Identification of the sex pheromone of the currant shoot borer, Lampronia capitella
Löfstedt, Christer LU ; Zhu, Jun-Wei ; Kozlov, Michail V ; Buda, Vincas ; Jirle, Erling LU
; Hellqvist, Sven
; Löfqvist, Jan
; Plass, E
; Franke, S
and Francke, Wittko
(2004)
In Journal of Chemical Ecology
30(3).
p.643-658
- Abstract
- Under an artificial light: dark cycle, females of Lampronia capitella were observed calling, with extended terminal abdominal segments, during the first 2 hr of the photoperiod. Extracts of terminal abdominal segments from females elicited large electroantennographic responses from male antennae. Gas chromatography with electroantennographic detection revealed three active peaks. Based on comparison of retention times and mass spectra of synthetic standards, these compounds were identified as (Z;Z)-9,11-tetradecadienol and the corresponding acetate and aldehyde. The electroantennographic activity of the four geometric isomers of all three compounds was investigated, and the respective (Z,Z)-isomer was found to be the most active in all... (More)
- Under an artificial light: dark cycle, females of Lampronia capitella were observed calling, with extended terminal abdominal segments, during the first 2 hr of the photoperiod. Extracts of terminal abdominal segments from females elicited large electroantennographic responses from male antennae. Gas chromatography with electroantennographic detection revealed three active peaks. Based on comparison of retention times and mass spectra of synthetic standards, these compounds were identified as (Z;Z)-9,11-tetradecadienol and the corresponding acetate and aldehyde. The electroantennographic activity of the four geometric isomers of all three compounds was investigated, and the respective (Z,Z)-isomer was found to be the most active in all cases. Aldehydes generally elicited larger antennal responses than alcohols, whereas acetates were the least active compounds. A subtractive trapping assay in the field, based on a 13: 26: 100 1 g mixture of (Z,Z)-9,11-tetradecadienal, (Z,Z)-9,11-tetradecadienyl acetate, and (Z,Z)-9,11-tetradecadienol confirmed that all three compounds are pheromone components. Subtraction of (Z,Z)-9,11-tetradecadienol from the blend completely eliminated its attractiveness, whereas the other two-component blends showed reduced activity. This is the first pheromone identification from the monotrysian superfamily Incurvarioidea, confirming that the common pheromones among ditrysian moths (long-chain fatty acid derivatives comprising alcohols, acetates, and aldehydes with one or more double bonds) is not an autapomorphy of Ditrysia, but a synapomorphy of the more advanced heteroneuran lineages. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/135853
- author
- Löfstedt, Christer
LU
; Zhu, Jun-Wei
; Kozlov, Michail V
; Buda, Vincas
; Jirle, Erling
LU
; Hellqvist, Sven
; Löfqvist, Jan
; Plass, E
; Franke, S
and Francke, Wittko
- organization
- publishing date
- 2004
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of Chemical Ecology
- volume
- 30
- issue
- 3
- pages
- 643 - 658
- publisher
- Springer
- external identifiers
-
- wos:000220053300012
- pmid:15139314
- scopus:12144290766
- ISSN
- 1573-1561
- DOI
- 10.1023/B:JOEC.0000018635.40128.2e
- project
- Evolutionary mechanisms of pheromone divergence in Lepidoptera
- language
- English
- LU publication?
- yes
- id
- 84edab44-5c2e-48f5-948b-4a5b3a8fcfa2 (old id 135853)
- date added to LUP
- 2016-04-01 15:27:00
- date last changed
- 2024-01-10 15:19:43
@article{84edab44-5c2e-48f5-948b-4a5b3a8fcfa2,
abstract = {{Under an artificial light: dark cycle, females of Lampronia capitella were observed calling, with extended terminal abdominal segments, during the first 2 hr of the photoperiod. Extracts of terminal abdominal segments from females elicited large electroantennographic responses from male antennae. Gas chromatography with electroantennographic detection revealed three active peaks. Based on comparison of retention times and mass spectra of synthetic standards, these compounds were identified as (Z;Z)-9,11-tetradecadienol and the corresponding acetate and aldehyde. The electroantennographic activity of the four geometric isomers of all three compounds was investigated, and the respective (Z,Z)-isomer was found to be the most active in all cases. Aldehydes generally elicited larger antennal responses than alcohols, whereas acetates were the least active compounds. A subtractive trapping assay in the field, based on a 13: 26: 100 1 g mixture of (Z,Z)-9,11-tetradecadienal, (Z,Z)-9,11-tetradecadienyl acetate, and (Z,Z)-9,11-tetradecadienol confirmed that all three compounds are pheromone components. Subtraction of (Z,Z)-9,11-tetradecadienol from the blend completely eliminated its attractiveness, whereas the other two-component blends showed reduced activity. This is the first pheromone identification from the monotrysian superfamily Incurvarioidea, confirming that the common pheromones among ditrysian moths (long-chain fatty acid derivatives comprising alcohols, acetates, and aldehydes with one or more double bonds) is not an autapomorphy of Ditrysia, but a synapomorphy of the more advanced heteroneuran lineages.}},
author = {{Löfstedt, Christer and Zhu, Jun-Wei and Kozlov, Michail V and Buda, Vincas and Jirle, Erling and Hellqvist, Sven and Löfqvist, Jan and Plass, E and Franke, S and Francke, Wittko}},
issn = {{1573-1561}},
language = {{eng}},
number = {{3}},
pages = {{643--658}},
publisher = {{Springer}},
series = {{Journal of Chemical Ecology}},
title = {{Identification of the sex pheromone of the currant shoot borer, <i>Lampronia capitella</i>}},
url = {{http://dx.doi.org/10.1023/B:JOEC.0000018635.40128.2e}},
doi = {{10.1023/B:JOEC.0000018635.40128.2e}},
volume = {{30}},
year = {{2004}},
}