Ranganathan, S.’s team published research in Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry in 23B | CAS: 16974-11-1

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal 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 C14H26O2, Synthetic Route of 16974-11-1.

Ranganathan, S. published the artcileMetamorphosis of castor oil to insect sex-pheromones and useful synthons, Synthetic Route of 16974-11-1, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (1984), 23B(12), 1197-207, database is CAplus.

The primary fragmentation products of castor oil, namely, Me undec-10-enoate and sebacic acid were converted into synthons I (n = 7-10). A surprisingly clean decarboxylative elimination of sebacic acid monoester gives Me non-8-enoate, a synthon related to recefeiolide and a precursor to I (n = 7), the utility of which, was illustrated with the synthesis of phermomones of Grapholita molesta. Me dec-9-enoate was prepared from Me undec-10-enoate. Me non-8-enoate was transformed via I (n = 8) to the pheromones of Spodoptera frugiperda, Heliothis virescens and Paralobesia viteana. I (n = 9), readily prepared from Me undec-10-enoate, was used to illustrate a new strategy in pheromone synthesis, namely, the use of coupling elements, leading to the preparation of bombykol in high yields and excellent stereochem. purity. I (n = 10), already reported, was transformed to vaccenic acid, the transposed π-isomer of oleic acid, in good yields, thus demonstrating the use of acetylide synthons for the preparation of rare fatty acids.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal 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 C14H26O2, Synthetic Route of 16974-11-1.

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

Han, Guibiao’s team published research in Kunchong Xuebao in 44 | CAS: 16974-11-1

Kunchong 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 C14H26O2, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate.

Han, Guibiao published the artcileBehavioral response of male Ancylis sativa to sex pheromone, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate, the publication is Kunchong Xuebao (2001), 44(2), 176-181, database is CAplus.

The behavioral response of individual male Ancylis sativa Liu to synthetic sex pheromone components, E9-12:Ac and Z9-12:Ac was observed in a wind tunnel. The lures containing only E9-12:Ac could stimulate males to perform all the typical behaviors including excitation, taking off, flying upwind, landing on the lure and exhibiting their hairpencils, while none of them showed any response to Z9-12:Ac. 71.7-76.7% Of the males displayed their hairpencils in response to the mixture of these two components (E accounting for 60-65%). The pheromone (E:Z=6.5:3.5) from 200 ng to 2000 ng per lure caused more male response than that of 20 ng or 20000 ng.

Kunchong 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 C14H26O2, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate.

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

Han, Guibiao’s team published research in Kunchong Xuebao in 42 | CAS: 16974-11-1

Kunchong 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 C14H26O2, Product Details of C14H26O2.

Han, Guibiao published the artcileThe sex pheromone communication system of adult jujube leafroller Ancylis sativa Liu, Product Details of C14H26O2, the publication is Kunchong Xuebao (1999), 42(1), 5-30, database is CAplus.

The titer and precise ratio of multi-components of A. sativa sex pheromone were determined by using anal. technique of single sex pheromone gland. The results showed that: (1) the female sex pheromone contained 2 isomers, i. e. E9-12:Ac and Z9-12:Ac; and (2) the sex pheromone production of females had a diel periodicity. The female moths began to produce sex pheromone at the onset of the scotophase and the quantity increased gradually. Pheromone production peak occurred at the 6.5 h of the 2nd scotophase, and the pheromone titers released by females of various generations are different. The pheromone titer released by females of the overwintering generation or the 2nd generation was much higher than that of the 1st generation, but the ratios of the 2-isomeric components in different generations were the same.

Kunchong 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 C14H26O2, Product Details of C14H26O2.

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

Grant, G. G.’s team published research in Canadian Entomologist in 117 | CAS: 16974-11-1

Canadian Entomologist 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.

Grant, G. G. published the artcileSex attractants for some eastern species of Rhyacionia, including a new species, and Eucosma gloriola (Lepidoptera: Tortricidae), Computed Properties of 16974-11-1, the publication is Canadian Entomologist (1985), 117(12), 1489-96, database is CAplus.

Field-screening tests using dodecenyl and dodecadienyl acetates and alcs. were conducted in pine plantations in northern Ontario to find attractants for Rhyacionia and Eucosma moths. R. adana Was attracted by various ratios of (E)-9-dodecenyl acetate  [35148-19-7] and (E)-9-dodecen-1-ol  [35237-62-8] (99:1 to 70:30) but no clear preference was observed R. busckana Was attracted to the same ratios of these compounds R. granti Was attracted to (E,E)-8,10-dodecadienyl acetate  [53880-51-6]. R. granti And R. busckana are newly recognized sibling species distinguished in this study by differences in their resp. attractants, electroantennogram responses, and phenologies. E. gloriola, Was optimally attracted by 9:1 and 8:2 ratios of (Z)-9-dodecenyl acetate  [16974-11-1] and (E)-9-dodecenyl acetate. Flight data for the 4 species in the same plantation revealed overlapping flight periods. R. granti Was the earliest flier, followed closely by R. adana and R. busckana, and somewhat later by E. gloriola.

Canadian Entomologist 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

Venthur, Herbert’s team published research in Archives of Insect Biochemistry and Physiology in 101 | CAS: 16974-11-1

Archives of Insect Biochemistry and Physiology 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 C15H21BO3, Computed Properties of 16974-11-1.

Venthur, Herbert published the artcileStructural investigation of selective binding dynamics for the pheromone-binding protein 1 of the grapevine moth, Lobesia botrana, Computed Properties of 16974-11-1, the publication is Archives of Insect Biochemistry and Physiology (2019), 101(3), n/a, database is CAplus and MEDLINE.

The European grapevine moth, Lobesia botrana (Denis & Schiffermuller), is a serious pest in vineyards in North and South America. Mating disruption techniques have been used to control and monitor L. botrana on the basis of its sexual communication. This needs a well-tuned olfactory system, in which it is believed that pheromone-binding proteins (PBPs) are key players that transport pheromones in the antennae of moths. In this study, the selectivity of a PBP, named as LbotPBP1, was tested by fluorescence binding assays against 11 sex pheromone components and 6 host plant volatiles. In addition, its binding mechanism was predicted on the basis of structural analyses by mol. docking and complex and steered mol. dynamics (SMD). Our results indicate that LbotPBP1 binds selectively to sex pheromone components over certain host plant volatiles, according to both in vitro and in silico tests. Thus, chain length (14 carbon atoms) and functional groups (i.e., alc. and ester) appear to be key features for stable binding. Likewise, residues such as Phe12, Phe36, and Phe118 could participate in unspecific binding processes, while Ser9, Ser56, and Trp114 could participate in the specific recognition and stabilization of sex pheromones instead of host plant volatiles. Moreover, our SMD approach supported 11-dodecenyl acetate as the best ligand for LbotPBP1. Overall, the dynamics simulations, contact frequency anal. and SMD shed light on the binding mechanism of LbotPBP1 and could overcome the imprecision of mol. docking, supporting the in vitro binding assays. Finally, the role of LbotPBP1 in the chem. ecol. of L. botrana is discussed.

Archives of Insect Biochemistry and Physiology 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 C15H21BO3, Computed Properties of 16974-11-1.

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

Khasimuddin, Syed’s team published research in Insect Science and Its Application in 5 | CAS: 16974-11-1

Insect Science and Its Application 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.

Khasimuddin, Syed published the artcileQuantitative bioassays for sex pheromone analysis in Spodoptera exempta (Wlk.) (Lepidoptera, Noctuidae), and laboratory evidence of cross-attraction among three species, Formula: C14H26O2, the publication is Insect Science and Its Application (1984), 5(4), 325-8, database is CAplus.

The courtship behavior of male S. exempta was quantified and used as a method of bioassay for the female sex pheromone. Virgin females become attractive to sexually mature males from 72 h after emergence and henceforth their attractiveness increases gradually until they have mated. Mated females start losing their attractiveness to males gradually after mating and 72-96 h after mating they cannot produce any courtship response in males. Among virgin females, crude pheromone-gland extract, and synthetic pheromone compounds, it is the older live females and the crude extract at 0.1 female equivalent that produce highest responses in males. A certain degree of cross-attraction among 3 coexisting species was noted, by using live insects as well as synthetic pheromone compounds of these species in laboratory bioassays. Possible interspecific pheromone-related implications are discussed.

Insect Science and Its Application 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

Renou, Michel’s team published research in Physiological Entomology in 16 | CAS: 16974-11-1

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 C14H26O2, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate.

Renou, Michel published the artcileA comparative study of sex pheromone reception in the Hadeninae (Lepidoptera: Noctuidae), Recommanded Product: (Z)-Dodec-9-en-1-yl acetate, the publication is Physiological Entomology (1991), 16(1), 87-97, database is CAplus and MEDLINE.

A comparative study of the olfactory responses to pheromone compounds was performed in 24 species of Hadeninae. Electroantennograms (EAG) were recorded on male moths in response to 30 compounds, and the response profiles of each species were analyzed by factorial correspondence anal. A limited number of mols. were found active, and the most effective stimuli were Z9-tetradecenes and Z11-hexadecenes. The species of the Mythimna genus were most sensitive to aldehydes. Tholera decimalis did not respond to any of the mols. tested. The species belonging to the Mamestra and the Orthosia genera responded to a variety of mols., and no simple correlation was found between the genus and the EAG sensibility. Pheromone reception is discussed in relation to the taxonomy and the evolution of olfactory communication in Hadeninae.

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 C14H26O2, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate.

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

El-Sayed, Ashraf’s team published research in Journal of Chemical Ecology in 25 | CAS: 16974-11-1

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, HPLC of Formula: 16974-11-1.

El-Sayed, Ashraf published the artcileCharacterization of pheromone blend for grapevine moth, Lobesia botrana by using flight track recording, HPLC of Formula: 16974-11-1, the publication is Journal of Chemical Ecology (1999), 25(2), 389-400, database is CAplus.

The behavioral responses of Lobesia botrana males to calling females, pheromone gland extracts, and synthetic sex pheromones were recorded in a wind tunnel. Gland extracts and synthetic pheromones were released from a pheromone evaporator. The numbers of males reaching the source and their flight tracks in response to calling females and pheromone gland extracts were compared to those of synthetic blends. Upwind flights to natural sex pheromone were straighter and faster than to a three-component blend of (E)-7,(Z)-9-dodecadienyl acetate (E7,Z9-12: Ac), (E)-7,(Z)-9-dodecadien-I-ol (E7,Z-12: OH), and (Z)-9-docecenyl acetate (Z9-12: Ac) (100:20:5). The optimum ratio of E7,Z9-12:OH and Z9-12:Ac to E7,Z9-12:Ac was found to be 5% and 1%, resp. An addnl. seven compounds identified in the sex pheromone gland were investigated for their biol. activity. Two unsaturated acetates, i.e., (E)-9-dodecenyl acetate (E9-12:Ac) and Δ11-dodecenyl acetate (Δ11-12:Ac), increased the number of males reaching the source as well as straightness, linear velocity, and decreased the track angle of upwind flight. Optimum response was obtained by releasing 10 pg/min E7,Z9-12:Ac in a mixture with 0.5 pg/min E7,Z9-12:OH, 0.1 pg/min Z9-12:Ac 0.1 pg/min E9-12:Ac and 1 pg/min Δ11-12-Ac. The saturated acetates previously identified in the female glands were biol. inactive.

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, HPLC of Formula: 16974-11-1.

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

Haenniger, Sabine’s team published research in Scientific Reports in 10 | CAS: 16974-11-1

Scientific Reports 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.

Haenniger, Sabine published the artcileSexual communication of Spodoptera frugiperda from West Africa: Adaptation of an invasive species and implications for pest management, Recommanded Product: (Z)-Dodec-9-en-1-yl acetate, the publication is Scientific Reports (2020), 10(1), 2892, database is CAplus and MEDLINE.

Abstract: The pest species Spodoptera frugiperda, which is native to North and South America, has invaded Africa in 2016. The species consists of two strains, the corn-strain and rice-strain, which differ in their sexual communication. When we investigated populations from Benin and Nigeria, consisting of corn-strain and rice-corn-hybrid descendants, we found no strain-specific sexual communication differences. Both genotypes exhibited the same pheromone composition, consisting of around 97% (Z)-9-tetradecenyl acetate (Z9-14:Ac), 2% (Z)-7-dodecenyl acetate (Z7-12:Ac), and 1% (Z)-9-dodecenyl acetate (Z9-12:Ac), they had similar electrophysiol. responses, and all mated around three hours into scotophase. However, we found geog. variation between African and American populations. The sex pheromone of African corn-strain and hybrid descendant females was similar to American rice-strain females and showed higher percentages of the male-attracting minor component Z7-12:Ac. In addition, African males exhibited the highest antennal sensitivity towards Z7-12:Ac, while American males showed highest sensitivity towards the major pheromone component Z9-14:Ac. Increasing the production of and response to the critical minor component Z7-12:Ac may reduce communication interference with other African Spodoptera species that share the same major pheromone component. The implications of our results on pheromone-based pest management strategies are discussed.

Scientific Reports 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

Renou, M.’s team published research in Journal of Insect Physiology in 42 | CAS: 16974-11-1

Journal of Insect Physiology 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, Product Details of C14H26O2.

Renou, M. published the artcileElectrophysiological investigations of pheromone-sensitive sensilla in the hybrids between two moth species, Product Details of C14H26O2, the publication is Journal of Insect Physiology (1996), 42(3), 267-77, database is CAplus.

Thirteen pheromone compounds or pheromone analogs were screened on the antennal trichoid sensilla of males in French populations of Agrotis ipsilon, A. segetum and in hybrids between female A. ipsilon and male A. segetum produced in the laboratory Six functional types of trichoid sensilla were identified. Type 1 sensilla were characterized by the presence of a single receptor cell tuned to Z7-12:Ac. Type 2 sensilla housed 2 pheromone receptor cells. One cell was tuned to Z5-10:Ac; the other cell was less specifically tuned to Z8-12:Ac and showed various levels of responses to Z5-12:Ac, Z5-10:OH, Z11-16:Ac, and Z11-16:Ald. The receptor neurons in type 3 sensilla responded to Z5-12:Ac. Type 4 sensilla contained a neuron tuned to Z9-14:Ac and Z9-12:Ac. Only 1 sensillum in A. ipsilon was found to house a receptor cell responding to Z9-12:Ac (type 5). Finally, neurons in type 6 sensilla did not respond to any of the compounds The pheromone detection systems of parent species and hybrids were compared. The main difference between the 2 species was the distribution of type 1 and 2 sensilla. Type 1 sensilla were the most numerous (61.5%) and were found mainly on the branches of the antenna in A. ipsilon and the 1st generation hybrids. On the contrary, type 2 sensilla were more abundant (61.3%) in A. segetum where they stood principally on the antennal branches. Type 3 sensilla were present only in A. segetum and the hybrids, while type 4 sensilla were found only in A. ipsilon and the hybrids. Concerning cell specificity and sensillum distribution, the pheromone detection system of hybrids was very close to that of A. ipsilon. A. segetum is known for geog. variability in its communication system and a comparison is made with other populations.

Journal of Insect Physiology 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, Product Details of C14H26O2.

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