Photoaffinity labelling-based chemoproteomic strategy identifies PEBP1 as the target of ethyl gallate against macrophage activation

Chem Commun (Camb). 2023 Jan 24;59(8):1022-1025. doi: 10.1039/d2cc05440j.

Abstract

Ulcerative colitis (UC) is an inflammatory disease of the colon with an unmet need for therapeutic targets. Ethyl gallate (EG) is a natural small molecule for UC treatment, but its cellular target is unknown. By labelling EG with a diazirine photocrosslinker and a click chemistry handle, we identified phosphatidyl-ethanolamine binding protein1 (PEBP1) as a direct cellular target of EG by forming hydrogen bonds with Asp70 and Tyr120. In particular, hydrogen/deuterium exchange mass spectrometry indicated that EG induced the sequence (residues 141-153) embedding to inhibit S153 phosphorylation of PEBP1. Additionally, the EG-mediated sequence (residues 108-122) exposure significantly enhanced PEBP1-Raf-1 interaction to block the downstream NF-κB inflammatory pathway in macrophages. Moreover, PEBP1 siRNA substantially reversed the EG-dependent down-regulation of the phosphorylation of IKKβ, IκBα and NF-κB, demonstrating that the NF-κB signal functioned as an essential anti-inflammation mechanism of PEBP1. Collectively, we revealed PEBP1 as a previously undescribed cellular target in macrophages for UC therapy and identified a new allosteric site for PEBP1 biology study using EG as a chemical probe.

MeSH terms

  • Colitis, Ulcerative*
  • Humans
  • I-kappa B Kinase / metabolism
  • Macrophage Activation
  • NF-kappa B* / metabolism
  • NF-kappa B* / therapeutic use
  • Phosphatidylethanolamine Binding Protein / chemistry
  • Phosphatidylethanolamine Binding Protein / metabolism

Substances

  • NF-kappa B
  • ethyl gallate
  • I-kappa B Kinase
  • PEBP1 protein, human
  • Phosphatidylethanolamine Binding Protein