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Identification of a novel moth sex pheromone in Eriocrania cicatricella (Zett.) (Lepidoptera : Eriocraniidae) and its phylogenetic implications

Zhu, Junwei ; Kozlov, Mikhail V. ; Philipp, Peter ; Francke, Wittko and Löfstedt, Christer LU (1995) In Journal of Chemical Ecology 21(1). p.29-43
Abstract

Extracts from different body parts of adult female Eriocrania cicatricella (Zett.) were tested for electrophysiological activity on conspecific male antennae. Extracts from the Vth abdominal segment, containing a pair of exocrine glands, elicited the largest electroantennographic response when compared to extracts of other body parts. Female extracts were analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). The EAD active peaks were identified as (Z)-4-hepten-2-one, (2 R)-heptane-2-ol, and (2 R)-(Z)-4-hepten-2-ol by coinjection on a gas chromatography and by comparison of mass spectra with those of synthetic standards. In field tests, a blend of these three pheromone components was... (More)

Extracts from different body parts of adult female Eriocrania cicatricella (Zett.) were tested for electrophysiological activity on conspecific male antennae. Extracts from the Vth abdominal segment, containing a pair of exocrine glands, elicited the largest electroantennographic response when compared to extracts of other body parts. Female extracts were analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). The EAD active peaks were identified as (Z)-4-hepten-2-one, (2 R)-heptane-2-ol, and (2 R)-(Z)-4-hepten-2-ol by coinjection on a gas chromatography and by comparison of mass spectra with those of synthetic standards. In field tests, a blend of these three pheromone components was highly attractive to conspecific males, and a subtractive assay confirmed that the unsaturated alcohol is the major pheromone component, whereas no definite behavioral activity could be assigned to the ketone or the saturated alcohol. A bait containing the two alcohols with S-configuration was attractive to male E. sparrmannella (Bosc), whereas no males of E. cicatricella were found in these traps. The sex pheromone compounds in E. cicatricella are chemically similar to pheromones reported in Trichoptera and they are produced in homologous glands.

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Contribution to journal
publication status
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subject
keywords
(2 R)-(Z)-4-hepten-2-ol, (2 R)-heptan-2-ol, (Z)-4-hepten-2-one, EAG, Eriocrania cicatricella, Eriocrania sparrmannella, Eriocraniidae, evolution, GC-EAD, Lepidoptera, mass spectrometry, sex pheromone, synthesis
in
Journal of Chemical Ecology
volume
21
issue
1
pages
15 pages
publisher
Springer
external identifiers
  • scopus:0029103659
ISSN
0098-0331
DOI
10.1007/BF02033660
project
Evolutionary mechanisms of pheromone divergence in Lepidoptera
language
English
LU publication?
yes
id
e853596e-81df-4032-9d43-64411a923eb1
date added to LUP
2020-05-26 16:39:53
date last changed
2020-05-26 16:39:53
@article{e853596e-81df-4032-9d43-64411a923eb1,
  abstract     = {<p>Extracts from different body parts of adult female Eriocrania cicatricella (Zett.) were tested for electrophysiological activity on conspecific male antennae. Extracts from the Vth abdominal segment, containing a pair of exocrine glands, elicited the largest electroantennographic response when compared to extracts of other body parts. Female extracts were analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). The EAD active peaks were identified as (Z)-4-hepten-2-one, (2 R)-heptane-2-ol, and (2 R)-(Z)-4-hepten-2-ol by coinjection on a gas chromatography and by comparison of mass spectra with those of synthetic standards. In field tests, a blend of these three pheromone components was highly attractive to conspecific males, and a subtractive assay confirmed that the unsaturated alcohol is the major pheromone component, whereas no definite behavioral activity could be assigned to the ketone or the saturated alcohol. A bait containing the two alcohols with S-configuration was attractive to male E. sparrmannella (Bosc), whereas no males of E. cicatricella were found in these traps. The sex pheromone compounds in E. cicatricella are chemically similar to pheromones reported in Trichoptera and they are produced in homologous glands.</p>},
  author       = {Zhu, Junwei and Kozlov, Mikhail V. and Philipp, Peter and Francke, Wittko and Löfstedt, Christer},
  issn         = {0098-0331},
  language     = {eng},
  month        = {01},
  number       = {1},
  pages        = {29--43},
  publisher    = {Springer},
  series       = {Journal of Chemical Ecology},
  title        = {Identification of a novel moth sex pheromone in Eriocrania cicatricella (Zett.) (Lepidoptera : Eriocraniidae) and its phylogenetic implications},
  url          = {http://dx.doi.org/10.1007/BF02033660},
  doi          = {10.1007/BF02033660},
  volume       = {21},
  year         = {1995},
}