| Title: | "The absolute configuration of the sex pheromone of the citrophilous mealybug, Pseudococcus calceolariae" |
| Author(s): | Unelius CR; El-Sayed AM; Twidle A; Bunn B; Zaviezo T; Flores MF; Bell V; Bergmann J; |
| Address: | "The New Zealand Institute for Plant & Food Research Ltd, Canterbury Research Centre, Lincoln, New Zealand. rikard.unelius@lnu.se" |
| DOI: | 10.1007/s10886-010-9904-1 |
| ISSN/ISBN: | 1573-1561 (Electronic) 0098-0331 (Linking) |
| Abstract: | "The absolute configuration of the sex pheromone of the citrophilous mealybug, Pseudococcus calceolariae, was determined to be (1R,3R)-[2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropyl]methyl (R)-2-acetoxy-3-methylbutanoate. NMR, derivatization reactions, chiral gas chromatography-mass spectrometry, and comparison with synthetic chiral reference compounds, were used to determine the absolute configuration of this compound. This activity of this compound was further confirmed by testing synthetic stereoisomers of the compound as lures in traps for adult male mealybugs. Traps baited with 1,000 mug of the pheromone compound caught 36 times more males than traps baited with virgin females. A mixture of stereoisomers of the pheromone compound can be used for field trapping without adverse effects on trap catch. A comparison with the structures of other sex pheromones of mealybugs is presented" |
| Keywords: | "Animals Butyric Acid/chemistry/pharmacology Female Hemiptera/*chemistry/drug effects Male Sex Attractants/*chemistry/pharmacology Sexual Behavior, Animal/drug effects Stereoisomerism;" |
| Notes: | "MedlineUnelius, C Rikard El-Sayed, Ashraf M Twidle, Andrew Bunn, Barry Zaviezo, Tania Flores, M Fernanda Bell, Vaughn Bergmann, Jan eng Research Support, Non-U.S. Gov't 2011/01/19 J Chem Ecol. 2011 Feb; 37(2):166-72. doi: 10.1007/s10886-010-9904-1. Epub 2011 Jan 18" |
