Tetradecyl acetate
(Synonyms: 乙酸十四酯) 目录号 : GC61693
Tetradecylacetate是一种由雌性Ctenopseustisobliquana产生的性信息素，可用于破坏害虫的交配。
Cas No.:638-59-5
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Tetradecyl acetate is a sex pheromone produced by Ctenopseustis obliquana females. Tetradecyl acetate can be used to disrupt the mating of pest species[1][2].
[1]. S P Foster, et al. Sex pheromone differences in populations of the brownheaded leafroller,Ctenopseustis obliquana. J Chem Ecol. 1987 Mar;13(3):623-9. [2]. David M Suckling, et al. Development of single-dispenser pheromone suppression of Epiphyas postvittana, Planotortrix octo and Ctenopseustis obliquana in New Zealand stone fruit orchards. Pest Manag Sci. 2012 Jun;68(6):928-34.
| Cas No. | 638-59-5 | SDF | |
| 别名 | 乙酸十四酯 | ||
| Canonical SMILES | CCCCCCCCCCCCCCOC(C)=O | ||
| 分子式 | C16H32O2 | 分子量 | 256.42 |
| 溶解度 | DMSO : 100 mg/mL (389.99 mM; Need ultrasonic) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.8999 mL | 19.4993 mL | 38.9985 mL |
| 5 mM | 0.78 mL | 3.8999 mL | 7.7997 mL |
| 10 mM | 0.39 mL | 1.9499 mL | 3.8999 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Expanding ester biosynthesis in Escherichia coli
Nat Chem Biol 2014 Apr;10(4):259-65.PMID:24609358DOI:10.1038/nchembio.1476.
To expand the capabilities of whole-cell biocatalysis, we have engineered Escherichia coli to produce various esters. The alcohol O-acyltransferase (ATF) class of enzyme uses acyl-CoA units for ester formation. The release of free CoA upon esterification with an alcohol provides the free energy to facilitate ester formation. The diversity of CoA molecules found in nature in combination with various alcohol biosynthetic pathways allows for the biosynthesis of a multitude of esters. Small to medium volatile esters have extensive applications in the flavor, fragrance, cosmetic, solvent, paint and coating industries. The present work enables the production of these compounds by designing several ester pathways in E. coli. The engineered pathways generated acetate esters of ethyl, propyl, isobutyl, 2-methyl-1-butyl, 3-methyl-1-butyl and 2-phenylethyl alcohols. In particular, we achieved high-level production of isobutyl acetate from glucose (17.2 g l(-1)). This strategy was expanded to realize pathways for Tetradecyl acetate and several isobutyrate esters.
Isolation, identification, synthesis, and field evaluation of the sex pheromone of the Brazilian population of Spodoptera frugiperda
J Chem Ecol 2006 May;32(5):1085-99.PMID:16739025DOI:10.1007/s10886-006-9048-5.
Several studies have shown intraspecific geographical variation in the composition of sex pheromones. Pheromone lures from North America and Europe were not effective against the fall armyworm Spodoptera frugiperda (Smith, 1797) (Lepidoptera: Noctuidae) in Brazil, so we examined the composition of the sex pheromone produced by females from Brazilian populations. Virgin female gland extracts contained (Z)-7-dodecenyl acetate (Z7-12:Ac), (E)-7-dodecenyl acetate (E7-12:Ac), dodecyl acetate, (Z)-9-dodecenyl acetate, (Z)-9-tetradecenyl acetate (Z9-14:Ac), (Z)-10-tetradecenyl acetate, Tetradecyl acetate/(Z)-11-tetradecenyl acetate (Z11-16:Ac), and (Z)-11-hexadecenyl acetate. The relative proportions of each acetate were 0.8:1.2:0.6:traces:82.8:0.3:1.5:12.9, respectively. This is the first time that E7-12:Ac has been reported from the pheromone gland of S. frugiperda. Only three compounds, Z9-14:Ac, Z7-12:Ac, and E7-12:Ac, elicited antennal responses, and there were no differences in catch between traps baited with either Z7-12:Ac + Z9-14:Ac or Z7-12:Ac + Z9-14:Ac + Z11-16:Ac blends. However, the Z7-12:Ac + Z9-14:Ac + E7-12:Ac blend was significantly better than Z7-12:Ac + Z9-14:Ac, indicating that E7-12:Ac is an active component in the sex pheromone of the Brazilian populations of S. frugiperda.
Identification of sex pheromone components in Trissolcus brochymenae females
J Insect Physiol 2012 Dec;58(12):1635-42.PMID:23063499DOI:10.1016/j.jinsphys.2012.10.003.
Long- and short-range sex pheromones appear to play a crucial role in the mate finding and courtship behaviour of most parasitic Hymenoptera. Yet these parasitoids have been rarely investigated and only a few pheromones have been identified. Recent studies have shown that sexual communication of Trissolcus brochymenae (Hymenoptera: Platygastridae), a quasi-gregarious egg parasitoid of the harlequin bug, Murgantia histrionica (Heteroptera: Pentatomidae), starts before contact between males and females when chemical compounds produced by virgin females trigger the courtship behaviour of males. In the present study, the pheromone components involved in the short-range recognition of T. brochymenae females by males were investigated using electrophysiological and behavioural methods. Female body extracts were analyzed through EAG and GC-EAD and the active compounds were identified through GC-MS. The behavioural responses of virgin males to the GC-EAD active compounds were subsequently evaluated in closed arena bioassays. Two active compounds in EAG and behavioural tests, Tetradecyl acetate and (Z)-11-hexadecen-1-yl acetate, were identified as sex pheromone components. Both compounds triggered intense male antennation and mount when applied to solvent-washed female cadavers. Dose-response tests showed different curves for the two compounds. This is the first study on the identification of sexual pheromones in Platygastridae.
Synthesis and field evaluation of the sex pheromone analogues to soybean pod borer Leguminivora glycinivorella
Molecules 2012 Oct 16;17(10):12140-50.PMID:23085661DOI:10.3390/molecules171012140.
In order to develop efficient lures for soybean pod borer Leguminivora glycinivorella (Matsumura) in China, (E,E)-8,10-dodecadienyl acetate (EE-8,10-12:Ac), the main component of the pheromone of L. glycinivorella, and 12 structurally-related compounds were synthesised in good overall yields, regiospecificities, and stereo-selectivities via coupling reactions catalysed by Li₂CuCl₄. The effect of different synthetic compounds, alone or in combination with EE-8,10-12:Ac, on numbers of captured L. glycinivorella males was evaluated. EE-8,10-12:Ac, (E)-10-dodecenyl acetate (E-10-12:Ac), (E)-8-dodecenol (E-8-12:OH), Tetradecyl acetate (14:Ac), and (Z)-9-tetradecenyl acetate (Z-9-14:Ac) alone displayed different attractiveness to L. glycinivorella males. 14:Ac, E-8-12:OH, E-10-12:Ac, (E,E)-8,10-dodecadienal (EE-8,10-12:Ald), (E)-8-dodecenal (E-8-12:Ald), (E)-10-dodecenal (E-10-12:Ald) and Z-9-14:Ac all showed a synergistic effect to EE-8,10-12:Ac at certain dosages. The binary mixtures of EE-8,10-12:Ac and E-10-12:Ald, Z-9-14:Ac,14:Ac, E-8-12:Ald, EE-8,10-12:Ald, E-8-12:OH, or E-10-12:Ac in suitable ratios give 17.00-, 10.98-, 10.67-, 6.73-, 5.54-, 4.30- and 4.50-fold increases in trap catch, respectively, over the standard pheromone lure, and as novel pheromone blends, demonstrated potential use in pheromone traps to monitor or control L. glycinivorella populations in China.
Analytical studies of Spodopteralittoralis sex pheromone components by electroantennography and coupled gas chromatography-electroantennographic detection
Talanta 2000 Jun 30;52(3):525-32.PMID:18968012DOI:10.1016/s0039-9140(00)00401-x.
In this paper we present analytical studies of the sex pheromone components of the Egyptian armyworm Spodoptera littoralis (Lepidoptera, Noctuidae) by electroantennography (EAG) and coupled gas chromatography-electroantennographic detection (GC-EAD). EAG responses in three different preparations, using an insect's head, an excised antenna and a live insect, have been recorded. EAG depolarizations of live insects were significantly higher than those elicited by the insect's head or the excised antenna. The responses were dose-dependent. Live insects also allowed regular pheromone stimulations for 40 min with only 38% decrease of the EAG initial depolarization. The synthetic pheromone blend elicited the highest EAG activity (2.0+/-0.3 mV), followed by the major compound (Z,E)-9,11-tetradecadienyl acetate (I) (1.54+/-0.1mV), and the minor components (Z)-9-tetradecenyl acetate (II), (E)-11-tetradecenyl acetate (III), Tetradecyl acetate (IV) and (Z)-11-tetradecenyl acetate (V) (1.21-1.32 mV range). (Z,E)-9,12-tetradecadienyl acetate (VI), although not present in the pheromone blend of our strain, also showed an EAG activity (1.32+/-0.09 mV) similar to that of the monoenic components. GC-EAD responses confirmed the composition of the sex pheromone blend, the major response being elicited by the main component I followed by the other minor compounds II-V. The new dienic compound found in the female pheromone gland, (E,E)-10,12-tetradecadienyl acetate (VII), was not electrophysiologically active. Regarding sensitivity, the minimum amount detectable to elicit an antennal response in our GC-EAD system was 15 pg of the major component. In our system, which was built with cheap and easily available materials, no cooling of the effluent at the outlet of the chromatographic column is required.