A trail pheromone component of the ant Mayriella overbecki Viehmeyer (Formicidae: Myrmicinae)

 The myrmicine ant Mayriella overbecki lays recruitment trails during foraging and nest emigrations. The trail pheromone originates from the poison gland. From ten identified components of the poison gland secretions only methyl 6-methylsalicylate 1 elicited trail following behavior. Received: 6 April 2000 / Accepted in revised form: 6 June 2000     

2,3-Dimethyl-5-(2-methylpropyl)pyrazine, a trail pheromone component of Eutetramorium mocquerysi Emery (1899) (Hymenoptera: Formicidae)

 The ant Eutetramorium mocquerysi (Myrmicinae) is endemic to the island of Madagascar. During foraging and nest emigration the ants lay recruitment trails with secretions from the poison gland. We identified three pyrazine compounds in the poison gland secretion: 2,3-dimethyl-5-(2-methylpropyl)pyrazine 1, 2,3-dimethyl-5-(3-methylbutyl)pyrazine 3, 2,3-dimethyl-5-(2-methylbutyl)pyrazine 4. Only the first component elicited trail-following behavior in the ants. We were unable to investigate whether the other pyrazine components have a synergistic function. Received: 21 February 2000 / Accepted in revised form: 27 June 2000     

(3R,4S)-Methyl-3-heptanol,the trail pheromone of the ant Leptogenys diminuta

We wish to thank Prof. V. Schurig (Tübingen) for lending us the columns for preliminary studies, and Prof. K. Mori (Tokyo), N. Frighetto and R. T. S. Frighetto (Erlangen) for optically active samples of 4-methyl-3-heptanol. This work was supported by the Deutsche Forschungsgemeinschaft.     

Foraging ants trade off further for faster: use of natural bridges and trunk trail permanency in carpenter ants

Trail-making ants lay pheromones on the substrate to define paths between foraging areas and the nest. Combined with the chemistry of these pheromone trails and the physics of evaporation, trail-laying and trail-following behaviours provide ant colonies with the quickest routes to food. In relatively uniform environments, such as that provided in many laboratory studies of trail-making ants, the quickest route is also often the shortest route. Here, we show that carpenter ants (Camponotus rufipes), in natural conditions, are able to make use of apparent obstacles in their environment to assist in finding the fastest routes to food. These ants make extensive use of fallen branches, twigs and lianas as bridges to build their trails. These bridges make trails significantly longer than their straight line equivalents across the forest floor, but we estimate that ants spend less than half the time to reach the same point, due to increased carriage speed across the bridges. We also found that these trails, mainly composed of bridges, are maintained for months, so they can be characterized as trunk trails. We suggest that pheromone-based foraging trail networks in field conditions are likely to be structured by a range of potentially complex factors but that even then, speed remains the most important consideration.     

The accumulation of a chemical cue: nest-entrance trail in the German yellowjacket, Vespula germanica

Vespine wasps have been shown to deposit an attractive chemical in the nest entrance. Foragers use this to help locate the nest when returning to it. We determined how many individuals need to track (pass through) the entrance before the chemical is recognized. We found a logistic response as the number of tracks increased. At 200 tracks and above there was a 75–90% positive response rate to the chemical. We found no evidence of trail-marking behavior performed by foragers inside the nest entrance. We conclude that the trail is not an evolved signal, but is a cue composed of an accumulation of hydrocarbons deposited from the legs or feet of workers as they walk on a substrate. This is the first quantitative measurement of the attractiveness of the nest-entrance chemical in a social wasp.     

A contact sex pheromone component of the emerald ash borer Agrilus planipennis Fairmaire (Coleoptera: Buprestidae)

Analyses of the elytral hydrocarbons from male and female emerald ash borer, Agrilus planipennis Fairmaire, that were freshly emerged vs. sexually mature (>10 days old) revealed a female-specific compound, 9-methyl-pentacosane (9-Me-C₂₅), only present in sexually mature females. This material was synthesized by the Wittig reaction of 2-decanone with (n-hexadecyl)-triphenylphosphonium bromide followed by catalytic reduction to yield racemic 9-Me C₂₅, which matched the natural compound by gas chromatography/mass spectrometry (retention time and EI mass spectrum). In field bioassays with freeze-killed sexually mature A. planipennis females, feral males spent significantly more time in contact and attempting copulation with unwashed females than with females that had been washed in n-hexane to remove the cuticular lipids. Hexane-washed females to which 9-Me-C₂₅ had been reapplied elicited similar contact time and percentage of time attempting copulation as unwashed females, indicating that 9-methyl-pentacosane is a contact sex pheromone component of A. planipennis. This is the first contact sex pheromone identified in the Buprestidae.     

Sex pheromone component ratios and mating isolation among three Lygus plant bug species of North America

The plant bugs Lygus hesperus, Lygus lineolaris, and Lygus elisus (Hemiptera: Miridae) are major pests of many agricultural crops in North America. Previous studies suggested that females release a sex pheromone attractive to males. Other studies showed that males and females contain microgram amounts of (E)-4-oxo-2-hexenal, hexyl butyrate, and (E)-2-hexenyl butyrate that are emitted as a defense against predators. Using gas chromatography–mass spectrometry, we found that female L. lineolaris and L. elisus have a 4:10 ratio of hexyl butyrate to (E)-2-hexenyl butyrate that is reversed from the 10:1 ratio in female L. hesperus (males of the three species have ~10:1 ratio). These reversed ratios among females of the species suggest a behavioral role. Because both sexes have nearly equal amounts of the major volatiles, females should release more to attract males. This expectation was supported because L. hesperus females released more hexyl butyrate (mean of 86 ng/h) during the night (1800–0700 hours) than did males (<1 ng/h). We used slow-rotating pairs of traps to test the attraction of species to blends of the volatiles with a subtractive method to detect synergism. Each species’ major butyrate ester was released at 3 μg/h, the minor butyrate according to its ratio, and (E)-4-oxo-2-hexenal at 2 μg/h. The resulting catches of only Lygus males suggest that (E)-4-oxo-2-hexenal is an essential sex pheromone component for all three species, (E)-2-hexenyl butyrate is essential for L. elisus and L. lineolaris, and hexyl butyrate is essential for L. hesperus. However, all three components are recognized by each species since ratios of the butyrate esters are critical for conspecific attraction and heterospecific avoidance by males and thus play a role in reproductive isolation among the three species. Because L. hesperus males and females are known to emit these major volatiles for repelling ant predators, our study links defensive allomones in Lygus bugs with an additional use as sex pheromones.