| Title: | "(R)-desmolactone, a female-produced sex pheromone component of the cerambycid beetle Desmocerus californicus californicus (subfamily Lepturinae)" |
| Author(s): | Ray AM; Swift IP; McElfresh JS; Alten RL; Millar JG; |
| Address: | "Department of Biology, Xavier University, Cincinnati, OH 45207, USA. raya6@xavier.edu" |
| DOI: | 10.1007/s10886-012-0070-5 |
| ISSN/ISBN: | 1573-1561 (Electronic) 0098-0331 (Linking) |
| Abstract: | "We report the identification, synthesis, and field bioassays of a female-produced sex attractant pheromone for the cerambycid beetle Desmocerus californicus californicus Horn. Headspace volatiles from females contained a sex-specific compound, (R)-desmolactone [(4R,9Z)-hexadec-9-en-4-olide], which elicited strong responses from the antennae of adult males in coupled gas chromatography-electroantennogram analyses. Short syntheses of both enantiomers were developed from commercial chiral synthons. In field bioassays, significant numbers of males were collected in traps baited with (R)-desmolactone, whereas the (S)-enantiomer attracted no males. The racemate was less attractive than the pure (R)-enantiomer, indicating some degree of antagonism by the unnatural enantiomer. This compound is the first example of a new structural class of cerambycid pheromones, and is the second pheromone identified for a species in the subfamily Lepturinae" |
| Keywords: | Animals Biological Assay Coleoptera/drug effects/*metabolism Female Lactones/chemical synthesis/chemistry/*metabolism/pharmacology Male Sex Attractants/chemical synthesis/chemistry/*metabolism/pharmacology; |
| Notes: | "MedlineRay, Ann M Swift, Ian P McElfresh, J Steven Alten, Ronald L Millar, Jocelyn G eng Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S. 2012/02/22 J Chem Ecol. 2012 Feb; 38(2):157-67. doi: 10.1007/s10886-012-0070-5. Epub 2012 Feb 14" |
