Change search
ReferencesLink to record
Permanent link

Direct link
New type of sesiidae sex pheromone identified from the hornet moth Sesia apiformis
Show others and affiliations
2004 (English)In: Journal of Chemical Ecology, ISSN 0098-0331, E-ISSN 1573-1561, Vol. 30, no 4, 805-817 p.Article in journal (Refereed) Published
Abstract [en]

Two components of the female-produced sex pheromone of the hornet moth, Sesia apiformis, were identified as (3Z, 13Z)-octadeca-3,13-dien-1-ol (3Z, 13Z-18:OH) and (2E, 13Z)-octadeca-2,13-dienal (2E, 13Z-18:Al), a pheromone structure new in Sesiidae. Pooled gland extracts showed the two major compounds in a proportion of ca. 2:3, while SPME-investigations on single calling females revealed a ratio of ca. 1:7. Although the single compounds were not attractive, a 2: 3 mixture proved to be highly active towards males in field tests. Small amounts of (2E, 13Z)-octadecadienol (2E, 13Z-18:OH) were found in the sex pheromone gland of females, however, the biological significance of the compound remains unclear. Methyl sulfide was found to readily react with 2-alkenals, providing an effective new method for the characterization of this type of compound upon GC/MS. The derivatives, 1,1,3-tris(methylthio)alkanes, are the products of the addition of methyl sulfide to the double bond and the transformation of the carbonyl group into the corresponding bis(methylthio)acetal. The mass spectra of these compounds are characterized by diagnostic signals at m/z 107 and/or m/z 121. These fragments represent the first carbon unit or the first two carbon units of the derivative, respectively. The parent signal in the spectra of thiomethyl derivatives of 2-alkenals showing no other double bonds is represented by m/z M+-121, formed upon loss of the first two carbon units. By employing a solution of methyl sulfide in dimethyl sulfide, the double bond positions in 2E, 13Z-18:Al could be fully characterized by GC/MS.

Place, publisher, year, edition, pages
2004. Vol. 30, no 4, 805-817 p.
Keyword [en]
pheromone, Lepidoptera, Sesiidae, field trapping, 2-alkenal, methyl sulphide, webbing clothes moth, species lepidoptera, mass-spectrometry, attractants, tineid, 2, 13-octadecadienyl, components, aldehydes, acetates
National Category
Analytical Chemistry Ecology
URN: urn:nbn:se:kth:diva-23433DOI: 10.1023/B:JOEC.0000028433.67396.93ISI: 000221530700009ScopusID: 2-s2.0-3542992714OAI: diva2:342131

QC 20111028

Available from: 2010-08-10 Created: 2010-08-10 Last updated: 2016-05-25Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full textScopus

Search in DiVA

By author/editor
Borg-Karlson, Anna-KarinMozuraitis, Raimondas
By organisation
ChemistryOrganic Chemistry
In the same journal
Journal of Chemical Ecology
Analytical ChemistryEcology

Search outside of DiVA

GoogleGoogle Scholar
The number of downloads is the sum of all downloads of full texts. It may include eg previous versions that are now no longer available

Altmetric score

Total: 66 hits
ReferencesLink to record
Permanent link

Direct link