Novel Perylene Diimide-Benzothaizole Hybrid: A Reaction-Based Probe for the Detection and Discrimination of H2S, Cys and DTT

Luminescence. 2025 Jan;40(1):e70078. doi: 10.1002/bio.70078.

Abstract

The reaction-based probe perylene diimide-hydroxyphenyl benzothiazole (PR) can be used for the detection and discrimination of H2S, DTT and Cys in 20% HEPES buffer-DMSO and DMSO. The H2S induced radical anion formation of PR in 20% HEPES buffer and thiolysis of the ether bond of PR in DMSO. However, the addition of DTT showed only a decrease in the absorbance intensity and Cys showed insignificant behaviour towards PR in DMSO. The optical, AFM and DLS studies along with isolation of the reaction product in the model reaction support the interaction of the PR with bio thiols.

Keywords: biothiols; radical anions; thiolysis.

MeSH terms

  • Benzothiazoles / chemistry
  • Cysteine* / analysis
  • Cysteine* / chemistry
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry
  • Hydrogen Sulfide* / analysis
  • Hydrogen Sulfide* / chemistry
  • Imides* / chemistry
  • Molecular Structure
  • Perylene* / analogs & derivatives
  • Perylene* / chemistry

Substances

  • Perylene
  • Hydrogen Sulfide
  • Imides
  • Cysteine
  • Benzothiazoles
  • perylenediimide
  • Fluorescent Dyes