Complexity of Chemical Emissions Increases Concurrently with Sexual Maturity in Heliconius Butterflies.

Pheromone communication is widespread among animals. Since it is often involved in mate choice, pheromone production is often tightly controlled. Although male sex pheromones (MSPs) and anti-aphrodisiacs have been studied in some Heliconius butterfly species, little is known about the factors affecting their production and release in these long-lived butterflies. Here, we investigate the effect of post-eclosion age on chemical blends from pheromone-emitting tissues in Heliconius atthis and Heliconius charithonia, exhibiting respectively free-mating and pupal-mating strategies that are hypothesised to differently affect the timing of their pheromone emissions. We focus on two different tissues: the wing androconia, responsible for MSPs used in courtship, and the genital tip, the production site for anti-aphrodisiac pheromones that affect post-mating behaviour. Gas chromatography-mass spectrometric analysis of tissue extracts from virgin males and females of both species from day 0 to 8 post-eclosion demonstrates the following. Some ubiquitous fatty acid precursors are already detectable at day 0. The complexity of the chemical blends increases with age regardless of tissue or sex. No obvious difference in the time course of blend production was evident between the two species, but female tissues in H. charithonia were more affected by age than in H. atthis. We suggest that compounds unique to male androconia and genitals and whose amount increases with age are potential candidates for future investigation into their roles as pheromones. While this analysis revealed some of the complexity in Heliconius chemical ecology, the effects of other factors, such as the time of day, remain unknown.

Selective Microwave-Assisted Pyrolysis of Cellulose towards Levoglucosenone with Clay Catalysts.

Levoglucosenone (anhydrosugar) is one of the most promising chemical platforms derived from the pyrolysis of biomass. It is a chiral building block for pharmaceuticals as well as an intermediate in the production of solvents and polymers. Therefore, the development of cost-efficient, low-energy production methods is vital for a future sustainable biorefinery. Here, a novel, green approach to the production of levoglucosenone was developed by using a microwave (MW)-assisted pyrolysis of cellulose in the presence of readily available clays. It was shown that natural and pillared clays in the presence of MW irradiation significantly increase the yield of levoglucosenone from cellulose. Both the water content and the presence of acid centres are critical characteristics that influence the yield and distribution of catalysed products. A unique experiment was designed by using a synergetic effect between different types of catalysts, which enhanced the levoglucosenone yield to 12.3 wt % with 63 % purity.