A High-Quality Photoswitchable Probe that Selectively and Potently Regulates the Transcription Factor RORγ

Angew Chem Int Ed Engl. 2024 Dec 2;63(49):e202410139. doi: 10.1002/anie.202410139. Epub 2024 Nov 6.

Abstract

Retinoic acid receptor-related orphan receptor γ (RORγ) is a nuclear hormone receptor with multiple biological functions in circadian clock regulation, inflammation, and immunity. Its cyclic temporal role in circadian rhythms, and cell-specific activity in the immune system, make it an intriguing target for spatially and temporally localised pharmacology. To create tools that can study RORγ biology with appropriate spatiotemporal resolution, we designed light-dependent inverse RORγ agonists by building azobenzene photoswitches into ligand consensus structures. Optimizations gave photoswitchable RORγ inhibitors combining a large degree of potency photocontrol, with remarkable on-target potency, and excellent selectivity over related off-target receptors. This still rare combination of performance features distinguishes them as high quality photopharmaceutical probes, which can now serve as high precision tools to study the spatial and dynamic intricacies of RORγ action in signaling and in inflammatory disorders.

Keywords: Photopharmacology; azobenzenes; nuclear hormone receptors; spatiotemporal resolution; transcription factor.

MeSH terms

  • Azo Compounds / chemistry
  • Azo Compounds / pharmacology
  • Humans
  • Ligands
  • Light
  • Molecular Structure
  • Nuclear Receptor Subfamily 1, Group F, Member 3* / antagonists & inhibitors
  • Nuclear Receptor Subfamily 1, Group F, Member 3* / metabolism
  • Photochemical Processes
  • Structure-Activity Relationship

Substances

  • Nuclear Receptor Subfamily 1, Group F, Member 3
  • Azo Compounds
  • azobenzene
  • Ligands