The clip cage conundrum: Assessing the interplay of confinement method and aphid genotype in fitness studies.

Behavior and fitness are important ecological traits frequently measured in insect bioassays. A common method to measure them in soft-bodied herbivorous insects involves confining individuals to plant leaves using clip cages. Although studies have previously highlighted the negative effects of clip cages on leaf physiology, little is known about the impact that using this confinement method has on insect fitness. The responses of different aphid genotypes/clones to different containment methods have not previously been investigated. Here we measured key fitness traits (intrinsic rate of natural increase, mean relative growth rate, time to reach reproductive adulthood and population doubling time) in the potato aphid, Macrosiphum euphorbiae Thomas (Hemiptera: Aphididae), when confined to plants using two methods: (1) clip cages to confine aphids to individual strawberry leaves and (2) a mesh bag to confine aphids to whole strawberry plants. Our study identified a strong negative impact on all the measured aphid fitness traits when using clip cages instead of mesh bags. We also identified genotype-specific differences in response to confinement method, where clip cage confinement differentially affected the fitness of a given aphid genotype compared to the same genotype on whole plants. These results suggest that clip cage use should be carefully considered when experiments seek to quantify insect fitness and that whole plants should be used wherever possible. Given the prevalence of clip cage use in insect bioassays, our results highlight the need for caution when interpreting the existing literature as confinement method significantly impacts aphid fitness depending on their genotype.

Assessing the potential of biopesticides to control the cabbage stem flea beetle Psylliodes chrysocephala.

BACKGROUND: Cabbage stem flea beetle (CSFB) is an economically important pest of oilseed rape crops in Europe that was effectively controlled by neonicotinoid insecticide seed treatments until they were banned by the European Union in 2013. Since then, CSFB has been a difficult pest to control effectively, in part due to many populations having developed resistance to pyrethroids, the only authorized insecticides used to control this pest in many countries. Alternative solutions are therefore necessary, such as biopesticides. We tested an entomopathogenic fungus, three entomopathogenic bacteria isolates, two fatty acids and azadirachtin against CSFB adults under laboratory conditions. We also tested the efficacy of the pyrethroid insecticide lambda-cyhalothrin. RESULTS: Fatty acids were effective, with up to 100% CSFB mortality after 24 h. The entomopathogenic fungus Beauveria bassiana resulted in up to 56% mortality 14 days after treatment. Entomopathogenic bacteria formulations and azadirachtin were not effective (<50% and <40% mortality, respectively). Results from a bioassay using lambda-cyhalothrin indicated that the CSFB used in this study were resistant to this insecticide. CONCLUSION: Entomopathogenic fungi and fatty acids could potentially be used to control CSFB as part of an integrated pest management programme. This study is the first to investigate the efficacy of different biopesticides to control CSFB under laboratory conditions. As such, these biopesticides require further testing to optimise the formulation and application methods, and to assess the impact on nontarget organisms. Finally, efficacy under field conditions must be determined to understand the influence of environmental variables. © 2023 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.

Potential of Entomopathogenic Nematodes to Control the Cabbage Stem Flea Beetle Psylliodes chrysocephala.

Cabbage stem flea beetle (CSFB) is an important pest of oilseed rape that was controlled by neonicotinoid seed treatments until they were banned for this use in 2013. Since then, CSFB has been a difficult pest to control, partly due to widespread resistance to pyrethroid insecticides. Alternate solutions are necessary. Here, four entomopathogenic nematode (EPN) species were tested against CSFB adults under laboratory conditions. In addition, a bioassay was completed to test for EPN compatibility with a range of adjuvants (glycerin, xanthan gum and flame retardant) to protect EPNs from UV radiation and desiccation. Results show that EPNs have the potential to control CSFB adults under laboratory conditions. Heterorhabditis bacteriophora caused 75% CSFB mortality at a concentration of 4000 nematodes/mL after six days, Steinernema feltiae caused 80% CSFB mortality when applied at a concentration of 40,000 nematodes/mL after two days, Steinernema carpocapsae caused 85% mortality at a concentration of 10,000 nematodes/mL after six days, and Steinernema kraussei caused no more than 70% CSFB mortality overall compared to the water control, which led to 23% mortality. Steinernema feltiae and H. bacteriophora survival was 100% when exposed to adjuvants, except S. feltiae with glycerin and H. bacteriophora with flame retardant. Further research to evaluate the efficacy of EPN and adjuvants under field conditions is necessary.

Decoding attraction: Improving vine weevil monitoring by exploiting key sensory cues.

BACKGROUND: Monitoring is an integral component of integrated pest management (IPM) programmes used to inform crop management decisions. Vine weevil, Otiorhynchus sulcatus F. (Coleoptera: Curculionidae), continues to cause economically significant losses in horticultural crops due to an inability to reliably detect the presence of this species before crop damage occurs. To improve vine weevil monitoring we investigated the behavioural responses of adult vine weevils to visual (monitoring tool shade/colour, height and diameter as well as the effect of monitoring tool and plant density) and olfactory (host plant and conspecifics) cues under glasshouse conditions. RESULTS: Monitoring tool shade, height and diameter all influenced monitoring tool efficacy, with individuals exhibiting a preference for black, tall and wide monitoring tools. The total number of individuals recorded in monitoring tools increased with monitoring tool density. By contrast, plant density did not influence the number of individuals recorded in monitoring tools. Yew-baited monitoring tools retained a larger number of individuals compared to unbaited ones. Similarly, more vine weevils were recorded in monitoring tools baited with yew and conspecifics than in unbaited monitoring tools or those baited with only yew. Baiting monitoring tools with conspecifics alone did not enhance the number of vine weevils recorded in monitoring tools. CONCLUSIONS: Our study confirms that visual and olfactory cues influence vine weevil behaviour. This provides information on key factors that influence vine weevil monitoring tool efficacy and can be used to inform the development of a new monitoring tool for this pest. © 2023 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.

Truchet-tile structure of a topologically aperiodic metal-organic framework.

When tiles decorated to lower their symmetry are joined together, they can form aperiodic and labyrinthine patterns. Such Truchet tilings offer an efficient mechanism of visual data storage related to that used in barcodes and QR codes. We show that the crystalline metal-organic framework [OZn4][1,3-benzenedicarboxylate]3 (TRUMOF-1) is an atomic-scale realization of a complex three-dimensional Truchet tiling. Its crystal structure consists of a periodically arranged assembly of identical zinc-containing clusters connected uniformly in a well-defined but disordered fashion to give a topologically aperiodic microporous network. We suggest that this unusual structure emerges as a consequence of geometric frustration in the chemical building units from which it is assembled.

Machine learning accelerated high-throughput screening of zeolites for the selective adsorption of xylene isomers.

The production of widely used polymers such as polyester currently relies upon the chemical separation of and transformation of xylene isomers. The least valuable but most prevalent isomer is meta-xylene which can be selectively transformed into the more useful and expensive para-xylene isomer using a zeolite catalyst but at a high energy cost. In this work, high-throughput screening of existing and hypothetical zeolite databases containing more than two million structures was performed, using a combination of classical simulation and deep neural network methods to identify promising materials for selective adsorption of meta-xylene. Novel anomaly detection techniques were applied to the heavily biased classification task of identifying structures with a selectivity greater than that of the best performing existing zeolite, ZSM-5 (MFI topology). Eight hypothetical zeolite topologies are found to be several orders of magnitude more selective towards meta-xylene than ZSM-5 which may provide an impetus for synthetic efforts to realise these promising materials. Moreover, the leading hypothetical frameworks identified from the screening procedure require a markedly lower operating temperature to achieve the diffusion seen in existing materials, suggesting significant energetic savings if the frameworks can be realised.

Optimising Vine Weevil, Otiorhynchus sulcatus F. (Coleoptera: Curculionidae), Monitoring Tool Design.

Vine weevil, Otiorhynchus sulcatus F. (Coleoptera: Curculionidae), is an economically important insect pest of horticultural crops. To identify an effective and reliable monitoring system for adult vine weevil, this study investigated the influence of colour, height and entrance position on the efficacy of a model monitoring tool using modified paper cups as refuges. Vine weevil preferences were determined by the number of individuals recorded within a refuge. When provided with a binary choice between black or white refuges, vine weevil adults showed a preference for black refuges. Vine weevils provided with a range of coloured refuges (blue, green, red and yellow) in addition to black and white refuges showed a preference for black and blue over the other colours and white refuges in group choice experiments. Refuge height and entrance position also influenced vine weevil behaviour with individuals exhibiting a preference for taller refuges and those with entrance openings around the refuge base. These results provide insights into refuge selection by adult vine weevils, which can be exploited to improve monitoring tool design. The importance of developing an effective monitoring tool for vine weevil adults as part of an integrated pest management programme is discussed.

Vine Weevil, Otiorhynchus sulcatus (Coleoptera: Curculionidae), Management: Current State and Future Perspectives.

Vine weevil, also known as black vine weevil, Otiorhynchus sulcatus, has been one of the most economically important pest species of global horticultural crops for the past five decades. This period has seen many changes in crop protection practices, including wide-scale adoption of biological controls such as entomopathogenic nematodes and fungi in place of conventional synthetic insecticides. Despite the experimental efficacy of these controls, growers continue to report significant crop losses associated with vine weevil infestation. We argue that simply switching from synthetic insecticides to biological controls, rather than using these controls as part of an integrated management program, is a key factor in the continued importance of this pest. An improved understanding of vine weevil biology and ecology is at the center of the development of truly integrated pest management programs. To this end, we identify opportunities created through recent vine weevil research and highlight key knowledge gaps in which further research may contribute to improved future management approaches.

Effect of host plant on the life history of the carnation tortrix moth Cacoecimorpha pronubana (Lepidoptera: Tortricidae).

The carnation tortrix moth, Cacoecimorpha pronubana (Hübner, [1799]) (Lepidoptera: Tortricidae), is one of the most economically important insect species affecting the horticultural industry in the UK. The larvae consume foliage, flowers or fruits, and/or rolls leaves together with silken threads, negatively affecting the growth and/or aesthetics of the crop. In order to understand the polyphagous behaviour of this species within an ornamental crop habitat, we hypothesized that different host plant species affect its life history traits differently. This study investigated the effects of the host plant species on larval and pupal durations and sizes, and fecundity (the number of eggs and the number and size of egg clutches). At 20°C, 60% RH and a 16L:8D photoperiod larvae developed 10, 14, 20 and 36 days faster when reared on Christmas berry, Photinia (Rosaceae), than on cherry laurel, Prunus laurocerasus (Rosaceae), New Zealand broadleaf, Griselinia littoralis (Griseliniaceae), Mexican orange, Choisya ternata (Rutaceae), and firethorn, Pyracantha angustifolia (Rosaceae), respectively. Female pupae were 23.8 mg heavier than male pupae, and pupal weight was significantly correlated with the duration of larval development. The lowest and the highest mean numbers of eggs were produced by females reared on Pyracantha (41) and Photinia (202), respectively. Clutch size differed significantly among moths reared on different host plants, although the total number of eggs did not differ. This study showed that different ornamental host plants affect the development of C. pronubana differently. Improved understanding of the influence of host plant on the moth's life history parameters measured here will help in determining the economic impact that this species may have within the ornamental plant production environment, and may be used in developing more accurate crop protection methodologies within integrated pest management of this insect.

Mating behaviour, mate choice and female resistance in the bean flower thrips (Megalurothrips sjostedti).

Many species of thrips (Thysanoptera) in the family Thripidae form mating aggregations, but the adaptive significance of these aggregations and the extent of male and female mate choice is poorly understood. We studied the mating behaviour of the bean flower thrips Megalurothrips sjostedti (Trybom) (Thysanoptera: Thripidae), which forms male aggregations and occurs across sub-Saharan Africa. We tested whether males choose mates by female age or mating status. No-choice mating bioassays with one male and one female were used to simulate the way males usually encounter only one female at a time in aggregations in the field. Virgin females violently resisted mating attempts by males, but we found no compelling evidence to establish whether this was indiscriminate or was screening suitable males. Younger males (1-2 days old) did not discriminate females by age (1-2 or 7-10 days old), but older males (7-10 days old) avoided mating with older females. Any male choice by female mating status (virgin or mated) was weak or absent. The mating behaviour of M. sjostedti shows broad similarities with that of other thrips species that form aggregations, but also shows some distinct and novel differences, which can help our understanding of the adaptive significance of aggregations.

Stability of Patches of Higher Population Density within the Heterogenous Distribution of the Gray Field Slug Deroceras reticulatum in Arable Fields in the UK.

Exploitation of heterogenous distributions of Deroceras reticulatum, in arable fields by targeting molluscicide applications toward areas with higher slug densities, relies on these patches displaying sufficient spatio-temporal stability. Regular sampling of slug activity/distribution was undertaken using 1 ha rectangular grids of 100 refuge traps established in 22 commercial arable field crops. Activity varied significantly between the three years of the study, and the degree of aggregation (Taylor's Power Law) was higher in fields with higher mean trap catches. Hot spot analysis detected statistically significant spatial clusters in all fields, and in 162 of the 167 individual assessment visits. The five assessment visits in which no clusters were detected coincided with low slug activity (≤0.07 per trap). Generalized Linear Models showed significant spatial stability of patches in 11 fields, with non-significant fields also characterized by low slug activity (≤1.2 per trap). Mantel's permutation tests revealed a high degree of correlation between location of individual patches between sampling dates. It was concluded that patches of higher slug density were spatio-temporally stable, but detection using surface refuge traps (which rely on slug activity on the soil surface) was less reliable when adverse environmental conditions resulted in slugs retreating into the upper soil horizons.

High Throughput Methods in the Synthesis, Characterization, and Optimization of Porous Materials.

Porous materials are widely employed in a large range of applications, in particular, for storage, separation, and catalysis of fine chemicals. Synthesis, characterization, and pre- and post-synthetic computer simulations are mostly carried out in a piecemeal and ad hoc manner. Whilst high throughput approaches have been used for more than 30 years in the porous material fields, routine integration of experimental and computational processes is only now becoming more established. Herein, important developments are highlighted and emerging challenges for the community identified, including the need to work toward more integrated workflows.

Locomotor behaviour promotes stability of the patchy distribution of slugs in arable fields: Tracking the movement of individual Deroceras reticulatum.

BACKGROUND: The distribution of the grey field slug (Deroceras reticulatum Müller) in arable fields is characterised by patches containing higher slug densities dispersed within areas of lower densities. Behavioural responses that lead to the spatial/temporal stability of these patches are poorly understood, thus this study investigated behavioural mechanisms underpinning slug distribution using a new method for long-term tracking of individual slug movement in the field. RESULTS: A technique for implanting radio frequency identification (RFID) tags (each with a unique identification code) beneath the body wall of slugs was developed. Laboratory tests indicated no consistent detrimental effect on survival, feeding, egg laying or locomotor behaviour (velocity, distance travelled). Movement of individual slugs above and below the soil surface was recorded for >5 weeks (in spring and autumn) in winter wheat fields. Most (~80%) foraged within a limited area; and at the end of the observation period were located at a mean distance of 78.7 ± 33.7 cm (spring) or 101.9 ± 24.1 cm (autumn) from their release point. The maximum detected distance from the release point was 408.8 cm. The remaining slugs (~20%) moved further away and ultimately were lost. CONCLUSIONS: RFID tagging allowed continuous tracking of individual slugs, even below the soil surface. Localised movement of 80% of tracked slugs over 5 weeks offers a mechanism promoting stable slug patches in arable crops. Rapid dispersal of the remaining slugs facilitates exchange of individuals between patches. Precision targeting of pesticides at such stable slug patches may facilitate reduced usage. © 2020 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.

Catch me if you can: the influence of refuge / trap design, previous feeding experience, and semiochemical lures on vine weevil (Coleoptera: Curculionidae) monitoring success.

BACKGROUND: Vine weevil, Otiorhynchus sulcatus F. (Coleoptera: Curculionidae), is one of the most economically important pest species of berry and ornamental crops globally. Monitoring this nocturnal pest can be difficult and time consuming and the efficacy of current tools is uncertain. Without effective monitoring tools, implementation of integrated pest management strategies is challenging. This study tests the relative efficacy of a range of vine weevil monitoring tools. Whether host-plant volatiles and weevil feeding experience influence vine weevil capture is also tested. RESULTS: Monitoring tool efficacy differed overall between the six monitoring tool designs tested and ranged from catches of 0.4% to 26.7% under semi-field conditions. Previous feeding experience influenced vine weevil behavior. In yew conditioned populations, 39% of the weevils responded to and were retained in the trap baited with yew foliage while 37% of weevils from Euonymus fortunei conditioned populations responded to and were retained in the trap baited with E. forunei foliage. A simple synthetic lure consisting of (Z)-2-pentenol + methyl eugenol also increased vine weevil catches compared with an unbaited trap. CONCLUSION: Demonstrating differences in the efficacy of different monitoring tool designs is an important first step for developing improved methods for monitoring vine weevil populations within crops. This study presents the first direct comparison of vine weevil monitoring tool designs and indicates that trap efficacy can be improved by baiting with host-plant material or a synthetic lure based on host-plant volatiles. © 2019 Society of Chemical Industry.

Electrophysiological and Behavioral Responses of Adult Vine Weevil, Otiorhynchus sulcatus (Coleoptera: Curculionidae), to Host Plant Odors.

Vine weevil, Otiorhynchus sulcatus F. (Coleoptera: Curculionidae), is an economically important pest species in many soft-fruit and ornamental crops. Economic losses arise from damage to the roots, caused by larvae, and to the leaves, caused by adults. As adults are nocturnal and larvae feed below ground, infestations can be missed initially, with controls applied too late. In the absence of a vine weevil sex or aggregation pheromone, the development of an effective semiochemical lure for better management of this pest is likely to focus on host-plant volatiles. Here, we investigate the electrophysiological and behavioral responses of adult vine weevils to volatile organic compounds (VOCs) originating from their preferred host plant Euonymus fortunei, and synthetic VOCs associated with this host when presented individually or as blends. Consistent electroantennographic responses were observed to a range of generalist VOCs. Behavioral responses of weevils to VOCs, when presented individually, were influenced by concentration. Vine weevil adults showed directional movement toward a mixture of seven plant volatiles, methyl salicylate, 1-octen-3-ol, (E)-2-hexenol, (Z)-3-hexenol, 1-hexanol, (E)-2-pentenol, and linalool, even though no, or negative, responses were recorded to each of these compounds presented individually. Similarly, vine weevils showed directional movement toward a 1:1 ratio mixture of (Z)-2-pentenol and methyl eugenol. Results presented here point to the importance of blends of generalist compounds and their concentrations in the optimization of a lure.

Investigating the potential of an autodissemination system for managing populations of vine weevil, Otiorhynchus sulcatus (Coleoptera: Curculionidae) with entomopathogenic fungi.

Vine weevil, also known as black vine weevil, (Otiorhynchus sulcatus) is an economically important pest affecting soft fruit and nursery stock in temperate regions. We used laboratory and polytunnel experiments to investigate a novel control system based on autodissemination of spores of an entomopathogenic fungus to populations of adult vine weevils. The fungus was applied as a conidial powder, used on its own or formulated with talc, to a simple plastic refuge for vine weevils. The potential for adult weevils to disseminate the fungus was investigated first in polytunnel experiments using fluorescent powders applied to the refuge in lieu of fungal conidia. In this system, 88% of adult weevils came in contact with the powder within 48 h. When the powder was applied to five adult weevils that were then placed within a population of 35 potential recipients, it was transmitted on average to 75% of the recipient population within 7 days. Three isolates of entomopathogenic fungi (Beauveria bassiana isolate codes 433.99 and 1749.11 and Metarhizium brunneum isolate code 275.86), selected from a laboratory virulence screen. These three isolates were then investigated for efficacy when applied as conidial powders in artificial refuges placed among populations of adult weevils held in experimental boxes in the laboratory at 20 °C. Under this regime, the fungal isolates caused 70-90% mortality of adult weevils over 28 days. A final polytunnel experiment tested the efficacy of conidial powders of M. brunneum 275.86 placed in artificial refuges to increase vine weevil mortality. Overall weevil mortality was relatively low (26-41%) but was significantly higher in cages in which the conidial powders were placed in refuge traps than in cages with control traps. The lower weevil mortality recorded in the polytunnel experiment compared to the laboratory test was most likely a consequence of the greater amounts of inoculum required to kill adult weevils when conditions fluctuate between favourable and unfavourable temperatures e.g. below 15 °C. The potential of an autodissemination system for entomopathogenic fungi as a means of controlling vine weevil as part of an integrated pest management programme is discussed.

Factors affecting trap catch in pheromone-based monitoring of saddle gall midge Haplodiplosis marginata (Diptera: Cecidomyiidae).

BACKGROUND: The saddle gall midge, Haplodiplosis marginata (von Roser) (Diptera: Cecidomyiidae), is a pest of cereal crops in Europe. Outbreaks are difficult to predict and effective monitoring tools are required to ensure the effectiveness of pest management options. The female sex pheromone (R)-2-nonyl butyrate provides the basis of a highly effective lure for this insect. Here, we demonstrate how the success of this lure can be influenced by parameters such as trap location, lure age, and interference between traps fitted with these lures. RESULTS: A pheromone lure containing (R)-2-nonyl butyrate attracted male midges for at least 9 weeks under field conditions. Pheromone-baited traps performed best when situated away from field margins and below the height of the crop. Interference between nearby traps was evident at distances <20 m. CONCLUSION: The results presented here offer new insights into the behavioural responses of male H. marginata to the female sex pheromone and provide practical recommendations for the use of H. marginata pheromone traps in the field. © 2017 Society of Chemical Industry.

Varying responses of insect herbivores to altered plant chemistry under organic and conventional treatments.

The hypothesis that plants supplied with organic fertilizers are better defended against insect herbivores than those supplied with synthetic fertilizers was tested over two field seasons. Organic and synthetic fertilizer treatments at two nitrogen concentrations were supplied to Brassica plants, and their effects on the abundance of herbivore species and plant chemistry were assessed. The organic treatments also differed in fertilizer type: a green manure was used for the low-nitrogen treatment, while the high-nitrogen treatment contained green and animal manures. Two aphid species showed different responses to fertilizers: the Brassica specialist Brevicoryne brassicae was more abundant on organically fertilized plants, while the generalist Myzus persicae had higher populations on synthetically fertilized plants. The diamondback moth Plutella xylostella (a crucifer specialist) was more abundant on synthetically fertilized plants and preferred to oviposit on these plants. Glucosinolate concentrations were up to three times greater on plants grown in the organic treatments, while foliar nitrogen was maximized on plants under the higher of the synthetic fertilizer treatments. The varying response of herbivore species to these strong differences in plant chemistry demonstrates that hypotheses on defence in organically grown crops have over-simplified the response of phytophagous insects.

Modifying the alkylglucosinolate profile in Arabidopsis thaliana alters the tritrophic interaction with the herbivore Brevicoryne brassicae and parasitoid Diaeretiella rapae.

Arabidopsis thaliana was used as an experimental model plant to investigate a tritrophic interaction between the plant, a specialist aphid herbivore, Brevicoryne brassicae, and its natural enemy, the parasitoid Diaeretiella rapae. The A. thaliana ecotype Col-5 was transformed with a functional 2-oxoglutarate dependent dioxygenase (BniGSL-ALK) that converts 3-methylsulfinylpropylglucosinolate and 4-methylsulfinylbutylglucosinolate to 2-propenylglucosinolate and 3-butenylglucosinolate, respectively. This transformation results in a change in the glucosinolate hydrolysis profile where 3-butenylisothiocyanate, 2-propenylisothiocyanate and 5-vinyloxazolidine-2-thione are produced in contrast to the wild-type plant where 4-methylsulfinylbutylisothiocyanate is the main product. Performance of B. brassicae was affected negatively by transforming Col-5 with BniGSL-ALK in terms of mean relative growth rates. In a series of behavioral bioassays, naïve D. rapae females were able to discriminate between B. brassicae infested and uninfested Col-5 plants transformed with BniGSL-ALK, with parasitoids showing a preference for B. brassicae infested plants. By contrast, naïve D. rapae females were unable to discriminate between aphid infested and uninfested Col-5 plants. Subsequent air entrainments of B. brassicae infested Col-5 plants transformed with BniGSL-ALK further confirmed the presence of 3-butenylisothiocyanate in the headspace. By contrast, no glucosinolate hydrolysis products were recorded from similarly infested Col-5 plants.

(S)-2-acetoxy-5-undecanone, female sex pheromone of the raspberry cane midge, Resseliella theobaldi (Barnes).

The raspberry cane midge, Resseliella theobaldi, is a widespread pest of cultivated red raspberry in Europe. Pheromone-baited traps could provide a much-needed, accurate means to monitor the pest. Volatiles collected separately from virgin female and male midges were analyzed by gas chromatography (GC) coupled to mass spectrometry (MS) to reveal four female-specific components. In analyses by GC coupled to electroantennographic (EAG) recording from the antennae of a male midge, at least three of these components elicited responses. Based on its GC retention indices and mass spectrum, we propose that the major component is 2-acetoxy-5-undecanone and confirm this by synthesis of the racemic compound in seven steps and 63% yield from 4-pentenoic acid. The three minor components were each present at approximately 30% of the major component and were identified as 2-undecanone, (S)-2-acetoxyundecane, and (S)-2-undecanol by comparison of GC retention times and mass spectra with those of synthetic standards. GC analyses of the female-produced volatiles on an enantioselective column showed that only one enantiomer of 2-acetoxy-5-undecanone was present, and this was found to be the S-enantiomer by hydrolytic kinetic resolution of an epoxide intermediate in the synthesis and also by enantioselective hydrolysis of the racemic acetate with a lipase enzyme. The two enantiomers were also separated by high-performance liquid chromatography on an enantioselective column for field tests. In two field trapping tests, (S)-2-acetoxy-5-undecanone was highly attractive to male R. theobaldi; the R-enantiomer was not attractive. The racemic compound was just as attractive as the S-enantiomer, and addition of the three minor components in racemic form at two different loads did not affect catches. The pheromone could be dispensed from both rubber septa and polyethylene vials for at least 1 month under field conditions, but the former was preferred as it gave more uniform release. 2-Acetoxy-5-undecanone belongs to a new group of pheromone structures in the Cecidomyiidae, most others being mono- or diesters.