Published March 1983 | public
Journal Article

cis-3,3'-Bis-[α-(trimethylammonium)methyl]azobenzene (cis-Bis-Q). Purification and properties at acetylcholine receptors of Electrophorus electroplaques

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Abstract

The cis and trans isomers of the photoisomerizable compound, 3,3'-bis-[α-(trimethylammonium)methyl]azobenzene (Bis-Q), were purified by high-performance liquid chromatography using the ion-pair partitioning technique on a reverse-phase column. Solutions of cis-Bis-Q are stable at -20 degrees; at 25 degrees, thermal isomerization proceeds at a rate of 0.65%/day. cis-Bis-Q is less than 1% as potent a nicotinic agonist as the trans configuration. At concentrations of 1.5 microM or less, cis-Bis-Q exerts little or no blockade of the conductances induced by agonists. In voltage-clamped Electrophorus electroplaques exposed to cis-Bis-Q, laser flashes induce cis leads to trans photoisomerizations and increase the agonist-induced current by a factor of 20 within a few milliseconds.

Additional Information

© 1983 American Society for Pharmacology and Experimental Therapeutics. We thank Roger Spencer for assistance in all phases of the project, Mauri Krouse for performing some of the electrophysiological measurements, and N. H. Wassermann and B. F. Erlanger for furnishing Bis-Q. This work was supported by National Institutes of Health Grant NS-11756. Recipient of a Fellowship from the American Heart Association. Recipient of a Fellowship from the Del E. Webb Foundation. Recipient of Research Career Development Award NS-272 from the National Institutes of Health.

Additional details

Created:
August 19, 2023
Modified:
October 20, 2023