Development of a new photochromic ion channel blocker via azologization of fomocaine

ACS Chem Neurosci. 2014 Jul 16;5(7):514-8. doi: 10.1021/cn500070w. Epub 2014 Jun 5.

Abstract

Photochromic blockers of voltage gated ion channels are powerful tools for the control of neuronal systems with high spatial and temporal precision. We now introduce fotocaine, a new type of photochromic channel blocker based on the long-lasting anesthetic fomocaine. Fotocaine is readily taken up by neurons in brain slices and enables the optical control of action potential firing by switching between 350 and 450 nm light. It also provides an instructive example for "azologization", that is, the systematic conversion of an established drug into a photoswitchable one.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Action Potentials / drug effects
  • Animals
  • Azo Compounds / chemical synthesis*
  • Azo Compounds / chemistry
  • Azo Compounds / pharmacology*
  • Cells, Cultured
  • Hippocampus / drug effects
  • Hippocampus / physiology
  • Membrane Transport Modulators / chemical synthesis
  • Membrane Transport Modulators / chemistry*
  • Membrane Transport Modulators / pharmacokinetics
  • Membrane Transport Modulators / pharmacology
  • Mice
  • Morpholines / chemical synthesis*
  • Morpholines / chemistry
  • Morpholines / pharmacology*
  • Neurons / drug effects*
  • Neurons / physiology
  • Patch-Clamp Techniques
  • Phenyl Ethers / chemistry*
  • Photic Stimulation
  • Photochemical Processes
  • Spectrum Analysis

Substances

  • Azo Compounds
  • Membrane Transport Modulators
  • Morpholines
  • Phenyl Ethers
  • fotocaine
  • fomocain