X-ray crystal structure of the liver X receptor beta ligand binding domain: regulation by a histidine-tryptophan switch

J Biol Chem. 2003 Jul 18;278(29):27138-43. doi: 10.1074/jbc.M302260200. Epub 2003 May 7.

Abstract

The x-ray crystal structures of the human liver X receptor beta ligand binding domain complexed to sterol and nonsterol agonists revealed a perpendicular histidinetryptophan switch that holds the receptor in its active conformation. Hydrogen bonding interactions with the ligand act to position the His-435 imidazole ring against the Trp-457 indole ring, allowing an electrostatic interaction that holds the AF2 helix in the active position. The neutral oxysterol 24(S),25-epoxycholesterol accepts a hydrogen bond from His-435 that positions the imidazole ring of the histidine above the pyrrole ring of the tryptophan. In contrast, the acidic T0901317 hydroxyl group makes a shorter hydrogen bond with His-435 that pulls the imidazole over the electron-rich benzene ring of the tryptophan, possibly strengthening the electrostatic interaction. Point mutagenesis of Trp-457 supports the observation that the ligand-histidine-tryptophan coupling is different between the two ligands. The lipophilic liver X receptor ligand-binding pocket is larger than the corresponding steroid hormone receptors, which allows T0901317 to adopt two distinct conformations. These results provide a molecular basis for liver X receptor activation by a wide range of endogenous neutral and acidic ligands.

MeSH terms

  • Anticholesteremic Agents / chemistry
  • Anticholesteremic Agents / metabolism
  • Binding Sites
  • Cholesterol / analogs & derivatives*
  • Cholesterol / chemistry
  • Cholesterol / metabolism
  • Crystallography, X-Ray
  • DNA-Binding Proteins
  • Histidine / chemistry
  • Humans
  • Hydrocarbons, Fluorinated
  • Hydrogen Bonding
  • In Vitro Techniques
  • Ligands
  • Liver / metabolism
  • Liver X Receptors
  • Models, Molecular
  • Mutagenesis, Site-Directed
  • Orphan Nuclear Receptors
  • Protein Conformation
  • Protein Structure, Tertiary
  • Receptors, Cytoplasmic and Nuclear / chemistry*
  • Receptors, Cytoplasmic and Nuclear / genetics
  • Receptors, Cytoplasmic and Nuclear / metabolism
  • Recombinant Proteins / chemistry
  • Recombinant Proteins / genetics
  • Recombinant Proteins / metabolism
  • Sulfonamides
  • Tryptophan / chemistry

Substances

  • Anticholesteremic Agents
  • DNA-Binding Proteins
  • Hydrocarbons, Fluorinated
  • Ligands
  • Liver X Receptors
  • Orphan Nuclear Receptors
  • Receptors, Cytoplasmic and Nuclear
  • Recombinant Proteins
  • Sulfonamides
  • T0901317
  • Histidine
  • 24,25-epoxycholesterol
  • Tryptophan
  • Cholesterol

Associated data

  • PDB/1P8D