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Significance of the pyrrolic nitrogen atom in receptor recognition ofAtta texana (Buckley) (Hymenoptera:Formicidae) trail pheromone and parapheromones
Authors:J. F. Caputo  R. E. Caputo  Dr. J. M. Brand
Affiliation:(1) College of Pharmacy, University of Iowa, 52242 Iowa City, Iowa;(2) Department of Microbiology, University of Iowa, 52242 Iowa City, Iowa;(3) Department of Chemistry, Iowa Wesleyan College, 52641 Mount Pleasant, Iowa;(4) Present address: Department of Biochemistry, University of Fort Hare, 5700 Alice, South Africa
Abstract:Calculations of the charge of the pyrrolic nitrogen atom in the trail pheromone ofAtta texana, methyl 4-methylpyrrole-2-carboxylate, as well as 17 analogs, showed that the most active compounds all had the same charge of –0.51 electrons on the nitrogen atom. It is suggested that the close value for this charge may be important in recognition by the receptor.This work was supported in part by the University of Iowa Computer Center.
Keywords:Atta texana   trail pheromone  quantum calculations
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