A probe for octopamine receptors. Synthesis of 2-[(4-azido-2,6-diethylphenyl)imino]imidazolidine and its tritiated derivative, a potent reversible irreversible activator of octopamine-sensitive adenylate cyclase
- 1 August 1989
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 32 (8) , 1795-1799
- https://doi.org/10.1021/jm00128a022
Abstract
In order to develop an irreversible ligand for octopamine receptors, a highly potent azido-substituted 2-(phenylimino)imidazolidine (NC-5Z, 8) and its tritiated derivative (3H-NC-5Z, 11) have been designed and synthesized. Under reversible-binding conditions, NC-5Z is 50-100-fold more potent than octopamine in activating octopamine-sensitive adenylate cyclase in a variety of tissues. After photolysis, 3H-NC-5Z binds irreversibly to cell membranes, and this binding is reduced by preincubation with octopamine agonist and antagonists but not by norepinephrine, dopamine, serotonin, or histamine. NC-5Z should be useful both as a potent reversible octopamine agonist and as an affinity probe for characterizing and isolating octopamine-receptor proteins.This publication has 5 references indexed in Scilit:
- PHENYLIMINOIMIDAZOLIDINES - CHARACTERIZATION OF A CLASS OF POTENT AGONISTS OF OCTOPAMINE-SENSITIVE ADENYLATE-CYCLASE AND THEIR USE IN UNDERSTANDING THE PHARMACOLOGY OF OCTOPAMINE RECEPTORS1985
- Characterization of octopamine-sensitive adenylate cyclase: elucidation of a class of potent and selective octopamine-2 receptor agonists with toxic effects in insects.Proceedings of the National Academy of Sciences, 1985
- Multiple receptor types for octopamine in the locust.The Journal of Physiology, 1981
- N-DEMETHYLCHLORDIMEFORM - A POTENT PARTIAL AGONIST OF OCTOPAMINE-SENSITIVE ADENYLATE-CYCLASE1981
- Octopamine Receptors, Adenosine 3′,5′-Monophosphate, and Neural Control of Firefly FlashingScience, 1979