The antennal benzoic acid receptor cell of the female silk moth Bombyx mori L.: Structure-activity relationship studies with halogen substitutes
Studies on structure-activity relationships were carried out to characterize the response specificity of the benzoic acid cell of the female of the moth Bombyx mori by means of single sensillum electrophysiological recordings. We demonstrated that this cell type responds best to a natural key substa...
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todo:paper_03407594_v191_n2_p189_Sanchez2023-10-03T15:26:02Z The antennal benzoic acid receptor cell of the female silk moth Bombyx mori L.: Structure-activity relationship studies with halogen substitutes Sanchez, M.G.D.B. Kaissling, K.-E. Benzoic acid Bombyx mori Olfaction Olfactory receptor cell Structure-activity relationships benzoic acid halogen action potential animal article chemistry chemoreceptor comparative study dose response drug effect female physiology silkworm structure activity relation Action Potentials Animals Benzoic Acid Bombyx Chemoreceptors Dose-Response Relationship, Drug Female Halogens Structure-Activity Relationship Studies on structure-activity relationships were carried out to characterize the response specificity of the benzoic acid cell of the female of the moth Bombyx mori by means of single sensillum electrophysiological recordings. We demonstrated that this cell type responds best to a natural key substance (benzoic acid) and has similar response profiles for less effective compounds, including various halogen substitutes of benzoic acid, benzaldehyde and other derivates of the key compound. Using different halogen substitutes (F, Cl, Br, I), we showed that the cellular response decreases with increasing atomic size of the substitute and that halogen substitutes were most effective in the meta-position. Thus, m-fluor benzoic acid was even more effective than benzoic acid. These results indicate that a critical feature of the stimulus molecule is the inductive effect generated by the halogen substitutes. Increasing the atomic size of the halogen substitute impairs the recognition of the molecule by the receptor cell, possibly due to steric effects. Decreasing the electron density in the aromatic ring improves the receptor response. The benzoic acid receptor cell can be considered as specialist despite not being involved in pheromone detection as it responds maximally to a key substance and has similar response profiles for less effective compounds. © Springer-Verlag 2004. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_03407594_v191_n2_p189_Sanchez |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
Benzoic acid Bombyx mori Olfaction Olfactory receptor cell Structure-activity relationships benzoic acid halogen action potential animal article chemistry chemoreceptor comparative study dose response drug effect female physiology silkworm structure activity relation Action Potentials Animals Benzoic Acid Bombyx Chemoreceptors Dose-Response Relationship, Drug Female Halogens Structure-Activity Relationship |
spellingShingle |
Benzoic acid Bombyx mori Olfaction Olfactory receptor cell Structure-activity relationships benzoic acid halogen action potential animal article chemistry chemoreceptor comparative study dose response drug effect female physiology silkworm structure activity relation Action Potentials Animals Benzoic Acid Bombyx Chemoreceptors Dose-Response Relationship, Drug Female Halogens Structure-Activity Relationship Sanchez, M.G.D.B. Kaissling, K.-E. The antennal benzoic acid receptor cell of the female silk moth Bombyx mori L.: Structure-activity relationship studies with halogen substitutes |
topic_facet |
Benzoic acid Bombyx mori Olfaction Olfactory receptor cell Structure-activity relationships benzoic acid halogen action potential animal article chemistry chemoreceptor comparative study dose response drug effect female physiology silkworm structure activity relation Action Potentials Animals Benzoic Acid Bombyx Chemoreceptors Dose-Response Relationship, Drug Female Halogens Structure-Activity Relationship |
description |
Studies on structure-activity relationships were carried out to characterize the response specificity of the benzoic acid cell of the female of the moth Bombyx mori by means of single sensillum electrophysiological recordings. We demonstrated that this cell type responds best to a natural key substance (benzoic acid) and has similar response profiles for less effective compounds, including various halogen substitutes of benzoic acid, benzaldehyde and other derivates of the key compound. Using different halogen substitutes (F, Cl, Br, I), we showed that the cellular response decreases with increasing atomic size of the substitute and that halogen substitutes were most effective in the meta-position. Thus, m-fluor benzoic acid was even more effective than benzoic acid. These results indicate that a critical feature of the stimulus molecule is the inductive effect generated by the halogen substitutes. Increasing the atomic size of the halogen substitute impairs the recognition of the molecule by the receptor cell, possibly due to steric effects. Decreasing the electron density in the aromatic ring improves the receptor response. The benzoic acid receptor cell can be considered as specialist despite not being involved in pheromone detection as it responds maximally to a key substance and has similar response profiles for less effective compounds. © Springer-Verlag 2004. |
format |
JOUR |
author |
Sanchez, M.G.D.B. Kaissling, K.-E. |
author_facet |
Sanchez, M.G.D.B. Kaissling, K.-E. |
author_sort |
Sanchez, M.G.D.B. |
title |
The antennal benzoic acid receptor cell of the female silk moth Bombyx mori L.: Structure-activity relationship studies with halogen substitutes |
title_short |
The antennal benzoic acid receptor cell of the female silk moth Bombyx mori L.: Structure-activity relationship studies with halogen substitutes |
title_full |
The antennal benzoic acid receptor cell of the female silk moth Bombyx mori L.: Structure-activity relationship studies with halogen substitutes |
title_fullStr |
The antennal benzoic acid receptor cell of the female silk moth Bombyx mori L.: Structure-activity relationship studies with halogen substitutes |
title_full_unstemmed |
The antennal benzoic acid receptor cell of the female silk moth Bombyx mori L.: Structure-activity relationship studies with halogen substitutes |
title_sort |
antennal benzoic acid receptor cell of the female silk moth bombyx mori l.: structure-activity relationship studies with halogen substitutes |
url |
http://hdl.handle.net/20.500.12110/paper_03407594_v191_n2_p189_Sanchez |
work_keys_str_mv |
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