3-hexenylacetate and 3-hexen-1-ol

Green leaf volatiles (GLVs) have been reported to play an important role in the host-locating behavior of several folivores that feed on angiosperms. However, next to nothing is known about how the green leafhopper, Empoasca vitis, chooses suitable host plants and whether it detects differing emission levels of GLV components among genetically different tea varieties. Here we found that the constitutive transcript level of the tea hydroperoxide lyase (HPL) gene CsiHPL1, and the amounts of (Z)-3-hexenyl acetate and of total GLV components are significantly higher in tea varieties that are susceptible to E. vitis (Enbiao (EB) and Banzhuyuan (BZY)) than in varieties that are resistant to E. vitis (Changxingzisun (CX) and Juyan (JY)). Moreover, the results of a Y-tube olfactometer bioassay and an oviposition preference assay suggest that (Z)-3-hexenyl acetate and (Z)-3-hexenol offer host and oviposition cues for E. vitis female adults. Taken together, the two GLV components, (Z)-3-hexenol and especially (Z)-3-hexenyl acetate, provide a plausible mechanism by which tea green leafhoppers distinguish among resistant and susceptible varieties. Future research should be carried out to obtain the threshold of the above indices and then assess their reasonableness. The development of practical detection indices would greatly improve our ability to screen and develop tea varieties that are resistant to E. vitis.

Topics: Acetates; Aldehydes; Animals; Camellia sinensis; Cues; Food Chain; Hemiptera; Herbivory; Hexanols; Plant Proteins

Grapevine leaves (Vitis vinifera L. var. Malvasia Fina and Touriga Franca) under culinary treatment (blanching and boiling at 60, 75 and 90min) were studied for their color, pigments and volatile fraction changes. Blanching and boiling caused a decrease in luminosity and a loss of green coloration in both varieties, while a yellow-brownish color arose. Significant correlations were established between the loss of green color (monochromatic variable a

Topics: Acetates; Aldehydes; Color; Cooking; Hexanols; Pigments, Biological; Plant Leaves; Vitis; Volatilization

Vegetation emits a class of oxygenated hydrocarbons--the green leaf volatiles (GLVs)--under stress or damage. Under foggy conditions GLVs might be a source of secondary organic aerosol (SOA) via aqueous reactions with hydroxyl radical (OH), singlet oxygen ((1)O2*), and excited triplet states ((3)C*). To examine this, we determined the aqueous kinetics and SOA mass yields for reactions of (3)C* and (1)O2* with five GLVs: methyl jasmonate (MeJa), methyl salicylate (MeSa), cis-3-hexenyl acetate (HxAc), cis-3-hexen-1-ol (HxO), and 2-methyl-3-butene-2-ol (MBO). Second-order rate constants with (3)C* and (1)O2* range from (0.13-22) × 10(8) M(-1) s(-1) and (8.2-60) × 10(5) M(-1) s(-1) at 298 K, respectively. Rate constants with (3)C* are independent of temperature, while values with (1)O2* show significant temperature dependence (Ea = 20-96 kJ mol(-1)). Aqueous SOA mass yields for oxidation by (3)C* are (84 ± 7)%, (80 ± 9)%, and (38 ± 18)%, for MeJa, MeSa, and HxAc, respectively; we did not measure yields for other conditions because of slow kinetics. The aqueous production of SOA from GLVs is dominated by (3)C* and OH reactions, which form low volatility products at a rate that is approximately half that from the parallel gas-phase reactions of GLVs.

Topics: Acetates; Aerosols; Cyclopentanes; Hexanols; Hydroxyl Radical; Kinetics; Oxygen; Oxylipins; Pentanols; Plant Leaves; Salicylates; Singlet Oxygen; Temperature; Volatile Organic Compounds; Volatilization; Water

Traps suitable for catching female Agriotes click beetles may provide better reconnaissance than pheromone-baited traps which catch only males, thereby contributing to more efficient crop protection. The basis for this study came from (i) observations of female Agriotes brevis (Candeze) aggregating beneath foliage of Medicago sativa (L.) and Lolium italicum (A. Br.) placed on plastic sheets on bare soil, and (ii) field tests demonstrating attraction of females to traps baited with foliage from these plants. The aim was to identify and field test volatile compounds from M. sativa and L. italicum leaves.. A number of electrophysiologically active chemicals were identified from headspace extracts of M. sativa and L. italicum. Three different synthetic blends of the identified compounds, comprising four, seven and nine components, were field tested. The four- and nine-component blends caught more female A. brevis than unbaited traps, with the proportion of females not differing between blends.. The plant-derived blends were shown to catch female A. brevis under field conditions when applied in traps. Of these, the four-component blend, given its relatively simple composition [(Z)-3-hexenyl acetate:methyl benzoate:(Z)-3-hexen-1-ol:methyl salicylate 300:5:30:30 mg bait(-1)], may be a suitable 'standard' blend for bait optimisation.

Topics: Acetates; Animals; Arthropod Antennae; Behavior, Animal; Coleoptera; Female; Hexanols; Italy; Lolium; Medicago sativa; Pheromones; Plant Leaves; Salicylates; Volatile Organic Compounds

Attraction of the soybean pod borer, Leguminivora glycinivorella (Matsumura), an economically important pest of soybean, to nine plant volatiles, alone or combined with two kinds of synthetic sex pheromone, ((E,E)-8,10-dodecadienyl acetate (EE8,10-12:Ac), or a blend of EE8,10-12:Ac and (E)-10-dodecenyl acetate in a 10:1 ratio), was evaluated in field trapping experiments in a soybean field in Harbin, China. By themselves, the plant volatiles (dose) linalool (0.1 mg), (Z)-3-hexenyl acetate (0.1 mg), and geraniol (0.1 mg, 1.0 mg) were weakly attractive to L. glycinivorella males, but significantly reduced mean catches when higher doses were combined with pheromones. Conversely, (E)-2-hexenal, benzaldehyde, and phenylacetaldehyde were not attractive to L. glycinivorella males at any dose tested, but significantly increased mean catch when certain doses were combined with the binary pheromone blend. Other plant volatiles, such as (Z)-3-hexen-1-ol, (Z)-3-hexenyl acetate, and (E)-2-hexenyl acetate, were unattractive on their own, but significantly reduced mean catch of L. glycinivorella males when certain doses were combined with the pheromones. These results suggest that efficacy of pheromone-baited traps for survey and monitoring of L. glycinivorella male moths may be enhanced by the addition of specific plant volatiles and that the relative dose is critical.

Topics: Acetaldehyde; Acetates; Aldehydes; Animals; Benzaldehydes; Hexanols; Lepidoptera; Male; Sex Attractants

The cabbage moth, Mamestra brassicae L. (Lepidoptera, Noctuidae), is a polyphagous species that is often choosing plants of Brassica as hosts for oviposition. In the search for biologically relevant odorants used by these moths, gas chromatography linked to electrophysiological recordings from single receptor neurons (RNs) has been employed, resulting in classification of distinct types of neurons. This study presents specific olfactory RNs responding to methyl salicylate (MeS) as primary odorant and showing a weak response to methyl benzoate, the 2 aromatic compounds occurring together in several plant species. In 2 cases, the neuron was colocated with another RN type responding to 6 green leaf volatiles: 1-hexanol, (3Z)-hexen-1-ol, (2E)-hexen-1-ol, (3Z)-hexenyl acetate, (2Z)-hexen-1-ol, and an unidentified compound. Whereas the specific RNs detected the minor amounts of MeS in some plants, the compound was not found by gas chromatography linked to mass spectrometry in intact plants, but it was found after herbivore attack. The behavioral effect of MeS was studied in outdoor test arenas with Brassica napus and artificial plants. These experiments indicated that mated M. brassicae females avoid plants with dispensers emitting MeS. As it is induced by caterpillar feeding, this compound may mediate a message to mated M. brassicae females that the plant is already occupied.

Topics: Acetates; Action Potentials; Animals; Arabidopsis; Benzoates; Brassica; Brassica napus; Chromatography, Gas; Electrophysiology; Female; Hexanols; Male; Moths; Odorants; Olfactory Receptor Neurons; Oviposition; Salicylates; Sexual Behavior, Animal

Parasitoids employ different types of host-related volatile signals for foraging and host-location. Host-related volatile signals can be plant-based, originate from the herbivore host or produced from an interaction between herbivores and their plant host. In order to investigate potential sex- and species-related differences in the antennal response of parasitoids to different host-related volatiles, we compared the electroantennogram (EAG) responses of both sexes of the specialist parasitoid, Microplitis croceipes (Cresson), and the generalist, Cotesia marginiventris (Cresson), to varying doses of selected plant-based host-related volatiles: two green leaf volatiles (cis-3-hexenol and hexanal) and three inducible compounds (cis-3-hexenyl acetate, linalool, and (E,E)-alpha-farnesene). Mating had no significant effect on EAG response. Females of both species showed significantly greater EAG responses than conspecific males to green leaf volatiles, which are released immediately after initiation of herbivore feeding damage. In contrast, males showed greater responses than conspecific females to inducible compounds released much later after initial damage. Cotesia marginiventris females and males showed greater EAG responses than counterpart M. croceipes to the tested compounds at various doses, suggesting that the generalist parasitoid shows greater antennal sensitivity than the specialist to the tested host-plant volatiles. These results are discussed in relation to the possible roles of green leaf volatiles and inducible compounds in the ecology of female and male parasitoids.

Topics: Acetates; Acyclic Monoterpenes; Animals; Electric Conductivity; Female; Hexanols; Male; Monoterpenes; Plant Leaves; Sesquiterpenes; Sex Factors; Sexual Behavior, Animal; Species Specificity; Wasps

We investigated volatile infochemicals possibly involved in location of the generalist predatory mite Neoseiulus californicus to plants infested with spider mites in a Y-tube olfactometer. The predators significantly preferred volatiles from lima bean leaves infested with Tetranychus urticae to uninfested lima bean leaves. Likewise, they were attracted to volatiles from artificially damaged lima bean leaves and those from T. urticae plus their visible products. Significantly more predators chose infested lima bean leaves from which T. urticae plus their visible products had been removed than artificially damaged leaves, T. urticae, and their visible products. These results suggest that N. californicus is capable of exploiting a variety of volatile infochemicals originating from their prey, from the prey-foodplants themselves, and from the complex of the prey and the host plants (e.g., herbivore-induced volatiles). We also investigated predator response to some of the synthetic samples identified as volatile components emitted from T. urticae-infested lima bean leaves and/or artificially damaged lima bean leaves. The predators were attracted to each of the five synthetic volatile components: linalool, methyl salicylate, (Z)-3-hexen-1-ol, (E)-2-hexenal, and (Z)-3-hexenyl acetate. The role of each volatile compound in prey-searching behavior is discussed.

Topics: Acetates; Acyclic Monoterpenes; Aldehydes; Animals; Chemotactic Factors; Female; Hexanols; Mites; Monoterpenes; Odorants; Phaseolus; Plant Leaves; Predatory Behavior; Salicylates; Smell; Tetranychidae; Volatilization