The male pheromone of the old house borerHylotrupes bajulus (L.) (Coleoptera: Cerambycidae): Identification and female response

We report here the identification of the long-range, male-produced sex pheromone of the Old house borerHylotrupes bajulus. Chemical analysis of hexane extracts obtained by surface extraction from dissected prothoracic glands and from headspace samples of the two sexes, revealed male-specific compounds: (3R)-3-hydroxy-2-hexanone, 2-hydroxy-3-hexanone, the diastereomeric diols (2R, 3R)-2,3-hexanediol and (2S, 3R)-2,3-hexanediol, 2,3-hexanedione, as well as 1-butanol.In wind tunnel bioassays we tested the influence of these male-specific compounds from the prothoracal glands on the behaviour of unmated and mated females. Specific behavioural sequences of the tested females (activity, running behaviour, searching, cleaning, flying, extension of ovipositor) were recorded. Unmated females were attracted by male beetles, headspace extracts of males, synthetic blends of the major pheromone compounds as well as by the components (3R)-3-hydroxy-2-hexanone, and the diastereomeric diols. Hexane, female beetles and 2,3-hexanedione did not attract unmated females. The reactions of mated females to male beetles and headspace samples did not differ significantly from those of the controls.The results of the bioassays show that the two-stage premating behaviour is initiated by emission of a long-range sex pheromone from the male prothoracal glands, which functions as an activator, attractant, and possibly aphrodisiac for unmated females.     

Volatile sex pheromone in the female German cockroach

Virgin German cockroach adult females release an attractant that can be extracted with organic solvents and trapped from air blown over sexually receptive females. Behavioral assays with an olfactometer showed that the attractant was produced exclusively by adult females and it elicited behavioral responses in adult males, confirming its function as a female sex pheromone. Using behavioral and electrophysiological assays, we localized the site of pheromone production on the tenth abdominal tergite where an adult female-specific gland is found. Females whose glands were ablated were significantly less attractive to males than sham-operated control females.     

Two related butterfly species avoid oviposition near each other's eggs

Summary Some butterfly species avoid egg-laying on plants which already bear conspecific eggs, and thus reduce food competition between their offspring. In twoPieris species the females produce in their accessory glands an oviposition-deterring pheromone (ODP), which is combined with the egg during oviposition. The ODP collected from eggs or accessory glands ofP. brassicae inhibits oviposition byP. rapae and vice versa. The ODP of either species stimulates tarsal receptors in both species. The antennae of the two pierids respond to the volatiles of their own and each other's eggs. Thus the ODPs of the two species may reduce not only intraspecific, but also interspecific food competition between their larvae.     

Green leaf volatiles interrupt aggregation pheromone response in bark beetles infesting southern pines

Summary Green leaf volatiles were shown to interrupt responses to aggregation pheromones of three species of bark beetles (Coleoptera: Scolytidae) which infest pines in the southern United States [the southern pine beetle,Dendroctonus frontalis Zimm.; the four-spined engraver,Ips avulsus (Eichhoff); and the five-spined engraver,Ips grandicollis (Eichhoff)]. The order of effectiveness of the compounds tested for each species was hexanal>hexanal+hexan-1-ol>hexan-1-ol. Neither hexanal, hexan-1-ol nor hexanal+hexan-1-ol was as effective in interrupting pheromone responses ofD. frontalis as verbenone, a known inhibitor of this species. Other than interspecific chemical signals, this is the first report of an interruptant forIps species, and the only report of a pheromone interruptant active for bothIps andDendroctonus species.     

First identification of a trail pheromone of an army ant (Aenictus species)

Totally blind army ants carry out massive and highly organised foraging raids, apparently guided by chemical stimuli. Until now, this phenomenon has not been closely analysed. The existence of a trail pheromone in a postpygidial gland of anAenictus species has been demonstrated and the substances identified as methyl anthranilate and methyl nicotinate The pheromone consists of two parts: a primer effect, caused by methyl nicotinate, which prepares workers to follow trails, but is not itself followed, and a releaser effect, due to methyl anthranilate, which causes trail-following only in conjunction with the primer substance.     

Hormonal control of pheromone responsiveness in the male black cutwormAgrotis ipsilon

In Lepidoptera, reproduction is linked to chemical communication between conspecific partners. When exposed to the female sex pheromone, males respond by exhibiting typical sexual behaviour which leads to mating. Here we show that presence of the juvenile hormone producing gland (corpora allata) of the male black cutworm,Agrotis ipsilon, is necessary for pheromone responsiveness. Allatectomized males do not show any sexual behaviour, although their antennal olfactory system is functional. Allatectomized males implanted with active corpora allata recover full pheromone receptivity. It is suggested that reproductive processes are synchronized in males and females through endocrine control; timing of the mating activity could serve as an adaptive strategy linked to the migratory behaviour of this species.     

Endogenous suppression of pheromone production in virgin female moths

Summary Sexual receptivity generally is reduced in moths after mating. We found that even in virginHeliothis zea females the titer of pheromone declines after the third night of adult life, although the number of eggs laid increases. Reduction in pheromone titer is not due to reduced amounts of pheromone biosynthesis activating neuropeptide. We have discovered that a substance present in the bursa, ovaries and hemolymph of senescing virgins suppresses pheromone production. A similar factor was found in 2-day-old mated females indicating that both virgin and mated females use this factor to suppress pheromone production.     

The legs ofMusca domestica andGlossina morsitans females as the site of sex pheromone release

Summary The site of sex pheromone release inMusca domestica andGlossina morsitans is the legs. Unicellular glands restricted to the tarsi and to the tibia are proposed as the source of the pheromone. The structure of the glands is described.Acknowledgments. TheMusca domestica stock, obtained from Dr H. Penner at the Department of Health, Jerusalem, was the insecticide-susceptible strain of the WHO Centre, The Zoological Institute, University of Pavia, Italy. Dr A.M. Jordan of the Tsetse Research Laboratory at Bristol suppliedGlossina morsitans pupae.     

Mating attempts between the Scarlet Tiger Moth,Callimorpha dominula L., and the Cinnabar Moth,Tyria jacobaeae L. (Lepidoptera: Arctiidae), involve a common sex pheromone composition

It has been suggested that a common sex pheromone composition may account for interspecific sexual interactions observed with certain moths in the Arctiidae. In this study, it is demonstrated that the sex pheromones released by females of the Scarlet Tiger Moth,Callimorpha dominula L., and the Cinnabar Moth,Tyria jacobaeae L., have similar activities and elute at the same retention time on analysis by coupled gas chromatography (GC)-electrophysiology with males from each species. Peak enhancement on GC, chiral GC and coupled GC-mass spectrometry using authentic compounds show that the sex pheromone for bothC. dominula andT. jacobaeae is (3Z,6Z,9S,10R)-9,10-epoxyheneicosa-3,6-diene.     

3-Ethyl-2,5-dimethylpyrazine,a component of the trail pheromone of the antMessor bouvieri

Summary 3-Ethyl-2,5-dimethylpyrazine, found in the poison gland of workers, induces trail following in the Mediterranean harvester antMessor bouvieri. The poison gland contains on average 9 ng of this trail pheromone component. The alkaloids anabasine and anabaseine are also present in this gland, but induce no reaction in workers. Trail following is also induced by substances present in the Dufour gland, but the combined effect of both glands shows no synergism.     

Evidence for inhibition of corpora allata activity in workers ofBombus terrestris by a pheromone from the queen's mandibular glands

Summary Queens ofBombus terrestris inhibit the activity of worker corpora allata by means of a pheromone which is produced in their mandibular glands. Exstirpated and homogenized glands as well as an extract of the queen's body surface show the same inhibitory effect as a living unmutilated queen. The pheromone remains on the body only for 1 day after the queen has been killed. The activity of the corpora allata of workers was determined volumetrically as well as by means of a juvenile hormone synthesis in vitro assay.Acknowledgment. The work was supported by the Netherlands Organisation for the advancement of pure research, ZWO.     

Sex pheromone conversion and degradation in antennae of the silkworm mothBombyx mori L.

Summary In living antennae of the silkworm mothBombyx mori L. the pheromone compound (E, Z)-10,12-hexadecadienol and hexadecanol are enzymatically converted to their corresponding fatty aldehydes, acids and long-chain fatty acid esters. The pheromone is completely degraded at high rates in the antennae of freshly hatched moths. The polar volatile [³H]metabolites exclusively consist of tritiated water. The half-life of the pheromone is about 2.5 min in males and 0.5 min in females. Drying inactivates the enzymes responsible for pheromone oxidation.Dedicated to Professor Adolf Butenandt on the occasion of his 85th birthday     

Evidence for an aphrodisiac pheromone of femaleDrosophila

Summary We report here direct evidence for the involvement of a pheromone in the induction of male wing vibration, an important fixed action of theDrosophila melanogaster courtship pattern. This chemical stimulus is produced by mature females but not by mature males. The behavioral response is proportional to the pheromone concentration.Acknowledgments. Thanks are due to Drs Y. Hotta, S. Benzer and C. Descoins for stimulating discussions at the beginning of this work. Most of it was performed in the Centre de Génétique Moléculaire du C.N.R.S. We want to acknowledge their financial support.     

Identification of an oviposition-regulating pheromone in the European grapevine moth,Lobesia botrana (Lepidoptera: Tortricidae)

The oviposition of the European grapevine moth (EGVM)Lobesia botrana can be deterred by an extract of conspecific eggs corresponding to 20 egg equivalents. The reduction of the oviposition behavior is dose-dependent. Nine chemicals have been extracted from the eggs and identified as straight chain fatty acids and esters of fatty acids. A mixture of these rather simple molecules induces the same levels of deterrence as the total extract. It might be possible to use oviposition regulating pheromone in the future for the control of EGVM populations.     

Occurrence of a pheromone-producing gland in female tobacco beetles

Summary A pheromone-producing gland was discovered in the second abdominal segment of virgin female tobacco beetles,Lasioderma serricorne (Fabricius). The gland duct extends to an orifice below the genital pore and is supported by a rigid invagination of the integument. Hexane extracts of intact pheromone glands were found attractive to male tobacco beetles and also induced high receptor potentials in the olfactory sensilla of the antennae of maleL. serricorne. A surface extract of virgin females proved to be significantly more attractive than an extract of pheromone glands.     

Confirmation of sex pheromone biosynthesis from (16-D3)palmitic acid in the turnip moth using capillary gas chromatography

Summary (16-D₃)palmitic acid was applied topically to pheromone glands of the turnip moth. After incubation omega labeled analogues of fatty acid methyl esters and acetates were identified by gas chromatography with flame ionization detection and selected ion monitoring. The pheromone components (Z)-5-decenyl, (Z)-7-dodecenyl- and (Z)-9-tetradecenyl acetate were all biosynthesized from palmitic acid along a common pathway.     

Recruitment communication and pheromone trails in the neotropical ants,Leptothorax (Nesomyrmex) spininodis andL. (N.) echinatinodis

Leptothorax (Nesomyrmex) spininodis andL. (N.) echinatinodis workers lay pheromone trails when returning from food sources to their nests. Workers from within the nest begin following the trail almost immediately upon the successful forager's return and do not require a leader. The trail remains effective for about four minutes under our laboratory conditions but it is unclear whether the trail alone is sufficient to induce recruitment or whether additional signals, perhaps emitted within the nest, are involved. Pheromone trails of this type have not previously been documented for leptothoracine ants.     

A sex pheromone from the mandibular glands in bumblebee queens

Summary In this paper it is shown that the mandibular glands of young bumblebee queens produce a species-specific sex pheromone. From our results it becomes obvious that the pheromone is a releaser for the mating attempts made by the conspecific males.Supported by The Netherlands Organisation for the advancement of Pure Research ZWO.     

o-Aminoacetophenone,a pheromone that repels honeybees (Apis mellifera L.)

Summary o-Aminoacetophenone is a pheromone produced by virgin honeybee queens and released with feces. In small social groups, the pheromone repels and is used to terminate agonistic interactions between queens and workers.     

Alarm pheromone of grain aphids

Zusammenfassung In den GetreideblattläusenRhopalosiphum padi, Metopolophium dirhodum undMacrosiphum (Sitobion) avenae und in der grünen PfirsichblattlausMyzus persicae wurde -Farnesen als das Alarmpheromon nachgewiesen.

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Alarm pheromone of grain aphids