| Title: | Chemical ecology of astigmatid mites LXXXVII. S-(+)-isopiperitenone: re-identification of the alarm pheromone as the female sex pheromone in Tyrophagus similis (Acari: Acaridae) |
| Author(s): | Maruno G; Mori N; Kuwahara Y; |
| Address: | "Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto, Japan" |
| DOI: | 10.1007/s10886-012-0059-0 |
| ISSN/ISBN: | 1573-1561 (Electronic) 0098-0331 (Linking) |
| Abstract: | "Behavioral analysis revealed that S-(+)-isopiperitenone [(S)-3-methyl-6-isopropenyl-2-cyclohexen-1-one], previously identified as an alarm pheromone, is also the female sex pheromone of Tyrophagus similis (Astigmata: Acaridae), showing maximum male attraction at a dose of 0.1 female equivalent. Although the antipode, R-(-)-isopiperitenone, was not detectable in the mite extract, this synthetic optical isomer (80% e.e.) also induced activity at a dose of 100 ng, a response indicative of S-(+)-isopiperitenone being the active compound. The average content was determined to be 38.5 ng per female and 19.8 ng per male. This is the first example of an astigmatid mite species possessing a compound that functions as an alarm as well as a sex pheromone" |
| Keywords: | Acaridae/*chemistry/*drug effects Animals Biological Assay *Ecological and Environmental Phenomena Female Gonadal Steroid Hormones/*analysis/chemistry/*pharmacology Male Monoterpenes/*analysis/chemistry/*pharmacology Stereoisomerism; |
| Notes: | "MedlineMaruno, Gorou Mori, Naoki Kuwahara, Yasumasa eng Research Support, Non-U.S. Gov't 2012/01/11 J Chem Ecol. 2012 Jan; 38(1):36-41. doi: 10.1007/s10886-012-0059-0. Epub 2012 Jan 10" |
