Lifetime and fluorescence quantum yield of two fluorescein-amino acid-based compounds in different organic solvents and gold colloidal suspensions

Abstract

Fluorescein and its derivatives are yellowish-green emitting dyes with outstanding potential in advanced molecular probes for different applications. In this work, two fluorescent compounds containing fluorescein and an amino acid residue (compounds 1 and 2) were photophysically explored. Compounds 1 and 2 were previously synthesized via ester linkage between fluorescein ethyl ester and Boc-ser (TMS)-OH or Boc-cys(4-methyl benzyl)-OH. Studies on the time-resolved fluorescence lifetime and relative fluorescence quantum yield (ϕ) were performed for 1 and 2 diluted in acetonitrile, ethanol, dimethyl sulfoxide, and tetrahydrofuran solvents. The discussion considered the dielectric constants of the studied solvents (range between 7.5 and 47.2) and the photophysical parameters. The results of the lifetime and ϕ were compared with those obtained for compounds 1, 2 and fluorescein without an amino acid residue in alkaline aqueous solutions. Moreover, as a preliminary result compound 2 (S-cysteine) was tested in the presence of gold nanoparticles as an aggregation colorimetric probe.