Lougheed Tyler, Borisenko Vitali, Hennig Thomas, Ruck-Braun Karola, Woolley G Andrew
Department of Chemistry, University of Toronto, 80 St. George St., Toronto, Ontario, Canada.
Org Biomol Chem. 2004 Oct 7;2(19):2798-801. doi: 10.1039/B408485C. Epub 2004 Aug 24.
Incorporation of photo-switchable amino acids into peptides and proteins offers prospects for the control of complex biochemical processes using light. Currently, only a few photo-switchable amino acids are known. We report the design and synthesis of a novel hemithioindigo-based amino acid and its incorporation into the model ion channel gramicidin. Photoisomerization of the hemithioindigo moiety between E and Z isomeric forms is shown to modulate ionic current through the channel in a predictable way. This new amino acid thus expands the possibilities for photo-control in diverse systems.