Synthesis and characterization of photoaffinity probes that target the 5-HT3 receptor

Chimia (Aarau). 2014;68(4):239-42. doi: 10.2533/chimia.2014.239.

Abstract

The 5-HT3 receptor is one of several ion channels responsible for the transmission of nerve impulses in the peripheral and central nervous systems. Until now, it has been difficult to characterize transmembrane receptors with classical structural biology approaches like X-ray crystallography. The use of photoaffinity probes is an alternative approach to identify regions in the protein where small molecules bind. To this end, we present two photoaffinity probes based on granisetron, a well known antagonist of the 5-HT3 receptor. These new probes show nanomolar binding affinity for the orthosteric binding site. In addition, we investigated their reactivity using irradiation experiments.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding Sites
  • Diazomethane / chemistry*
  • Granisetron / chemical synthesis
  • Granisetron / chemistry*
  • Humans
  • Kinetics
  • Ligands
  • Models, Molecular
  • Photoaffinity Labels / chemical synthesis
  • Photoaffinity Labels / chemistry*
  • Protein Binding
  • Receptors, Serotonin, 5-HT3 / chemistry*
  • Serotonin Antagonists / chemical synthesis
  • Serotonin Antagonists / chemistry*
  • Structural Homology, Protein
  • Ultraviolet Rays

Substances

  • Ligands
  • Photoaffinity Labels
  • Receptors, Serotonin, 5-HT3
  • Serotonin Antagonists
  • Diazomethane
  • Granisetron