Time-Gated Detection of Cystathionine γ-Lyase Activity and Inhibition with a Selective, Luminogenic Hydrogen Sulfide Sensor

Yao Yao, Chen Kong, Liang Yin, Atul D. Jain, Kiira Ratia, Gregory R.J. Thatcher, Terry W. Moore, Tom G. Driver, Lawrence W. Miller

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

Herein, we report the design, synthesis, and characterization of a lanthanideIIIcomplex-based probe for the time-gated luminescence detection of hydrogen sulfide (H2S) in aqueous media. The probe's unique sensing mechanism relies on the selective reduction of azide to amine by sulfide, followed by intramolecular cyclization to form a quinolinone. The quinolinone is a sensitizer that absorbs near-UV light and transfers excitation energy to coordinated TbIIIor EuIIIions to trigger a strong “turn-on” luminescence response with ms-scale lifetimes characteristic of lanthanide complexes. Using this probe, we developed a robust, high throughput screening (HTS) assay for detecting H2S generated by cystathionine γ-lyase (CSE), one of the main producers of H2S in mammalian cells. In a 240-compound screen to identify potential CSE inhibitors, the EuIIIanalogue of the sensor showed a low false-positive rate and high Z′-factor (>0.7).

Original languageEnglish (US)
Pages (from-to)752-756
Number of pages5
JournalChemistry - A European Journal
Volume23
Issue number4
DOIs
StatePublished - Jan 18 2017
Externally publishedYes

Keywords

  • high-throughput screening
  • hydrogen sulfide
  • lanthanides
  • luminescence
  • sensors

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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