Predicted Mutual Solubilities in Water + C5-C12 Hydrocarbon Systems. Results at 298 K

Mutual solubilities of water with n-alkanes, cycloalkanes, iso-alkanes (branched alkanes), alkenes, alkynes, alkadienes, and alkylbenzenes were calculated at 298 K for 153 systems not yet measured. Recommended data for 64 systems reported in the literature were compared with the predicted values. The solubility of the hydrocarbons in water was calculated with a thermodynamically based equation, which depends on specific properties of the hydrocarbon. The concentration in the second coexisting liquid phase (water in hydrocarbon) was calculated using liquid-liquid equilibrium with an equation of state, which takes into account the self-association of water and co-association of water with π-bonds of the hydrocarbons.

Cuticle Hydrocarbons Show Plastic Variation under Desiccation in Saline Aquatic Beetles

In the context of aridification in Mediterranean regions, desiccation resistance and physiological plasticity will be key traits for the persistence of aquatic insects exposed to increasing desiccation stress. Control of cuticular transpiration through changes in the quantity and composition of epicuticular hydrocarbons (CHCs) is one of the main mechanisms of desiccation resistance in insects, but it remains largely unexplored in aquatic ones. We studied acclimation responses to desiccation in adults of two endemic water beetles from distant lineages living in Mediterranean intermittent saline streams: Enochrus jesusarribasi (Hydrophilidae) and Nebrioporus baeticus (Dytiscidae). Cuticular water loss and CHC composition were measured in specimens exposed to a prior non-lethal desiccation stress, allowed to recover and exposed to a subsequent desiccation treatment. E. jesusarribasi showed a beneficial acclimation response to desiccation: pre-desiccated individuals reduced cuticular water loss rate in a subsequent exposure by increasing the relative abundance of cuticular methyl-branched compounds, longer chain alkanes and branched alkanes. In contrast, N. baeticus lacked acclimation capacity for controlling water loss and therefore may have a lower physiological capacity to cope with increasing aridity. These results are relevant to understanding biochemical adaptations to drought stress in inland waters in an evolutionary and ecological context.

Immune stimulation alters chemical profiles of Tribolium castaneum

Rapid recognition of disease cues is essential for preventing pathogenic infections and for disease management in group-living animals. Healthy individuals across taxa can detect illness in other conspecifics and adjust their responses to limit further infections of themselves and the group. However, little is known about potential changes in chemical phenotypes due to disease, which may mediate these responses. We here asked whether individual immune experience resulting from wounding or the injection of heat-killed bacteria of Bacillus thuringiensis (i.e., immune priming) leads to changes in the chemical profiles of adult red flour beetles (Tribolium castaneum). This group-living insect species is a well-studied example for both immune priming as a form of innate immune memory and niche construction via 'external immunity', i.e., the secretion of quinone-containing antimicrobials into the flour. Upon interaction with wounded conspecifics, naive beetles were previously found to not only up-regulate immunity, but moreover reduce gene expression of the evolutionary capacitor HSP90, an effect that has the potential to enhance adaptability. We here used gas chromatography-flame-ionisation detection (GC-FID) to study the composition of stink gland secretions and cuticular hydrocarbons (CHCs) of immune-primed and wounded beetles compared to controls. The overall profiles as well as target compounds of the stink gland secretions showed transient, slight changes after these treatments, particularly in wounded females. Priming and wounding led to pronounced changes in CHC profiles with increases in the proportion of methyl-branched alkanes. Furthermore, we found sex-specific differences, that were particularly pronounced in the CHCs, although the changes due to immune stimulation were overall similar in both sexes. We suggest that CHCs are potential candidates for the transfer of information related to individual immunological experience into the group.

Upgrading of Heavy Oil in a Hydrothermal System in the Presence of Modified Aluminosilicates

The results of upgrading heavy crude oil with a density of 0.9857 g/cm3 and a sulfur content of 3.6% wt. are presented. In an environment of superheated steam in the temperature range 355-375°C and pressures up to 14 MPa in the presence of iron-modified natural aluminosilicates. The use of modified aluminosilicates containing oxides of iron, aluminum and silicon in the process of upgrading heavy oil led to a twofold decrease in the content of resinous-asphaltene components in it. In addition, the upgrading process led to an increase in the content in light fractions, boiling up to a temperature of 300°C, of the converted oil of branched alkanes with a high octane number, as well as to a decrease in oil viscosity by 60%.

The Exocrine Chemistry of the Parasitic Wasp Sphecophaga orientalis and Its Host Vespa orientalis: A Case of Chemical Deception?

The main challenge facing a parasite of social insects lies in deceiving its host’s detection and defense systems in order to enter and survive within the host colony. Sphecophaga orientalis is an ichneumonid wasp that parasitizes the pupae of the Oriental hornet Vespa orientalis. In Israel’s Mediterranean region, this parasitoid infects on average 23.48% (8–56%) of the host pupal cells. Observation of colonies brought to the laboratory revealed that the parasite moves around within the colony without being aggressed by the host workers. To assess how the parasite evades host detection and defense, we compared the cuticular hydrocarbon (CHC) profiles of both species. There was little similarity between the parasite and the host workers’ CHC, refuting the hypothesis of chemical mimicry. The parasite’s CHCs were dominated by linear alkanes and alkenes with negligible amounts of branched alkanes, while the host workers’ CHCs were rich in branched alkanes and with little or no alkenes. Moreover, the parasite cuticular wash was markedly rich in oleic acid, previously reported as a cue eliciting necrophoric behavior. Since nests of Oriental hornets are typified by large amounts of prey residues, we suggest that, due to its unfamiliar CHCs and the abundance of oleic acid, the parasite is considered as refuse by the host. We also detected rose oxide in the parasitoid head extracts. Rose oxide is a known insect repellent, and can be used to repel and mitigate aggression in workers. These two factors, in concert, are believed to aid the parasite to evade host aggression.

The Importance of Methyl-Branched Cuticular Hydrocarbons for Successful Host Recognition by the Larval Ectoparasitoid Holepyris sylvanidis

Cuticular hydrocarbons (CHCs) of host insects are used by many parasitic wasps as contact kairomones for host location and recognition. As the chemical composition of CHCs varies from species to species, the CHC pattern represents a reliable indicator for parasitoids to discriminate host from non-host species. Holepyris sylvanidis is an ectoparasitoid of beetle larvae infesting stored products. Previous studies demonstrated that the larval CHC profile of the confused flour beetle, Tribolium confusum, comprises long chain linear and methyl-branched alkanes (methyl alkanes), which elicit trail following and host recognition in H. sylvanidis. Here we addressed the question, whether different behavioral responses of this parasitoid species to larvae of other beetle species are due to differences in the larval CHC pattern. Our study revealed that H. sylvanidis recognizes and accepts larvae of T. confusum, T. castaneum and T. destructor as hosts, whereas larvae of Oryzaephilus surinamensis were rejected. However, the latter species became attractive after applying a sample of T. confusum larval CHCs to solvent extracted larvae. Chemical analyses of the larval extracts revealed that CHC profiles of the Tribolium species were similar in their composition, while that of O. surinamensis differed qualitatively and quantitatively, i.e. methyl alkanes were present as minor components on the cuticle of all Tribolium larvae, but were absent in the O. surinamensis CHC profile. Furthermore, the parasitoid successfully recognized solvent extracted T. confusum larvae as hosts after they had been treated with a fraction of methyl alkanes. Our results show that methyl alkanes are needed for host recognition by H. sylvanidis.

LAMINAR BURNING VELOCITY OF INDIVIDUAL HYDROCARBONS AND KEROSENE SURROGATES

Surrogate fuel blends are often used in laboratory experiments and in combustion modeling to reproduce important characteristics of real transportation fuels. Fuel surrogates usually consist of a few class-representative hydrocarbons such as normal and branched alkanes, aromatics, and cycloalkanes. The complexity of a particular blend depends on the number of combustion properties (targets) taken into account. Most often, binary [1] and ternary blends were suggested as kerosene surrogates; yet, in some cases, a single species, n-decane [2], was used to make comparison with kerosene combustion characteristics such as burning velocity and, for example, to determine the emission of polycyclic aromatic hydrocarbons, complex 4-6 component surrogates.

Cuticular Chemistry of the Queensland Fruit Fly Bactrocera tryoni (Froggatt)

The cuticular layer of the insect exoskeleton contains diverse compounds that serve important biological functions, including the maintenance of homeostasis by protecting against water loss, protection from injury, pathogens and insecticides, and communication. Bactrocera tryoni (Froggatt) is the most destructive pest of fruit production in Australia, yet there are no published accounts of this species’ cuticular chemistry. We here provide a comprehensive description of B. tryoni cuticular chemistry. We used gas chromatography-mass spectrometry to identify and characterize compounds in hexane extracts of B. tryoni adults reared from larvae in naturally infested fruits. The compounds found included spiroacetals, aliphatic amides, saturated/unsaturated and methyl branched C12 to C20 chain esters and C29 to C33 normal and methyl-branched alkanes. The spiroacetals and esters were found to be specific to mature females, while the amides were found in both sexes. Normal and methyl-branched alkanes were qualitatively the same in all age and sex groups but some of the alkanes differed in amounts (as estimated from internal standard-normalized peak areas) between mature males and females, as well as between mature and immature flies. This study provides essential foundations for studies investigating the functions of cuticular chemistry in this economically important species.