Category: 16974-11-1

Zhang, Jianxu published the artcileGender and individual information coded by insect pheromone analogs in preputial glands in male brandt’s voles Lasiopodomys brandtii, Computed Properties of 16974-11-1, the publication is Dongwu Xuebao (2007), 53(4), 616-624, database is CAplus.

The volatile composition of dichloromethane extracts of preputial glandular secretions (PGS) from intact and castrated male Brandt’s voles Lasiopodomys brandtii were analyzed by using gas chromatog.-mass spectrometry (GC-MS). Thirty-three volatile compounds were detected and were present in nearly all scent donors, and 27 had previously been reported as insect pheromone components. Castration did not eliminate any compounds; however, it significantly suppressed the relative quantity of ten early-eluting, low mol. weight components. These included seven saturated and unsaturated acetates, one hexanoate, and two saturated octanoates. In particular, E,E-farnesyl acetate (FA) was the most abundant compound in the PGS. FA and other components might be candidates for male-produced pheromones. Two-choice behavioral assays of females revealed that low concentrations of raw PGS (0.056%) and FA (5 ppm in water v/w) were attractive, whereas high concentrations (0.56% and 50 ppm, resp.) were repellent. This suggested that FA might act as a male pheromone in a dosage-dependent manner. Extremely high variability of the relative quantities of almost all detected compounds among individuals indicated the inter-individual dissimilarities of PGS and consequent possibilities to communicate individuality to other conspecific members.

Dongwu Xuebao 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 C4H7BrO2, Computed Properties of 16974-11-1.

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

Wang, Chan published the artcileOptimization of a pheromone lure by analyzing the peripheral coding of sex pheromones of Spodoptera frugiperda in China, Formula: C14H26O2, the publication is Pest Management Science (2022), 78(7), 2995-3004, database is CAplus and MEDLINE.

Sex pheromones of the fall armyworm, Spodoptera frugiperda, show differences in composition and proportions in different geog. populations, but always contain Z9-14:OAc as the major component. Odorant receptor neurons (ORNs) housed in the long trichoid sensilla (TS) of male antennae are essential to detect female-released sex pheromones in moths. In this study, we identified seven components from pheromone gland extracts of female S. frugiperda in the Yunnan population from China, including (Z)-7-dodecen-1-yl acetate (Z7-12:OAc), (Z)-9-tetradecenal (Z9-14:Ald), (Z)-9-dodecen-1-yl acetate (Z9-12:OAc), (Z)-9-tetradecen-1-yl acetate (Z9-14:OAc), (E)-11-tetradecen-1-yl acetate (E11-14:OAc), (Z)-11-tetradecen-1-yl acetate (Z11-14:OAc) and (Z)-11-hexadecen-1-yl acetate (Z11-16:OAc) at a ratio of 1.2:4:0.8:79.1:1.6:1.6:11.7 by gas chromatog. coupled with mass spectrometry. Gas chromatog.-electroantennog. detection showed that Z9-14:OAc, Z7-12:OAc and Z11-16:OAc are the male antennal active components. Peripheral coding of pheromones in males was investigated by single sensillum recording. Five functional neurons housed in three types of TS were identified based on profiles of neuronal responses, which are responsible for attractive component Z9-14:OAc, synergistic components Z7-12:OAc, Z11-16:OAc, interspecific pheromones (Z)-9-tetradecen-1-ol (Z9-14:OH) and (Z,E)-9,12-tetradecadien-1-yl acetate (Z9,E12-14:OAc), resp. Wind tunnel and field tests demonstrated that a ternary combination of Z9-14:OAc, Z7-12:OAc and Z11-16:OAc at a ratio of 88:1:11 shows the strongest attractiveness to males. An optimized pheromone blend of Z9-14:OAc, Z7-12:OAc and Z11-16:OAc in an 88:1:11 ratio was identified for monitoring the invasive pest S. frugiperda in China. Five functional ORNs encoding intra- and interspecific pheromones were identified in male antennae, of which three neurons encode attractive component Z9-14:OAc, synergistic components Z7-12:OAc and Z11-16:OAc, resp., and the other two neurons encode interspecific pheromones Z9-14:OH and Z9,E12-14:OAc, sep. 2022 Society of Chem. Industry.

Pest Management Science 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 C22H32O2, Formula: C14H26O2.

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

Beevor, Peter S. published the artcileIdentification and field evaluation of components of female sex pheromone of millet stem borer, Coniesta ignefusalis, Name: (Z)-Dodec-9-en-1-yl acetate, the publication is Journal of Chemical Ecology (1999), 25(12), 2643-2663, database is CAplus.

Five active compounds were detected during analyses of ovipositor washings and effluvia from virgin female Coniesta ignefusalis moths by gas chromatog. (GC) linked to electroantennog. (EAG) recording from a male moth. These were identified as (Z)-7-dodecen-1-ol (Z7-12:OH), (Z)-5-decen-1-ol (Z5-10:OH), (Z)-7-dodecenal (Z7-12:Ald), (Z)-7-dodecenyl acetate (Z7-12:Ac), and (Z)-9-tetradecen-1-ol (Z9-14:OH) by comparison of their GC retention times, mass spectra, and EAG activities with those of synthetic standards Laboratory tests of dispensers for these compounds showed that release rates from polyethylene vials increased to relatively uniform values after three to four days, but release from septa was very rapid and nonuniform and decreased to low levels after two to three days. Trapping tests in Niger showed that the major component, Z7-12:OH, and two of the minor components, Z5-10:OH and Z7-12:Ald, were essential for attraction of male C. ignefusalis moths. The most attractive blend contained these three components in a 100:5:3.3 ratio in a polyethylene vial, which emitted the components in similar proportions to those produced by the female C. ignefusalis moth. Water traps baited with this blend containing 1 mg of Z7-12:OH caught more male C. ignefusalis moths than traps baited with newly emerged female moths. Addition of up to 10% of the corresponding E isomers of the pheromone components had no effect on catches, but addition of the other two minor components detected, Z7-12:Ac and/or Z9-14:OH, to the attractive blend at naturally occurring levels caused significant reductions in trap catch.

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, Name: (Z)-Dodec-9-en-1-yl acetate.

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

Guo, Guangzhong published the artcileStudy on the resolution of geometric isomers of insect sex pheromones with capillary column GC, Formula: C14H26O2, the publication is Youji Huaxue (1984), 349-54, database is CAplus.

Geometric isomers of cis– and trans-dodecen-1-ol and their acetates were resolved by capillary gas chromatog. Seven different stationary phases were compared: XE-60, DEGS, PEG, FFAP, QF-1, OV-17, and OV-351. Retention times and Kovats indexes are shown.

Youji Huaxue 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, Formula: C14H26O2.

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

Guo, Guangzhong published the artcileDetermination of the position of double bonds by micro ozone oxidation reaction, Application In Synthesis of 16974-11-1, the publication is Youji Huaxue (1982), 465-6, database is CAplus.

The positions of double bonds in some long-chain alkenol acetates, e.g., insect pheromones, were determined by micro O₃ oxidation O₃, generated from an O-N gas mixture by elec. discharge, was passed through the alkenol acetate sample solutions, and the resulting ketones or aldehydes were analyzed by gas chromatog. and mass spectrometry. The alkenol acetates identified were (Z)-8- and (Z)-9-dodecen-1-ol acetates and (E)-10-,(E)-12-tetradecen-1-ol acetates.

Youji Huaxue 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

Liu, Junzhi published the artcileInfrared and Raman spectra of long-chain mono-unsaturated alcohol esters, COA of Formula: C14H26O2, the publication is Canadian Journal of Spectroscopy (1990), 35(1), 5-10, database is CAplus.

The IR and Raman spectra of eleven long-chain mono-unsaturated alc. esters have been investigated both at room temperature and below the f.p. temperature (solid state). The differences between the observed spectra are discussed in terms of the structural differences in these mols.

Canadian Journal of Spectroscopy 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, COA of Formula: C14H26O2.

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

Ding, Bao-jian published the artcileBiosynthesis of the Sex Pheromone Component (E,Z)-7,9-Dodecadienyl Acetate in the European Grapevine Moth, Lobesia botrana, Involving Δ11 Desaturation and an Elusive Δ7 Desaturase, Computed Properties of 16974-11-1, the publication is Journal of Chemical Ecology (2021), 47(3), 248-264, database is CAplus and MEDLINE.

The European grapevine moth, Lobesia botrana, uses (E,Z)-7,9-dodecadienyl acetate as its major sex pheromone component. Through in vivo labeling experiments we demonstrated that the doubly unsaturated pheromone component is produced by Δ11 desaturation of tetradecanoic acid, followed by chain shortening of (Z)-11-tetradecenoic acid to (Z)-9-dodecenoic acid, and subsequently introduction of the second double bond by an unknown Δ7 desaturase, before final reduction and acetylation. By sequencing and analyzing the transcriptome of female pheromone glands of L. botrana, we obtained 41 candidate genes that may be involved in sex pheromone production, including the genes encoding 17 fatty acyl desaturases, 13 fatty acyl reductases, 1 fatty acid synthase, 3 acyl-CoA oxidases, 1 acetyl-CoA carboxylase, 4 fatty acid transport proteins and 2 acyl-CoA binding proteins. A functional assay of desaturase and acyl-CoA oxidase gene candidates in yeast and insect cell (Sf9) heterologous expression systems revealed that Lbo_PPTQ encodes a Δ11 desaturase producing (Z)-11-tetradecenoic acid from tetradecanoic acid. Further, Lbo_31670 and Lbo_49602 encode two acyl-CoA oxidases that may produce (Z)-9-dodecenoic acid by chain shortening (Z)-11-tetradecenoic acid. The gene encoding the enzyme introducing the E7 double bond into (Z)-9-dodecenoic acid remains elusive even though we assayed 17 candidate desaturases in the two heterologous systems.

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, Computed Properties of 16974-11-1.

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

Zhong, Yongzhi published the artcilePBP1 plays key roles in sex pheromone reception of the fall armyworm, Quality Control of 16974-11-1, the publication is International Journal of Biological Macromolecules (2022), 162-169, database is CAplus and MEDLINE.

Spodoptera frugiperda among the China population employs a four-component sex pheromone blend to accelerate male-female allocation and mating behavior. The underlying mol. mechanism has been incompletely elucidated. In the current study, we showed that differences existed between genders toward the four sex pheromone components, including Z9-14:AC, Z7-12:AC, Z9-12:AC, and Z11-16:AC, in terms of electrophysiol. responses and behavioral valences. Male adults were significantly more sensitive to all tested compounds than female adults. Furthermore, ecol. outputs may be related to four pheromone-binding proteins, namely, SfruPBP1, SfruPBP2, SfruPBP3, and SfruPBP4. They formed four distinct clades within the lepidopteran phylogeny, and male adults expressed significantly higher levels of SfruPBP1 and SfruPBP2 than female adults. We observed the highest binding affinities of SfruPBP1 toward all four sex pheromone components. SfruPBP4 had moderate binding affinities for Z7-12:AC, Z11-16:AC, and Z9-12:AC, while SfruPBP2 showed binding toward Z9-14:AC. This observation suggests that SfruPBP1 plays a key role in sex pheromone discrimination and drives sexually biased behavioral decisions toward certain pheromone components. These findings will help to develop behavioral-mediating tools as part of integrated pest management approaches for this cross-border pest.

International Journal of Biological Macromolecules 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 C6H8N2, Quality Control of 16974-11-1.

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

Horak, M. published the artcilePheromone gland components of some Australian tortricids in relation to their taxonomy, Quality Control of 16974-11-1, the publication is Journal of Chemical Ecology (1988), 14(4), 1163-75, database is CAplus and MEDLINE.

A survey was carried out to identify the major sex pheromone gland components in 30 species of Australian tortricid moths. Although more than half the species examined had (Z)-11-, (E)-11-, and/or (Z)-9-tetradecenyl acetates as the principal components, these compounds were not detected in some plesiomorphic taxa where combinations of (Z)-5 and (Z)-7 or (Z)-8 and (Z)-10 isomers were present. The results are discussed in relation to tortricid classification and current theories on pheromone evolution.

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, Quality Control of 16974-11-1.

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

Takeuchi, Glenn published the artcileLocation of double bonds in alkenyl acetates by negative ion tandem mass spectrometry, Formula: C14H26O2, the publication is Analytical Chemistry (1987), 59(6), 918-21, database is CAplus.

The collision-induced-dissociation (CID) mass spectra of the (M – H)^– ions of isomeric decenyl and dodecenyl acetates have been determined for 8-keV ions incident on helium collision gas. With the exception of the isomers with double bonds in the 3 and 4 positions, which give very similar CID mass spectra, the CID mass spectra observed are dependent on the double bond position. Of particular note is the specific elimination of olefin by cleavage to the double bond, accompanied by hydrogen migration, for the 6-alkenyl acetates and acetates with the double bond more remote from the acetate function.

Analytical Chemistry 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 C12H14O2, Formula: C14H26O2.

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