9000531  7(Z),11(Z)-Pentacosadiene

(CAS 127599-39-7)



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Unsaturated, long-chain hydrocarbons are found on the cuticles of insects and can act as pheromones. In mature Drosophila melanogaster, certain cuticular hydrocarbons are sexually dimorphic: males synthesize 23- and 25-C monoenes and females produce 27- and 29-C dienes. Each of these lipids plays specific roles in regulating male sexual behavior, with dienes stimulating courtship.1 7(Z),11(Z)-Pentacosadiene is a 25-C hydrocarbon that is found in low abundance on cuticles of mature Drosophila females.2 Depletion of a female-specific elongase (eloF), which leads to an increase in 7(Z),11(Z)-pentacosadiene along with a parallel decrease in 7,11-nonacosadiene, significantly reduces copulation in Drosophila.3 This raises the possibility that 7(Z),11(Z)-pentacosadiene may act as an anti-aphrodisiac.
1  Ferveur, J., Sureau, G. Simultaneous influences on male courtship of stimulatory and inhibitory pheromones produced by live sex-mosaic Drosophila melanogaster. Proc Biol Sci 263(1373) 967-973 (1996).
2  Siwicki, K.K., Riccio, P., Ladewski, L., et al. The role of cuticular pheromones in courtship conditioning of Drosophila males. Learn Mem 12 636-645 (2005).
3  Chertemps, T., Duportets, L., Labuer, C., et al. A female-biased expressed elongase involved in long-chain hydrocarbon biosynthesis and courtship behavior in Drosophila melanogaster. Proc Natl Acad Sci USA 104(11) 4273-4278 (2007).

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Size Price Quantity
1 mg €24.00
5 mg €108.00
10 mg €192.00
50 mg €840.00
Pricing updated 2010-08-01.
Prices are subject to change without notice.