1. Academic Validation
  2. Fluorescent coumarin thiols measure biological redox couples

Fluorescent coumarin thiols measure biological redox couples

  • Org Lett. 2012 Feb 3;14(3):680-3. doi: 10.1021/ol203105c.
Khalilah G Reddie 1 William H Humphries Charlo P Bain Christine K Payne Melissa L Kemp Niren Murthy
Affiliations

Affiliation

  • 1 Wallace H. Coulter Department of Biomedical Engineering, Georgia Institute of Technology, Atlanta, Georgia 30032, USA.
Abstract

In this report we present a new chemical probe, 3-HTC, that can reversibly and ratiometrically measure the thiol-disulfide equilibrium of biological systems. 3-HTC is composed of a coumarin that has a thiolate directly conjugated to its extended aromatic π system while formation of a disulfide attenuates this conjugation. The fluorescence and absorption properties of 3-HTC are therefore very sensitive to the redox state of its thiol. 3-HTC reacts reversibly with thiols and disulfides enabling its use to measure dynamic GSH/GSSH ratios in vitro as well as to monitor the reversible redox status of whole cell lysates.

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