Synthesis and bioluminescence of thioluciferin.

Affiliation

Department of Chemistry, University of California-Riverside, Riverside, CA 92521, USA; Department of Bioengineering, University of California-Riverside, Riverside, CA 92521, USA; Department of Pharmaceutical Sciences, University of California-Irvine, Irvine, CA 92697, USA. Electronic address: [Email]

Abstract

The firefly luciferin analog thioluciferin (S-luc) was synthesised as a key element of bioluminescent reporters for oxidation state and thiol/disulfide equilibria. It shows blue-shifts in absorption and fluorescence compared to luciferin, and is a modest luciferase substrate. These features are attributed to a π-system that is less conjugated than luciferin.

Keywords

Disulfide,Firefly luciferase,Luminescence,Substituent effect,Thiol,

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