title: S-isorobinal as the female sex pheromone from an alarm pheromone-emitting mite, Rhizoglyphus setosus.
abstract: The female sex pheromone of Rhizoglyphus setosus Manson (Astigmata: Acaridae) was identified as S-isorobinal (4S-4-isopropenyl-3-oxo-1-cyclohexene-1-carboxyaldehyde), which stimulated males sexually and enhanced the frequency of the male's tapping and mounting behavior. Although the female hexane extract indicated no sign of sex pheromone activity against tested males, possibly due to the presence of the alarm pheromone neryl formate, an SiO2 column fraction containing isorobinal elicited sex pheromone activity at a dose of one female equivalent. The stereochemistry of natural isorobinal was identified as S by an HPLC using a chiral column. Both S- and R-isorobinals exhibited maximum activity at the same dose of 1 and 10 ng with a convex dose-response relationship. Amounts of S-isorobinal were determined to be 11.7 +/- 1.0 ng per female and 6.4 +/- 1.3 ng per male by GLC. This is the second example of two pheromones (the alarm pheromone neryl formate, and the sex pheromone S-isorobinal) demonstrated to be components of the same opisthonotal gland secretion.
authors.affiliation: Laboratory of Chemical Ecology, Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan.
authors.forename: Atsuko
authors.initials: A
authors.lastname: Mizoguchi
authors.forename: Kenjiro
authors.initials: K
authors.lastname: Murakami
authors.forename: Nobuhiro
authors.initials: N
authors.lastname: Shimizu
authors.forename: Naoki
authors.initials: N
authors.lastname: Mori
authors.forename: Ritsuo
authors.initials: R
authors.lastname: Nishida
authors.forename: Yasumasa
authors.initials: Y
authors.lastname: Kuwahara
mesh_terms: D040041:Acaridae / Q000737:chemistry* / Q000502:physiology; D000818:Animals; D002851:Chromatography, High Pressure Liquid; D005260:Female; D008401:Gas Chromatography-Mass Spectrometry; D008297:Male; D039821:Monoterpenes / Q000737:chemistry / Q000302:isolation & purification*; D012724:Sex Attractants / Q000302:isolation & purification* / Q000502:physiology
chemical_list: D039821:Monoterpenes; D012724:Sex Attractants; C475223:isorobinal