Enantiomeric Discrimination in Insects: The Role of OBPs and ORs

Olfaction is a complex recognition process that is critical for chemical communication in insects. Though some insect species are capable of discrimination between compounds that are structurally similar, little is understood about how this high level of discrimination arises. Some insects rely on discriminating between enantiomers of a compound, demonstrating an ability for highly selective recognition. The role of two major peripheral olfactory proteins in insect olfaction, i.e., odorant-binding proteins (OBPs) and odorant receptors (ORs) has been extensively studied. OBPs and ORs have variable discrimination capabilities, with some found to display highly specialized binding capability, whilst others exhibit promiscuous binding activity. A deeper understanding of how odorant-protein interactions induce a response in an insect relies on further analysis such as structural studies. In this review, we explore the potential role of OBPs and ORs in highly specific recognition, specifically enantiomeric discrimination. We summarize the state of research into OBP and OR function and focus on reported examples in the literature of clear enantiomeric discrimination by these proteins

Harnessing microbial volatiles to replace pesticides and fertilizers

Global agricultural systems are under increasing pressure to deliver sufficient, healthy food for a growing population. Seasonal inputs, including synthetic pesticides and fertilizers, are applied to reduce losses by pathogens, and enhance crop biomass, although their production and application can also incur several economic and environmental penalties. New solutions are therefore urgently required to enhance crop yield whilst reducing dependence on these seasonal inputs. Volatile Organic Compounds (VOCs) produced by soil microorganisms may provide alternative solutions, due to their ability to inhibit fungal pathogens, induce plant resistance against pathogens, and enhance plant growth promotion. This review will highlight recent advances in our understanding of these biological activities of microbial VOCs (mVOCs), providing perspectives on research required to develop them into viable alternatives to current unsustainable seasonal inputs. This can identify potential new avenues for mVOC research and stimulate discussion across the academic community 25 and agri-business sector

Novel and holistic approaches are required to realise allelopathic potential for weed management

Allelopathy, i.e. plant-plant inhibition via the release of secondary metabolites into the environment, has potential for the management of weeds by circumventing herbicide resistance. However, mechanisms underpinning allelopathy are notoriously difficult to elucidate, hindering real-world application either in the form of commercial bioherbicides or allelopathic crops. Such limited application is exemplified by evidence of limited knowledge of the potential benefits of allelopathy among end-users. Here, we examine potential applications of this phenomenon, paying attention to novel approaches and influential factors requiring greater consideration, with the intention of improving the reputation and uptake of allelopathy. Avenues to facilitate more effective allelochemical discovery are also considered, with a view to stimulating the identification of new compounds and allelopathic species. Synthesis and Applications: We conclude that tackling increasing weed pressure on agricultural productivity would benefit from greater integration of the phenomenon of allelopathy, which in turn would be greatly served by a multi-disciplinary and exhaustive approach, not just through more effective isolation of the interactions involved, but through greater consideration of factors which may influence them in the field, facilitating optimisation of their benefits for weed management

Recent progress in the synthesis of homotropane alkaloids adaline, euphococcinine and N-methyleuphococcinine

The 9-azabicyclo[3.3.1]nonane ring system is present in several insect- and plant-derived alkaloids. (−)-Adaline (1) and (+)-euphococcinine (2), found in secretions of Coccinelid beetles, and (+)-N-methyleuphococcinine (3), isolated from the Colorado blue spruce Picea pungens, are members of this alkaloid family. Their unique bicyclic system with a quaternary stereocenter, and the potent biological activity exerted by these homotropane alkaloids, make them attractive synthetic targets. This work aims briefly to review the chemical ecology of Adalia bipunctata and the recent methodologies to obtain adaline (1), euphococcinine (2), and N-methyleuphococcinine (3)

Bumblebee electric charge stimulates floral volatile emissions in Petunia integrifolia but not in Antirrhinum majus

The timing of volatile organic compound (VOC) emission by flowering plants often coincides with pollinator foraging activity. Volatile emission is often considered to be paced by environmental variables, such as light intensity, and/or by circadian rhythmicity. The question arises as to what extent pollinators themselves provide information about their presence, in keeping with their long co-evolution with flowering plants. Bumblebees are electrically charged and provide electrical stimulation when visiting plants, as measured via the depolarisation of electric potential in the stem of flowers. Here, we test the hypothesis that the electric charge of foraging bumblebees increases the floral volatile emissions of bee pollinated plants. We investigate the change in VOC emissions of two bee-pollinated plants (Petunia integrifolia and Antirrhinum majus) exposed to the electric charge typical of foraging bumblebees. P. integrifolia slightly increases its emissions of a behaviorally and physiologically active compound in response to visits by foraging bumblebees, presenting on average 121 pC of electric charge. We show that for P. integrifolia, strong electrical stimulation (600-700 pC) promotes increased volatile emissions, but this is not found when using weaker electrical charges more representative of flying pollinators (100 pC). Floral volatile emissions of A. majus were not affected by either strong (600-700 pC) or weak electric charges (100 pC). This study opens a new area of research whereby the electrical charge of flying insects may provide information to plants on the presence and phenology of their pollinators. As a form of electroreception, this sensory process would bear adaptive value, enabling plants to better ensure that their attractive chemical messages are released when a potential recipient is present

Nitrogen pair-induced temperature insensitivity of the band gap of GaNSb alloys

The temperature dependence of the band gap of GaN x Sb1−x films with x ≤ 1.3% has been studied in the 1.1–3.3 m (0.35–1.1 eV) range using infrared absorption spectroscopy between 4.2 and 300 K. As with other dilute nitride semiconductors, the temperature dependence of the band gap is reduced by alloying with nitrogen when compared to the host binary compound. However, for GaNSb, the smallest variation of the band gap with temperature is observed for samples with the lowest N content for which the band gap is almost totally insensitive to temperature changes. This contrasts with the more widely studied GaN x As1−x alloys in which the band gap variation with temperature decreases with increasing N content. The temperature-dependent absorption spectra are simulated within the so-called band anticrossing model of the interaction between the extended conduction band states of the GaSb and the localized states associated with the N atoms. The N next-nearest neighbor pair states are found to be responsible for the temperature insensitivity of the band gap of the GaNSb alloys as a result of their proximity to the conduction band edge giving them a more pronounced role than in GaNAs alloys

Sustainable risk management of emerging contaminants in municipal wastewaters

This article is available open access through the publisher’s website at the link below. Copyright @ 2009 The Royal Society.The presence of emerging contaminants in municipal wastewaters, particularly endocrine-disrupting compounds such as oestrogenic substances, has been the focus of much public concern and scientific attention in recent years. Due to the scientific uncertainty still surrounding their effects, the Precautionary Principle could be invoked for the interim management of potential risks. Therefore, precautionary prevention risk-management measures could be employed to reduce human exposure to the compounds of concern. Steroid oestrogens are generally recognized as the most significant oestrogenically active substances in domestic sewage effluent. As a result, the UK Environment Agency has championed a ‘Demonstration Programme’ to investigate the potential for removal of steroid oestrogens and alkylphenol ethoxylates during sewage treatment. Ecological and human health risks are interdependent, and ecological injuries may result in increased human exposures to contaminants or other stressors. In this context of limiting exposure to potential contaminants, examining the relative contribution of various compounds and pathways should be taken into account when identifying effective risk-management measures. In addition, the explicit use of ecological objectives within the scope of the implementation of the EU Water Framework Directive poses new challenges and necessitates the development of ecosystem-based decision tools. This paper addresses some of these issues and proposes a species sensitivity distribution approach to support the decision-making process related to the need and implications of sewage treatment work upgrade as risk-management measures to the presence of oestrogenic compounds in sewage effluent

Inefficient weapon—the role of plant secondary metabolites in cotton defence against the boll weevil

Plant cultivar selection for resistance to herbivore pests is an effective, environmentally safe and inexpensive method to implement in integrated pest management programs. In this study, we evaluated seven cotton genotypes with respect to the production of volatile organic compounds (VOCs) and non-volatile compounds (terpenoid aldehydes (TAs)), and the attraction and feeding preference of adult boll weevils. Chemical analyses of VOCs from BRS-293, BRS-Rubi, CNPA TB-15, CNPA TB-85, CNPA TB-90, Delta Opal, and Empire Glandless showed that there were few qualitative and quantitative differences across the range of genotypes. In contrast, major differences in TA content were observed, with CNPA TB-15 and CNPA TB-85 producing higher levels of TAs compared to the other genotypes. Our results showed that boll weevil attraction and feeding behaviour was not positively or negatively influenced by the terpenoid content (volatile and non-volatile compounds) of cotton genotypes. The results in this study suggest that boll weevils have adapted physiologically to cope with cotton chemical defence mechanisms

Characterisation of aphid antixenosis in aphid-resistant ancestor wheat, Triticum monococcum

BACKGROUND: Due to the increasing presence of insecticide resistance across cereal aphid populations, new aphid management strategies, including the engineering of host resistance to aphids into commercial wheat varieties, are required. Previous studies have identified ancestor wheat, Triticum monococcum accessions MDR045 and MDR049, with resistance against the grain aphid, Sitobion avenae. To test the hypothesis that resistance can be accounted for by antixenosis (reduced attractiveness of host plants) via the release of repellent volatile organic compounds (VOCs), we explored the response of S. avenae to MDR045 and MDR049 following S. avenae herbivory, using behaviour and electrophysiology experiments. RESULTS: In four-arm olfactometry assays, alate S. avenae showed aphid-density dependent reduced preference to VOC extracts from T. monococcum MDR045 and MDR049. By contrast, alate S. avenae showed aphid-density dependent increased preference to extracts from hexaploid wheat, T. aestivum var Solstice and T. monococcum MDR037. Coupled gas chromatography-electroantennography (GC-EAG), using the antennae of alate S. avenae, located 24 electrophysiologically active compounds across all tested accessions. Synthetic blends created from 21 identified EAG-active compounds confirmed bioactivity of corresponding VOC extracts in four-arm olfactometry assays against alate S. avenae. CONCLUSION: Our data suggest that resistance of T. monococcum MDR045 and MDR049 to S. avenae can be at least partially accounted for by antixenosis, through antennal perception of specific repellent VOC blends induced by S. avenae feeding behaviour