| Title: | "Identification of female-produced sex pheromone of the honey locust gall midge, Dasineura gleditchiae" |
| Author(s): | Molnar B; Karpati Z; Szocs G; Hall DR; |
| Address: | "Plant Protection Institute, Hungarian Academy of Sciences, H-1525, Budapest, P.O. Box 102, Hungary" |
| DOI: | 10.1007/s10886-009-9641-5 |
| ISSN/ISBN: | 1573-1561 (Electronic) 0098-0331 (Linking) |
| Abstract: | "The honey locust gall midge, Dasineura gleditchiae Osten Sacken 1866 (Diptera: Cecidomyiidae) is the main pest of ornamental varieties of the honey locust tree, Gleditsia triacanthos L., in North America, and is now becoming a pest of concern in Europe. Female midges were observed to emerge in the early morning with their ovipositor extended until they mated. Volatiles were collected from virgin females in a closed-loop stripping apparatus and analyzed by gas chromatography (GC) coupled to electroantennographic (EAG) recording from the antenna of a male midge. A single EAG response was observed, which was assumed to be to the major component of the female sex pheromone. This was identified as (Z)-2-acetoxy-8-heptadecene by comparison of its mass spectrum and GC retention times on different columns with those of synthetic standards and by micro-analytical reactions. This compound was synthesized, and the individual enantiomers were produced by kinetic resolution with lipase from Candida antarctica. Analysis of the naturally-produced compound on a cyclodextrin GC column indicated it was the (R)-enantiomer. In EAG dose-response measurements, the (R)-enantiomer alone or in the racemic mixture evoked significant responses from the antennae of male D. gleditchiae, whereas the (S)-enantiomer did not. In field trapping tests, the (R)-enantiomer attracted male D. gleditchiae. The racemic compound was equally attractive, but the (S)-enantiomer was not attractive. Both the pure (R)-enantiomer or racemic (Z)-2-acetoxy-8-heptadecene, applied to red rubber septa in a dose range of 3-30 microg, constitute a strongly attractive bait in sticky traps for monitoring the flight of D. gleditchiae" |
| Keywords: | "Alkenes/analysis Animals Diptera/*physiology Electrophysiology Female Gas Chromatography-Mass Spectrometry Male Sex Attractants/*chemistry Sexual Behavior, Animal Stereoisomerism;" |
| Notes: | "MedlineMolnar, Bela Karpati, Zsolt Szocs, Gabor Hall, David R eng Research Support, Non-U.S. Gov't 2009/05/22 J Chem Ecol. 2009 Jun; 35(6):706-14. doi: 10.1007/s10886-009-9641-5. Epub 2009 May 21" |
