Identification of a sex pheromone component for Pennisetia marginata (Lepidoptera: Sesiidae)

2012 ◽  
Vol 144 (6) ◽  
pp. 769-778 ◽  
Author(s):  
Gary J.R. Judd ◽  
Regine Gries ◽  
Carolyn Teasdale ◽  
Gerhard Gries
Keyword(s):  
Sex Pheromone ◽  
Field Trapping ◽  
Pheromone Component ◽  
Pheromone Gland ◽  
Active Components ◽  
Native North American ◽  
Pheromone Components ◽  
Electroantennographic Detection ◽  
Component C ◽  
Antennal Responses

AbstractRaspberry crown borer, Pennisetia marginata (Harris) (Lepidoptera: Sesiidae), is a native North American species and pest of many cane fruits. Using coupled gas chromatographic–electroantennographic detection analyses (GC-EAD) we identified candidate sex pheromone components in pheromone gland extracts and effluvia from calling females. Analysis of gland extracts on a Zebron-5 column revealed four components (A, B, C, and D) that elicited strong responses from male antennae. The two most EAD-active components A and B were hypothesised to be (3E,13Z)-octadecadienal [(3E,13Z)-18:Ald] and (3E,13Z)-octadecadienol [(3E,13Z)-18:OH], respectively. Their retention times on other GC columns matched those of authentic standards, thus supporting structural assignments. Synthetic (3E,13Z)-18:Ald, and its GC rearrangement product (2E,13Z)-octadecadienal [(2E,13Z)-18:Ald; component C], also induced antennal responses in GC-EAD analyses of female effluvia. Compounds D in pheromone gland extract, and E and F in female effluvia, elicited EAD responses but could not be identified. In field trapping experiments, (3E,13Z)-18:Ald was the only component that attracted male P. marginata when tested alone. Attractiveness of (3E,13Z)-18:Ald was reduced when combined in binary or ternary blends with any of the other identified components, suggesting one or all may act as pheromone antagonists. In Aldergrove, British Columbia, Canada, peak diel attraction of male P. marginata to (3E,13Z)-18:Ald occurred between 16:00 and 18:00 hours Pacific Daylight Time, at temperatures of 21–23°C, on 30 August 2010, 3 September 2010, and 13 September 2010. We conclude that (3E,13Z)-18:Ald is the major pheromone component of P. marginata.

SEX PHEROMONE COMPONENT OF THE WESTERN BLACKHEADED BUDWORM, ACLERIS GLOVERANA WALSINGHAM (LEPIDOPTERA: TORTRICIDAE)

1996 ◽  
Vol 128 (6) ◽  
pp. 1135-1142 ◽  
Author(s):  
T.G. Gray ◽  
R.F. Shepherd ◽  
G. Gries ◽  
R. Gries
Keyword(s):  
Mass Spectrometry ◽  
Sex Pheromone ◽  
Field Experiments ◽  
Pheromone Component ◽  
Pheromone Gland ◽  
Selected Ion Monitoring ◽  
Electroantennographic Detection ◽  
Trap Catches

Abstract(E)-11,13-Tetradecadienal (E11,13-14:Ald) is the major component of the sex pheromone of the western blackheaded budworm (WBB), Acleris gloverana Walsingham. The compound was identified in extracts of the female’s pheromone gland by coupled gas chromatographic - electroantennographic detection (GC-EAD) and coupled GC - mass spectrometry in selected ion monitoring mode. In field experiments, E11,13-14:Ald by itself was attractive, but addition of (Z)-11,13-tetradecadienal doubled trap catches of male WBB. (E)-11,13-Tetradecadienol or (E)-11,13-tetradecadienyl acetate in binary or ternary combination with E11,13-14:Ald did not enhance attractiveness of the bait. In comparative assessments of five different trap designs, Uni-traps appeared to be the most suitable for use in pheromone-based monitoring of populations of WBB.

scholarly journals Sex pheromone of the pink grass worm Tmetolophota atristriga (Walker)

2008 ◽  
Vol 61 ◽  
pp. 387-387
Author(s):  
V.J. Mitchell ◽  
L.M. Manning ◽  
A.M. El-Sayed
Keyword(s):  
Sex Pheromone ◽  
Virgin Female ◽  
Field Trapping ◽  
Pheromone Gland ◽  
Binary Blends ◽  
Sex Pheromone Gland ◽  
Pheromone Components ◽  
Hexadecyl Acetate ◽  
Minor Compounds ◽  
Lepidoptera Noctuidae

The New Zealand native moth Tmetolophota atristriga (Walker) (Lepidoptera Noctuidae) is a background pest defoliating pasture This project identified the pheromone components of the female pink grass worm that could be used to trap male moths in a control or monitoring programme Extraction of the sex pheromone gland of virgin female moths and GCMS analysis has identified several compounds in the sex pheromone gland two monounsaturated compounds cis11hexadecenal (Z1116Ald) and cis11hexadecyl acetate (Z1116Ac) and three saturated compounds hexadecan1ol (16OH) hexadecyl acetate (16Ac) and octadecan1ol (18OH) and triene hydrocarbon (ZZZ)369tricosatriene (Z3Z6Z923Hy) A field trapping experiment was conducted using binary blends of the two main compounds Z1116Ald and Z1116Ac at five different ratios (ie 1000 7525 5050 2575 and 0100) The highest catch was obtained at ratio 2575 of Z1116AldZ1116Ac; males were also caught at the 5050 ratio No catches were recorded with any other ratio tested A dose response experiment was conducted testing five loadings of the optimum binary (2575 ratio) mixture (01 1 10 100 and 1000 mg loading) and males were caught only at 01 and 1 mg loadings In a field trapping experiment conducted late in the season (2008) using the three additional minor compounds only the addition of Z3Z6Z923Hy to the binary mixture significantly enhanced male attraction

3Z, 13Z-octadecadienyl acetate: sex pheromone of the apple clearwing moth in British Columbia

2011 ◽  
Vol 143 (3) ◽  
pp. 236-244 ◽  
Author(s):  
Gary J.R. Judd ◽  
Regine Gries ◽  
V. Marius Aurelian ◽  
Gerhard Gries
Keyword(s):  
British Columbia ◽  
Sex Pheromone ◽  
Detection Threshold ◽  
Field Trapping ◽  
Structural Assignment ◽  
Pheromone Components ◽  
Introduced Pest ◽  
Electroantennographic Detection ◽  
Clearwing Moth ◽  
Three Components

AbstractThe apple clearwing moth, Synanthedon myopaeformis (Borkhausen) (Lepidoptera: Sesiidae), is a European species discovered in Cawston, British Columbia, Canada, in 2005. Using coupled gas chromatographic – electroantennographic detection analyses we identified candidate sex pheromone components in pheromone gland extracts and effluvia from calling females. Analysis of gland extracts using four gas-chromatography (GC) columns (DB-5, DB-17, DB-23, and DB-210) showed three components (A, B, and C) that consistently elicited strong responses from male antennae. Based on previous work, the most antennally stimulatory component, B, was hypothesized to be (3Z,13Z)-octadecadienyl acetate ((3Z,13Z)-18:OAc). Its retention time on the four GC columns and its mass spectrum in a concentrated extract matched those of an authentic standard, thus confirming structural assignment. Components A and C were below the detection threshold of the mass spectrometer, but their retention times on the four GC columns matched those of authentic standards of (3Z,13Z)-octadecadienol ((3Z,13Z)-18:OH) and (2E,13Z)-octadecadienyl acetate ((2E,13Z)-18:OAc), respectively. Synthetic (3Z,13Z)-18:OAc, (3Z,13Z)-18:OH, and (2E,13Z)-18:OAc all elicited strong responses from male antennae, further supporting structural assignments of these three components. Of these antennally active compounds, only (3Z,13Z)-18:OAc and (3Z,13Z)-18:OH were detected in effluvia from calling female moths. In field trapping tests in Cawston, (3Z,13Z)-18:OAc alone was as attractive as, or more attractive than, binary or ternary blends containing this component. (2E,13Z)-18:OAc was behaviourally inactive alone or in combination with (3Z,13Z)-18:OAc, whereas 5% (3Z,13Z)-18:OH appeared antagonistic. Our analysis confirms that (3Z,13Z)-18:OAc is the major pheromone component in S. myopaeformis, and it alone is sufficiently attractive for use in detection surveys and development of pheromone-based controls for this introduced pest in Canada.

(Z)-11-HEXADECEN-1-OL: A BEHAVIORAL MODIFYING CHEMICAL PRESENT IN THE PHEROMONE GLAND OF FEMALE HELIOTHIS ZEA (LEPIDOPTERA: NOCTUIDAE)

1984 ◽  
Vol 116 (5) ◽  
pp. 777-779 ◽  
Author(s):  
P. E. A. Teal ◽  
J. H. Tumlinson ◽  
J. R. McLaughlin ◽  
R. Heath ◽  
R. A. Rush
Keyword(s):  
Sex Pheromone ◽  
Heliothis Zea ◽  
Field Trapping ◽  
Behavioral Effects ◽  
Pheromone Gland ◽  
Sex Pheromone Components ◽  
Pheromone Components ◽  
Lepidoptera Noctuidae

Fourteen and 16 carbon saturated and monounsaturated aldehydes have been identified as sex pheromone components for the four. species of Heliothis studied to date (Nesbitt et al. 1979; Klun et al. 1979; Teal et al. 1981). With the exception of H. zea (Boddie), the alcohol corresponding to the major aldehyde component, (Z)-1 l-hexadecen- 1-ol (Zl l-16:OH), also has been found in pheromone gland extracts of all species. We report here the identification of Zll-16:OH from pheromone gland extracts of H. zea females and the results of field trapping studies used to assess the behavioral effects of this compound on conspecific males.

Identification Of Sex Pheromone Components Of The Painted Apple Moth: A Tussock Moth With A Thermally Labile Pheromone Component

2005 ◽  
Vol 31 (3) ◽  
pp. 621-646 ◽  
Author(s):  
A. M. El-Sayed ◽  
A. R. Gibb ◽  
D. M. Suckling ◽  
B. Bunn ◽  
S. Fielder ◽  
...  
Keyword(s):  
Sex Pheromone ◽  
Pheromone Component ◽  
Tussock Moth ◽  
Sex Pheromone Components ◽  
Pheromone Components

Identification of 4 Sex Pheromone Components Isolated from Calling Females of Mamestra brassicae

1980 ◽  
Vol 35 (1-2) ◽  
pp. 45-48 ◽  
Author(s):  
D. L. Struble ◽  
H. Arn ◽  
H. R. Buser ◽  
E. Städler ◽  
J. Freuler
Keyword(s):  
Gas Chromatography ◽  
Sex Pheromone ◽  
Capillary Gas Chromatography ◽  
Synergistic Effects ◽  
Field Tests ◽  
Mamestra Brassicae ◽  
Pheromone Gland ◽  
Glass Capillary ◽  
Pheromone Components ◽  
Tetradecenyl Acetate

Abstract Evidence obtained by glass capillary gas chromatography coupled to an electroantennographic detector or a mass spectrometer confirmed that Z-11-hexadecenyl acetate is the major component in the pheromone gland washes of calling Mamestra brassicae female moths. Three other components were identified, tetradecanyl acetate, hexadecanyl acetate and E-11-hexadecenyl acetate; but none of these had obvious synergistic effects in attracting males in field tests. The attraction of males to Z -11-hexadecenyl acetate was inhibited by 0.1% Z -11-hexadecenol or 1% Z-9- tetradecenyl acetate.

scholarly journals Inter- and Intraspecific Activities of Compounds Derived from Sex Pheromone Glands of Currant Borer, Synanthedon tipuliformis (Clerck) (Lepidoptera: Sesiidae)

2006 ◽  
Vol 61 (3-4) ◽  
pp. 278-284 ◽  
Author(s):  
Raimondas Mozūraitis ◽  
Vidmantas Karaliusa ◽  
Vincas Būda ◽  
Anna-Karin Borg-Karlson
Keyword(s):  
Sex Pheromone ◽  
Pheromone Gland ◽  
Black Currant ◽  
Synanthedon Tipuliformis ◽  
Sex Pheromone Components ◽  
Sex Pheromone Gland ◽  
Pheromone Components ◽  
The One ◽  
Main Component ◽  
First Time

Gas chromatography and mass spectrometry analyses of crude sex pheromone gland extracts revealed that virgin Synanthedon tipuliformis (Clerck), currant borer (Lepidoptera: Sesiidae) females, produced 6 compounds, structurally related to sex pheromone components of clearwing moths. By comparison of retention times and mass spectra of natural products with corresponding properties of synthetic standards, these compounds were identified as: (2E,13Z)-octadeca-2,13-dien-1-yl acetate (E2,Z13-18:OAc), (3E,13Z)-octadeca-3,13-dien-1-yl acetate (E3,Z13-18:OAc), (13Z)-octadec-13-en-1-yl acetate (Z13-18:OAc), (2E,13Z)-octadeca- 2,13-dien-1-ol (E2,Z13-18:OH), (13Z)-octadec-13-en-1-ol (Z13-18:OH) and octadecan- 1-ol (18:OH) in the ratio 100:0.7:2.7:3.2:traces:traces. The first 3 compounds were previously known to occur in the sex pheromone gland extracts of currant borers, while the last 3 chemicals are now reported for the first time. Trapping tests carried out in the black currant field revealed that E2,Z13-18:OAc, when tested separately, attracted S. tipuliformis males, while addition of E3,Z13-18:OAc to the main component increased the effectiveness of E2,Z13-18:OAc over seven times. The attractiveness of 6 component lures did not differ significantly from the one of the binary mixture, confirming that E2,Z13-18:OAc and E3,Z13- 18:OAc in the ratio100:0.7 are essential sex pheromone components of S. tipuliformis. Trapping tests carried out at the dwelling place of Synanthedon scoliaeformis (Borkhausen) (Lepidoptera: Sesiidae) revealed that, in addition to intraspecific synergistic effect, E3,Z13-18:OAc increased the specificity of the pheromone signal of S. tipuliformis, acting by intraspecific mode as an attraction antagonist against S. scoliaeformis males. By this way, it ensured the specificity of the sex attraction signal of the currant borer. Consequently, both compounds E2,Z13-18:OAc and E3,Z13-18:OAc have to be present in pheromone formulations used for monitoring and/or control of S. tipuliformis to avoid effecting non-target species. Other compounds identified from the sex pheromone gland of S. tipuliformis did not show any significant interspecific activity for males of S. scoliaeformis, however, they provide a basis to achieve specificity of a pheromone signal of S. tipuliformis and could act as attraction antagonists against other clearwing moth species which, like S. tipuliformis, employ E2,Z13- 18:OAc as their sex pheromone component.

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