Category: 16974-11-1

Hung, C. C. published the artcileIsolation, identification and field tests of the sex pheromone of the carambola fruit borer, Eucosma notanthes, Safety of (Z)-Dodec-9-en-1-yl acetate, the publication is Journal of Chemical Ecology (2001), 27(9), 1855-1866, database is CAplus and MEDLINE.

Two components, (Z)-8-dodecenyl acetate (Z8-12:Ac) and (Z)-8-dodecenol (Z8-12:OH), were isolated from sex pheromone glands of the carambola fruit borer, Eucosma notanthes, and were identified by GC, and GC-MS, chem. derivatization, and comparison of retention times. The ratio of the alc. to acetate in the sex pheromone extracts was 2.7. However, synthetic mixtures (1 mg) in ratios ranging from 0.5 to 1.5 were more effective than other blends in trapping male moths in field tests.

Journal of Chemical Ecology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Safety of (Z)-Dodec-9-en-1-yl acetate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Byers, J. R. published the artcileIdentification of sex pheromones of Leucania anteoclara Sm. and Leucania commoides Gn. (Lepidoptera: Noctuidae: Hadeninae), Related Products of esters-buliding-blocks, the publication is Journal of Chemical Ecology (1997), 23(2), 473-485, database is CAplus.

The sex pheromone components of two species of Leucania that occur sympatrically in western Canada were identified in abdomen-tip extracts from calling female moths. (Z)-11-hexadecenyl acetate was the main component and (Z)-9-tetradecenyl acetate the second component in both species. The third component necessary for specific attractancy was (Z)-11-hexadecenyl aldehyde for L. anteoclara and (Z)-11-hexadecenyl alc. for L. commoides. The third component for each species was an attractant inhibitor when added as a fourth component to the attractant blend for the reciprocal species. The most effective synthetic blend for the attraction of males in the field was Z9-14:Ac/Z11-16:Ac/Z11-16:Ald in a ratio of 1:10:4 for L. anteoclara and Z9-14:Ac/Z11-16:Ac/Z11-16:OH in a ratio of 5:4:1 for L. commoides.

Journal of Chemical Ecology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Koutek, Bohumir published the artcileGas chromatographic determination of vapor pressures of pheromone-like acetates, Application In Synthesis of 16974-11-1, the publication is Journal of Chromatography (1992), 626(2), 215-21, database is CAplus.

The vapor pressures of nineteen Z and E monounsaturated C₁₀-C₁₆ even-carbon acetates were determined using a method based on gas chromatog. (GC) retention data. Exptl. measurements were carried out at six temperatures in the range 90-140° on a 2-m HP-1 capillary column by utilizing n-C₁₈ and n-C₂₀ hydrocarbons as vapor pressure reference compounds Corrections for the systematic errors were made by relating the exptl. determined vapor pressures P_GC to the literature values P_L through a linear regression relationship. Over a narrow temperature range of 25-45°, the GC-measured vapor pressures were found to satisfy the Clausius-Clapeyron equation. Also, for structurally similar subseries of acetates, e.g., for ω – 3 or ω – 5 unsaturated derivatives, the vapor pressures were shown to have a simple dependence on the number of carbon atoms per mol. The vapor pressures at 25° ranged from 2.633 Pa for (Z)-5-decenyl acetate to 0.005 Pa for (E)-13-hexadecenyl acetate.

Journal of Chromatography published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Application In Synthesis of 16974-11-1.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Wu, W. -Q. published the artcileElectrophysiological and behavioral evidence for a fourth sex pheromone component in the turnip moth, Agrotis segetum, COA of Formula: C14H26O2, the publication is Physiological Entomology (1995), 20(1), 81-92, database is CAplus.

In addition to the pheromone components (Z)-5-decenyl, (Z)-7-dodecenyl, and (Z)-9-tetradecenyl acetate (Z5-10:OAc, Z7-12:OAc and Z9-14:OAc), it has previously been shown that the sex pheromone gland of the turnip moth, A. segetum contains 10:OAc, 12:OAc, Z5-12:OAc, Z9-12:OAc, 11-12:OAc, Z5-14:OAc, Z7-14:OAc, and Z11-16:OAc. To find out whether any of these addnl. compounds is involved in the sex pheromone communication in A. segetum, a comprehensive electrophysiol. and behavioral investigation was conducted. Single-sensillum recordings on male antennae revealed 3 subtypes of sensilla among the previously so-called Z5-10:OAc sensilla. One subtype was identified having 1 receptor neuron (A) that responded to Z5-10:OAc with a large spike amplitude and another neuron (B) that responded to (Z)-5-decenol (Z5-10:OH) with a small spike amplitude. In another subtype the B neuron responded to Z5-12:OAc and sometimes also to Z7-12:OAc and 10:OAc, in addition to responding to Z5-10:OH. In a 3rd subtype the A neuron responded to all acetates identified from the female pheromone gland, whereas the small spike amplitude neuron was tuned to Z5-10:OH. A flight tunnel assay showed that blends composed of 9, 8, or 7 compounds were equivalent to the previously identified 3-component pheromone blend in eliciting male behavioral responses. In field trapping tests, blends of 11, 9, or 7 compounds did, however, catch significantly more moths than the 3-component blend. Further assays showed that only Z5-12:OAc could significantly increase the catch numbers when added to the 3-component blend, and thus qualified as a 4th pheromone component in A.segetum. The behavioral significance of addnl. female-produced acetates – for which males possess antennal receptors – is suggested, but may be impossible to confirm because of diminishing returns when trying to refine a multicomponent pheromone further.

Physiological Entomology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C8H15NO, COA of Formula: C14H26O2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Guo, Hao published the artcileContribution of odorant binding proteins to olfactory detection of (Z)-11-hexadecenal in Helicoverpa armigera, Name: (Z)-Dodec-9-en-1-yl acetate, the publication is Insect Biochemistry and Molecular Biology (2021), 103554, database is CAplus and MEDLINE.

Helicoverpa armigera utilizes (Z)-11-hexadecenal (Z11-16:Ald) as its major sex pheromone component. Three pheromone binding proteins (PBPs) and two general odorant binding proteins (GOBPs) are abundantly expressed in the male antennae of H. armigera. However, their precise roles in the olfactory detection of Z11-16:Ald remain enigmatic. To answer this question, we first synthesized the antibody against HarmOR13, an olfactory receptor (OR) primarily responding to Z11-16:Ald and mapped the local associations between PBPs/GOBPs and HarmOR13. Immunostaining showed that HarmPBPs and HarmGOBPs were localized in the supporting cells of trichoid sensilla and basiconic sensilla resp. In particular, HarmPBP1 and HarmPBP2 were colocalized in the cells surrounding the olfactory receptor neurons (ORNs) expressing HarmOR13. Next, using two noninterfering binary expression tools, we heterologously expressed HarmPBP1, HarmPBP2 and HarmOR13 in Drosophila T1 sensilla to validate the functional interplay between PBPs and HarmOR13. We found that the addition of HarmPBP1 or HarmPBP2, not HarmPBP3, significantly increased HarmOR13’s response to Z11-16:Ald. However, the presence of either HarmPBP1 or HarmPBP2 was ineffective to change the tuning breadth of HarmOR13 and modulate the response kinetics of this receptor. Taken together, this work demonstrates both HarmPBP1 and HarmPBP2 are involved in Z11-16:Ald detection. Our results support the idea that PBPs can contribute to the peripheral olfactory sensitivity but do little in modulating the selectivity and the response kinetics of corresponding ORs.

Insect Biochemistry and Molecular Biology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Name: (Z)-Dodec-9-en-1-yl acetate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Unbehend, Melanie published the artcileGeographic variation in sexual attraction of Spodoptera frugiperda corn- and rice-strain males to pheromone lures, SDS of cas: 16974-11-1, the publication is PLoS One (2014), 9(2), e89255/1-e89255/11, 11 pp., database is CAplus and MEDLINE.

The corn- and rice-strains of Spodoptera frugiperda exhibit several genetic and behavioral differences and appear to be undergoing ecol. speciation in sympatry. Previous studies reported conflicting results when investigating male attraction to pheromone lures in different regions, but this could have been due to inter-strain and/or geog. differences. Therefore, we investigated whether corn- and rice-strain males differed in their response to different synthetic pheromone blends in different regions in North America, the Caribbean and South America. All trapped males were strain-typed by two strain-specific mitochondrial DNA markers. In the first experiment, we found a nearly similar response of corn- and rice-strain males to two different 4-component blends, resembling the corn- and rice-strain female blend we previously described from females in Florida. This response showed some geog. variation in fields in Canada, North Carolina, Florida, Puerto Rico, and South America (Peru, Argentina). In dose-response experiments with the critical secondary sex pheromone component (Z)-7-dodecenyl acetate (Z7-12:OAc), we found some strain-specific differences in male attraction. While the response to Z7-12:OAc varied geog. in the corn-strain, rice-strain males showed almost no variation. We also found that the minor compound (Z)-11-hexadecenyl acetate (Z11-16:OAc) did not increase attraction of both strains in Florida and of corn-strain males in Peru. In a fourth experiment, where we added the stereo-isomer of the critical sex pheromone component, (E)-7-dodecenyl acetate, to the major pheromone component (Z)-9-tetradecenyl acetate (Z9-14:OAc), we found that this compound was attractive to males in North Carolina, but not to males in Peru. Overall, our results suggest that both strains show rather geog. than strain-specific differences in their response to pheromone lures, and that regional sexual communication differences might cause geog. differentiation between populations.

PLoS One published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C4H11NO, SDS of cas: 16974-11-1.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Unbehend, Melanie published the artcilePheromonal Divergence Between Two Strains of Spodoptera frugiperda, Related Products of esters-buliding-blocks, the publication is Journal of Chemical Ecology (2013), 39(3), 364-376, database is CAplus and MEDLINE.

Spodoptera frugiperda consists of 2 genetically and behaviorally different strains, the corn- and the rice-strain, which seem to be in the process of sympatric speciation. We investigated the role of strain-specific sexual communication as a prezygotic mating barrier between both strains by analyzing strain-specific variation in female pheromone composition of laboratory and field strains, and also male attraction in wind tunnel and field experiments Laboratory-reared and field-collected females from Florida exhibited strain-specific differences in their relative amount of (Z)-7-dodecenyl acetate (Z7-12:OAc) and (Z)-9-dodecenyl acetate (Z9-12:OAc). In wind tunnel assays, we did not find strain-specific attraction of males to females. However, in field experiments in Florida, we observed some differential attraction to synthetic pheromone blends. In a corn field, the corn-strain blend attracted more males of both strains than the rice-strain blend, but both blends were equally attractive in a grass field. Thus, habitat-specific volatiles seemed to influence male attraction to pheromones. In dose-response experiments, corn-strain males were more attracted to 2% Z7-12:OAc than other doses tested, while rice-strain males were attracted to a broader range of Z7-12:OAc (2-10%). The attraction of corn-strain males to the lowest dose of Z7-12:OAc corresponds to the production of this compound by females; corn-strain females produced significantly smaller amounts of Z7-12:OAc than rice-strain females. Although corn-strain individuals are more restricted in their production of and response to pheromones than rice-strain individuals, it seems that differences in sexual communication between corn- and rice-strain individuals are not strong enough to cause assortative mating.

Journal of Chemical Ecology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C8H6ClF3, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Rosen, Wen Qi published the artcileThe circadian rhythm of the sex-pheromone-mediated behavioral response in the turnip moth, Agrotis segetum, is not controlled at the peripheral level, Quality Control of 16974-11-1, the publication is Journal of Biological Rhythms (2003), 18(5), 402-408, database is CAplus and MEDLINE.

The pheromone-mediated upwind flight of male turnip moths was observed in a flight tunnel at different times of day under conditions of a light-dark (LD) cycle, constant darkness (DD), and a shifted photoperiod. Under both LD and DD conditions, a significantly larger number of males flew to the pheromone during both the scotophase and the subjective scotophase than during the photophase and the subjective photophase for 2 consecutive days. When 1-day-old moths were transferred to a shifted LD cycle with lights turned off 4 h earlier, male behavioral responses to the pheromone advanced in time accordingly by 4 h. This showed that male behavioral responses to the pheromone are under the control of an endogenous oscillator. To further examine the level at which the circadian rhythm of the male behavioral response is regulated, the authors tested the olfactory responses of male antennal receptors to pheromone stimuli by means of electroantennograms (EAG) at different times of day. No significant variation in the sensitivity of the male antennal response to the pheromone was observed in terms of time of day. The results suggest that circadian regulation of the rhythmic behavioral response to pheromones in the male Agrotis occurs at the central nervous system level.

Journal of Biological Rhythms published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Quality Control of 16974-11-1.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Yang, Chang Yeol published the artcileSex Pheromones and Reproductive Isolation of Three Species in Genus Adoxophyes, Computed Properties of 16974-11-1, the publication is Journal of Chemical Ecology (2009), 35(3), 342-348, database is CAplus and MEDLINE.

We tested differences in female pheromone production and male response in 3 species of the genus Adoxophyes in Korea. Females of all 3 species produced mixtures of (Z)-9-tetradecenyl acetate (Z9-14:OAc) and (Z)-11-tetradecenyl acetate (Z11-14:OAc) as major components but in quite different ratios. The ratio of Z9-14:OAc and Z11-14:OAc in pheromone gland extracts was estimated to be ∼100:200 for Adoxophyes honmai, 100:25 for Adoxophyes orana, and 100:4000 for Adoxophyes sp. Field tests showed that males of each species were preferentially attracted to the 2-component blends of Z9-14:OAc and Z11-14:OAc mimicking the blends found in pheromone gland extracts of conspecific females. The effects of minor components identified in gland extracts on trap catches varied with species. Addition of 10-methyldodecyl acetate (10me-12:OAc) or (E)-11-tetradecenyl acetate (E11-14:OAc) to the binary blend of Z9-14:OAc and Z11-14:OAc significantly increased captures of A. honmai males, whereas E11-14:OAc exhibited a strongly antagonistic effect on catches of Adoxophyes sp. males. Moreover, (Z)-9-tetradecen-1-ol (Z9-14:OH) or (Z)-11-tetradecen-1-ol (Z11-14:OH) added to the binary blends increased attraction of male A. orana but not A. honmai and Adoxophyes sp. males, suggesting that these minor components, in addition to the relative ratios of the 2 major components, play an important role in reproductive isolation between Adoxophyes species in the southern and midwestern Korea where these species occur sympatrically.

Journal of Chemical Ecology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C10H10O2, Computed Properties of 16974-11-1.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Horiike, Michio published the artcileMass spectrometric indication of double-bond position in dodecenyl acetates based on a fuzzy classification, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate, the publication is Rapid Communications in Mass Spectrometry (1989), 3(4), 100-1, database is CAplus.

Ten positional isomers of dodecenyl acetate were analyzed by conventional combined gas chromatog./electron-ionization mass spectrometry. The relative intensities of some predominant fragments in the isomers examined varied with the double-bond position in the chain. The mass spectra were interpreted in terms of the standard parameters, similarity coefficients, clustering weight and clustering coefficients The original double-bond position in the acetates was located unambiguously.

Rapid Communications in Mass Spectrometry published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics