Tetraarylpyrrolo[3,2-<i>b</i>]pyrrole-BODIPY dyad: a molecular rotor for FRET-based viscosity sensing.

ABSTRACT: With the aim to develop a FRET-based viscosity sensor, two dyad molecules, 4 and 5, comprising tetraarylpyrrolo[3,2-b]pyrrole (TAPP) (donor) and naked boron-dipyrromethene (BODIPY) dyes (acceptor), were designed. Dyads were synthesized via acid-catalyzed multicomponent reactions followed by Sonogashira coupling. In both dyads, the BODIPY and TAPP moieties are linked through phenylethynyl groups, which allow free rotation of the BODIPY dyes; that is, they can act as molecular rotors. This was supported by X-ray crystallographic and DFT-optimized structures. Spectroscopic studies also confirmed the presence of both TAPP and BODIPY dyes in dyads with no electronic interactions that are suitable for fluorescence resonance energy transfer (FRET). Very high energy transfer e

SUBMITTER: Agrawal R 

PROVIDER: S-EPMC11499138 | biostudies-literature | 2024

REPOSITORIES: biostudies-literature