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Identification of sex pheromone components of the Hessian fly, Mayetiola destructor.

Andersson, Martin N LU ; Haftmann, Jenny; Stuart, Jeffrey J; Cambron, Sue E; Harris, Marion O; Foster, Stephen P; Franke, Stephan; Francke, Wittko and Hillbur, Ylva (2009) In Journal of Chemical Ecology 35. p.81-95
Abstract
Coupled gas chromatographic (GC)–electroantennographic

detection (EAD) analyses of ovipositor

extract of calling Hessian fly, Mayetiola destructor, females

revealed that seven compounds elicited responses from

male antennae. Four of the compounds—(2S)-tridec-2-yl

acetate, (2S,10Z)-10-tridecen-2-yl acetate, (2S,10E)-10-

tridecen-2-yl acetate, and (2S,10E)-10-tridecen-2-ol—were

identified previously in female extracts. Two new EADactive

compounds, (2S,8Z,10E)-8,10-tridecadien-2-yl acetate

and (2S,8E,10E)-8,10-tridecadien-2-yl acetate, were identified

by GC–mass spectroscopy (MS) and the use of synthetic

reference samples. In a Y-tube bioassay,... (More)
Coupled gas chromatographic (GC)–electroantennographic

detection (EAD) analyses of ovipositor

extract of calling Hessian fly, Mayetiola destructor, females

revealed that seven compounds elicited responses from

male antennae. Four of the compounds—(2S)-tridec-2-yl

acetate, (2S,10Z)-10-tridecen-2-yl acetate, (2S,10E)-10-

tridecen-2-yl acetate, and (2S,10E)-10-tridecen-2-ol—were

identified previously in female extracts. Two new EADactive

compounds, (2S,8Z,10E)-8,10-tridecadien-2-yl acetate

and (2S,8E,10E)-8,10-tridecadien-2-yl acetate, were identified

by GC–mass spectroscopy (MS) and the use of synthetic

reference samples. In a Y-tube bioassay, a five-component

blend (1 ng (2S)-tridec-2-yl acetate, 10 ng (2S,10E)-10-

tridecen-2-yl acetate, 1 ng (2S,10E)-10-tridecen-2-ol, 1 ng

(2S,8Z,10E)-8,10-tridecadien-2-yl acetate, and 1 ng

(2S,8E,10E)-8,10-tridecadien-2-yl acetate) was as attractive

to male Hessian flies as a similar amount of female extract

(with respect to the main compound, (2S,10E)-10-tridecen-

2-yl acetate). The five-component blend was more attractive

to male flies than a three-component blend lacking the two

dienes. Furthermore, the five-component blend was more

attractive than a blend with the same compounds but that

contained one tenth the concentration of (2S,8E,10E)-8,

10-tridecadien-2-yl acetate (more accurately mimicking the

ratios found in female extract). This suggests that the ratios

emitted by females might deviate from those in gland

extracts. In a field-trapping experiment, the five-component

blend applied to polyethylene cap dispensers in a 100:10 μg

ratio between the main component and each of the other

blend components attracted a significant number of male

Hessian flies. Also, a small-plot field test demonstrated the

attractiveness of the five-component blend to male Hessian

flies and suggests that this pheromone blend may be useful

for monitoring and predicting Hessian fly outbreaks in

agricultural systems. (Less)
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Contribution to journal
publication status
published
subject
keywords
10E)-8, 8Z, 10E)-10-Tridecen-2-ol, 10E)-10-tridecen-2-yl acetate, (2S, (2S)-Tridec-2-yl acetate, Sex pheromone, Diptera, Cecidomyiidae, Mayetiola destructor, Hessian fly, 10-Tridecadien-2-yl acetate, 8E, GC–EAD, Y-tube bioassay, Field trapping
in
Journal of Chemical Ecology
volume
35
pages
81 - 95
publisher
Springer
external identifiers
  • Scopus:59449096372
ISSN
1573-1561
DOI
10.1007/s10886-008-9569-1
language
English
LU publication?
no
id
0a0c7e87-46d1-49d3-ad69-71c72f8c643b (old id 2028252)
date added to LUP
2011-07-20 11:45:59
date last changed
2017-01-01 08:08:20
@article{0a0c7e87-46d1-49d3-ad69-71c72f8c643b,
  abstract     = {Coupled gas chromatographic (GC)–electroantennographic<br/><br>
detection (EAD) analyses of ovipositor<br/><br>
extract of calling Hessian fly, Mayetiola destructor, females<br/><br>
revealed that seven compounds elicited responses from<br/><br>
male antennae. Four of the compounds—(2S)-tridec-2-yl<br/><br>
acetate, (2S,10Z)-10-tridecen-2-yl acetate, (2S,10E)-10-<br/><br>
tridecen-2-yl acetate, and (2S,10E)-10-tridecen-2-ol—were<br/><br>
identified previously in female extracts. Two new EADactive<br/><br>
compounds, (2S,8Z,10E)-8,10-tridecadien-2-yl acetate<br/><br>
and (2S,8E,10E)-8,10-tridecadien-2-yl acetate, were identified<br/><br>
by GC–mass spectroscopy (MS) and the use of synthetic<br/><br>
reference samples. In a Y-tube bioassay, a five-component<br/><br>
blend (1 ng (2S)-tridec-2-yl acetate, 10 ng (2S,10E)-10-<br/><br>
tridecen-2-yl acetate, 1 ng (2S,10E)-10-tridecen-2-ol, 1 ng<br/><br>
(2S,8Z,10E)-8,10-tridecadien-2-yl acetate, and 1 ng<br/><br>
(2S,8E,10E)-8,10-tridecadien-2-yl acetate) was as attractive<br/><br>
to male Hessian flies as a similar amount of female extract<br/><br>
(with respect to the main compound, (2S,10E)-10-tridecen-<br/><br>
2-yl acetate). The five-component blend was more attractive<br/><br>
to male flies than a three-component blend lacking the two<br/><br>
dienes. Furthermore, the five-component blend was more<br/><br>
attractive than a blend with the same compounds but that<br/><br>
contained one tenth the concentration of (2S,8E,10E)-8,<br/><br>
10-tridecadien-2-yl acetate (more accurately mimicking the<br/><br>
ratios found in female extract). This suggests that the ratios<br/><br>
emitted by females might deviate from those in gland<br/><br>
extracts. In a field-trapping experiment, the five-component<br/><br>
blend applied to polyethylene cap dispensers in a 100:10 μg<br/><br>
ratio between the main component and each of the other<br/><br>
blend components attracted a significant number of male<br/><br>
Hessian flies. Also, a small-plot field test demonstrated the<br/><br>
attractiveness of the five-component blend to male Hessian<br/><br>
flies and suggests that this pheromone blend may be useful<br/><br>
for monitoring and predicting Hessian fly outbreaks in<br/><br>
agricultural systems.},
  author       = {Andersson, Martin N and Haftmann, Jenny and Stuart, Jeffrey J and Cambron, Sue E and Harris, Marion O and Foster, Stephen P and Franke, Stephan and Francke, Wittko and Hillbur, Ylva},
  issn         = {1573-1561},
  keyword      = {10E)-8,8Z,10E)-10-Tridecen-2-ol,10E)-10-tridecen-2-yl acetate,(2S,(2S)-Tridec-2-yl acetate,Sex pheromone,Diptera,Cecidomyiidae,Mayetiola destructor,Hessian fly,10-Tridecadien-2-yl acetate,8E,GC–EAD,Y-tube bioassay,Field trapping},
  language     = {eng},
  pages        = {81--95},
  publisher    = {Springer},
  series       = {Journal of Chemical Ecology},
  title        = {Identification of sex pheromone components of the Hessian fly, <i>Mayetiola destructor</i>.},
  url          = {http://dx.doi.org/10.1007/s10886-008-9569-1},
  volume       = {35},
  year         = {2009},
}