifetime newlineimaging results suggest the possibility of the developed fluorescent molecular rotor in newlinedetecting viscosity in biological domains. newline