Chain-elongated analogues of a pheromone component of the turnip moth, Agrotis segetum. A structure-activity study using molecular mechanics
(1985) In Journal of the Chemical Society, Perkin Transactions 2 p.1957-1962- Abstract
Chain-elongated analogues of (Z)-dec-5-enyl acetate, a pheromone component of the turnip moth, Agrotis segetum, have been studied. The conformational energies required for the analogues to mimic spatial relationships in the parent molecule, assumed to be crucial for the receptor interaction, were calculated by molecular mechanics (MM2). The calculated energies show a striking correlation with measured single-cell electrophysiological activities. The results indicate that an elongated alkyl chain is conformationally rearranged when the analogue is bound to the receptor, and that the biological activity is determined by the corresponding conformational energy.
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https://lup.lub.lu.se/record/935dfc8b-2952-45ed-bb1e-dff0265bbb6e
- author
- Liljefors, Tommy ; Thelin, Bernt ; Van Der Pers, Jan N.C. and Löfstedt, Christer LU
- organization
- publishing date
- 1985-12-01
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of the Chemical Society, Perkin Transactions 2
- issue
- 12
- pages
- 1957 - 1962
- publisher
- Royal Society of Chemistry
- external identifiers
-
- scopus:37049092024
- ISSN
- 1472-779X
- DOI
- 10.1039/P29850001957
- project
- Evolutionary mechanisms of pheromone divergence in Lepidoptera
- language
- English
- LU publication?
- yes
- id
- 935dfc8b-2952-45ed-bb1e-dff0265bbb6e
- date added to LUP
- 2020-07-23 15:40:54
- date last changed
- 2021-09-19 05:05:52
@article{935dfc8b-2952-45ed-bb1e-dff0265bbb6e,
abstract = {{<p>Chain-elongated analogues of (Z)-dec-5-enyl acetate, a pheromone component of the turnip moth, Agrotis segetum, have been studied. The conformational energies required for the analogues to mimic spatial relationships in the parent molecule, assumed to be crucial for the receptor interaction, were calculated by molecular mechanics (MM2). The calculated energies show a striking correlation with measured single-cell electrophysiological activities. The results indicate that an elongated alkyl chain is conformationally rearranged when the analogue is bound to the receptor, and that the biological activity is determined by the corresponding conformational energy.</p>}},
author = {{Liljefors, Tommy and Thelin, Bernt and Van Der Pers, Jan N.C. and Löfstedt, Christer}},
issn = {{1472-779X}},
language = {{eng}},
month = {{12}},
number = {{12}},
pages = {{1957--1962}},
publisher = {{Royal Society of Chemistry}},
series = {{Journal of the Chemical Society, Perkin Transactions 2}},
title = {{Chain-elongated analogues of a pheromone component of the turnip moth, Agrotis segetum. A structure-activity study using molecular mechanics}},
url = {{http://dx.doi.org/10.1039/P29850001957}},
doi = {{10.1039/P29850001957}},
year = {{1985}},
}