A red-shifted, fast-relaxing azobenzene photoswitch for visible light control of an ionotropic glutamate receptor

Michael A. Kienzler, Andreas Reiner, Eric Trautman, Stan Yoo, Dirk Trauner, Ehud Y. Isacoff

Research output: Contribution to journalArticle

Abstract

The use of azobenzene photoswitches has become a dependable method for rapid and exact modulation of biological processes and material science systems. The requirement of ultraviolet light for azobenzene isomerization is not ideal for biological systems due to poor tissue penetration and potentially damaging effects. While modified azobenzene cores with a red-shifted cis-to-trans isomerization have been previously described, they have not yet been incorporated into a powerful method to control protein function: the photoswitchable tethered ligand (PTL) approach. We report the synthesis and characterization of a red-shifted PTL, L-MAG0460, for the light-gated ionotropic glutamate receptor LiGluR. In cultured mammalian cells, the LiGluR+L-MAG0460 system is activated rapidly by illumination with 400-520 nm light to generate a large ionic current. The current rapidly turns off in the dark as the PTL relaxes thermally back to the trans configuration. The visible light excitation and single-wavelength behavior considerably simplify use and should improve utilization in tissue.

Original languageEnglish (US)
Pages (from-to)17683-17686
Number of pages4
JournalJournal of the American Chemical Society
Volume135
Issue number47
DOIs
StatePublished - Nov 27 2013

Fingerprint

Ionotropic Glutamate Receptors
Azobenzene
Ligands
Isomerization
Light
Tissue
Biological Phenomena
Biological systems
Materials science
Ultraviolet Rays
Lighting
Cultured Cells
Cells
Modulation
Proteins
Wavelength
azobenzene

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

A red-shifted, fast-relaxing azobenzene photoswitch for visible light control of an ionotropic glutamate receptor. / Kienzler, Michael A.; Reiner, Andreas; Trautman, Eric; Yoo, Stan; Trauner, Dirk; Isacoff, Ehud Y.

In: Journal of the American Chemical Society, Vol. 135, No. 47, 27.11.2013, p. 17683-17686.

Research output: Contribution to journalArticle

Kienzler, Michael A. ; Reiner, Andreas ; Trautman, Eric ; Yoo, Stan ; Trauner, Dirk ; Isacoff, Ehud Y. / A red-shifted, fast-relaxing azobenzene photoswitch for visible light control of an ionotropic glutamate receptor. In: Journal of the American Chemical Society. 2013 ; Vol. 135, No. 47. pp. 17683-17686.
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