Indole-3-propionic Acid Is an Endogenous Agonist of TAS2R38

J Agric Food Chem. 2026 Mar 4;74(8):6840-6849. doi: 10.1021/acs.jafc.5c14910. Epub 2026 Feb 19.

Abstract

Bitter taste receptor 38 (TAS2R38) is increasingly recognized for its extra-oral roles in metabolic and immune regulation but remains incompletely understood due to limited endogenous ligands. Therefore, we aimed to discover a novel TAS2R38 agonist from food- and microbiota-derived metabolites of aromatic amino acids. Using AI-based molecular modeling, a promising ligand-binding pocket and key interactions for TAS2R38 activation, including π-π stacking via aromatic rings and hydrogen bonding via polar head groups, were characterized. Guided by these features, indole-3-propionic acid (IPA)─a gut microbiota-derived tryptophan metabolite─was identified and validated by cell-based assays as a potent TAS2R38 agonist. IPA significantly suppressed forskolin-induced intracellular cAMP accumulation in TAS2R38-expressing HEK293T cells (IC50 = 1.06 μM), comparable to that of the well-known strong agonist phenylthiocarbamide (PTC). Structure-activity analyses of IPA analogs further validated the proposed binding mechanism. This study provides a new molecular framework for designing functional food ingredients targeting extra-oral TAS2Rs.

Keywords: aromatic amino acid; bitter taste receptor 38 (TAS2R38); indole-3-propionic acid (IPA); molecular docking simulation.

MeSH terms

  • Gastrointestinal Microbiome
  • HEK293 Cells
  • Humans
  • Indoles* / chemistry
  • Indoles* / metabolism
  • Indoles* / pharmacology
  • Propionates* / chemistry
  • Propionates* / metabolism
  • Propionates* / pharmacology
  • Receptors, G-Protein-Coupled* / agonists
  • Receptors, G-Protein-Coupled* / chemistry
  • Receptors, G-Protein-Coupled* / genetics
  • Receptors, G-Protein-Coupled* / metabolism
  • Structure-Activity Relationship
  • Taste
  • Taste Receptors, Type 2

Substances

  • Receptors, G-Protein-Coupled
  • Indoles
  • Propionates
  • Taste Receptors, Type 2
  • indolepropionic acid