(1R,2S,6R)-2-Hydroxymethyl-2,6-dimethyl-3-oxabicyclo[4.2.0]octane, a new volatile released by males of the papaya borer Pseudopiazurus obesus (Col.: Curculionidae).

Sex-specific volatiles produced by males of the papaya beetle Pseudopiazurus obesus are (1R,2S)-grandisal (1), (1R,2S)-grandisol (2), and the new (1R,2S,6R)-2-hydroxymethyl-2,6-dimethyl-3-oxabicyclo[4.2.0]octane (3) termed papayanol.

Identification of sex pheromone components of the hessian fly, Mayetiola destructor.

Coupled gas chromatographic (GC)-electroantennographic detection (EAD) analyses of ovipositor extract of calling Hessian fly, Mayetiola destructor, females revealed that seven compounds elicited responses from male antennae. Four of the compounds-(2S)-tridec-2-yl acetate, (2S,10Z)-10-tridecen-2-yl acetate, (2S,10E)-10-tridecen-2-yl acetate, and (2S,10E)-10-tridecen-2-ol-were identified previously in female extracts. Two new EAD-active compounds, (2S,8Z,10E)-8,10-tridecadien-2-yl acetate and (2S,8E,10E)-8,10-tridecadien-2-yl acetate, were identified by GC-mass spectroscopy (MS) and the use of synthetic reference samples.

Enfleurage, lipid recycling and the origin of perfume collection in orchid bees.

Enfleurage, the extraction of elusive floral scents with the help of a lipophilic carrier (grease), is widely used in the perfume industry. Male neotropical orchid bees (Euglossini), which accumulate exogenous fragrances as pheromone analogues, use a similar technique. To collect fragrances, the bees apply large amounts of straight-chain lipids to odoriferous surfaces from their cephalic labial glands, which dissolve the volatiles, and the mixture is then transferred to voluminous hind-leg pockets.

Identification of the sex pheromone of the swede midge, Contarinia nasturtii.

Coupled gas chromatographic-electroantennographic detection analyses of ovipositor extracts of calling Contarinia nasturtii females revealed two compounds that elicited responses from antennae of male midges. Using synthetic reference samples, these components were identified by gas chromatography mass spectrometry and enantioselective GC as (2S,9S)-diacetoxyundecane and (2S,10S)-diacetoxyundecane. In addition, trace amounts of 2-acetoxyundecane were found in ovipositor extracts, and the (S)-enantiomer was synthesized.