Photoresponsive molecular switch for regulating transmembrane proton-transfer kinetics

J Am Chem Soc. 2015 Nov 11;137(44):14059-62. doi: 10.1021/jacs.5b10016. Epub 2015 Nov 3.

Abstract

To control proton delivery across biological membranes, we synthesized a photoresponsive molecular switch and incorporated it in a lipid layer. This proton gate was reversibly activated with 390 nm light (Z-isomer) and then deactivated by 360 nm irradiation (E-isomer). In a lipid layer this stimuli responsive proton gate allowed the regulation of proton flux with irradiation to a lipid-buried O2 reduction electrocatalyst. Thus, the catalyst was turned on and off with the E-to-Z interconversion. This light-induced membrane proton delivery system may be useful in developing any functional device that performs proton-coupled electron-transfer reactions.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Electron Transport
  • Kinetics
  • Light
  • Lipid Bilayers / chemistry*
  • Molecular Structure
  • Photochemical Processes*
  • Protons*
  • Stereoisomerism
  • Stilbenes / chemistry*
  • Thermodynamics

Substances

  • Lipid Bilayers
  • Protons
  • Stilbenes