| Identification | Back Directory | [Name]
7(Z),11(Z)-Pentacosadiene | [CAS]
127599-39-7 | [Synonyms]
7(Z),11(Z)-Pentacosadiene
(7Z,11Z)-pentacosa-7,11-diene
7(Z),11(Z)-Pentacosadiene Exclusive | [Molecular Formula]
C25H48 | [MDL Number]
MFCD18428055 | [MOL File]
127599-39-7.mol | [Molecular Weight]
348.649 |
| Hazard Information | Back Directory | [Description]
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. | [storage]
Store at -20°C | [References]
1. Ferveur, J.-F., and 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(6),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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