Turn on chemiluminescence-based probes for monitoring tyrosinase activity in conjunction with biological thiols

Chem Commun (Camb). 2021 Oct 28;57(86):11386-11389. doi: 10.1039/d1cc05217a.


We report a chemiluminescent probe (CLPT1) that permits the paired detection of tyrosinase (Tyr) and biological thiols. Tyr only leads to a poor chemiluminescence response, a finding ascribed to the formation of a stable o-benzoquinone intermediate. The addition of glutathione (GSH), or ascorbate to the o-benzoquinone intermediate results in thiol conjugation or reduction to this intermediate, respectively. This produces a strong chemiluminescence response. Thiol co-dependence was demonstrated in live cells using the cell permeable analogue, CLPT3. The present chemiluminescence-based strategy allows the concurrent detection of tyrosinase activity and biological thiols.

MeSH terms

  • Ascorbic Acid / chemistry
  • Benzoquinones / chemistry
  • Biosensing Techniques
  • Cell Membrane Permeability
  • Fluorescent Dyes / chemistry*
  • Glutathione / chemistry
  • Humans
  • Luminescent Measurements
  • Monophenol Monooxygenase / analysis*
  • Oxidation-Reduction
  • Structure-Activity Relationship
  • Sulfhydryl Compounds / analysis*


  • Benzoquinones
  • Fluorescent Dyes
  • Sulfhydryl Compounds
  • Monophenol Monooxygenase
  • Glutathione
  • Ascorbic Acid
  • 2-benzoquinone