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7(Z)-Tricosene Exclusive

Cayman Chemical Item Number 9000313

(CAS 52078-42-9)

7(Z)-Tricosene (CAS 52078-42-9)

See more	Signal Transduction (328)

Description

7(Z)-Tricosene is an unsaturated cuticular hydrocarbon that acts as a pheromone in some insects, including Drosophila. While it is present in both sexes of some Drosophila species, it is abundant in males, but not females, of D. melanogaster and D. sechellia.¹ In these species, 7(Z)-tricosene prevents or reduces male courtship behavior² and increases female sexual receptivity.³ It is absent from virgin D. melanogaster females, but is transferred from males to females during mating.⁴ In addition, mating induces the synthesis of 7(Z)-tricosene by D. melanogaster females, so that it acts as an anti-aphrodisiac in mated females.⁴ 7(Z)-Tricosene is also a minor component of labial gland secretion and cuticle of Bombus spp.^5,6

1 Coyne, J.A., Crittenden, A.P., and Mah, K. Genetics of a pheromonal difference contributing to reproductive isolation in drosophila. Science 265 1461-1464 (1994).

2 Svetec, N., and Ferveur, J. Social experience and phermonal perception can change male-male interactions in Drosophila melanogaster. J Exp Biol 208 891-898 (2004).

3 Grillet, M., Dartevelle, L., and Ferveur, J. A Drosophila male pheromone affects female sexual receptivity. Proc R Soc Lond B Biol Sci 273 315-323 (2006).

4 Scott, D. Sexual mimicry regulates the attractiveness of mated Drosophila melanogaster females. Proc Natl Acad Sci USA 83 8429-8433 (1986).

5 Valterová, I., Urbanová, K., Hovorka, O., et al. Composition of the labial gland secretion of the bumblebee males Bombus pomorum. Z Naturforsch 56 430-436 (2001).

6 Urbanová, K., Valterová, I., Hovorka, O., et al. Chemotaxonomical characterisation of males of Bombus lucorum (hymenoptera: Apidae) collected in the Czech Republic. Eur J Entomol 98 111-115 (2001).

Formal Name	7Z-tricosene
CAS Number	52078-42-9
Molecular Formula	C₂₃H₄₆
Formula Weight	322.6
Formulation	A solution in hexane
Purity	≥98%
Stability	1 year
Storage	-20°C
Shipping	Room temperature in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard CCCCCCCCCCCCCCC/C=C\CCCCCC

Background Reading

Urbanová, K., Valterová, I., Hovorka, O., et al. Chemotaxonomical characterisation of males of Bombus lucorum (hymenoptera: Apidae) collected in the Czech Republic. Eur J Entomol 98 111-115 (2001).

Valterová, I., Urbanová, K., Hovorka, O., et al. Composition of the labial gland secretion of the bumblebee males Bombus pomorum. Z Naturforsch 56 430-436 (2001).

Scott, D. Sexual mimicry regulates the attractiveness of mated Drosophila melanogaster females. Proc Natl Acad Sci USA 83 8429-8433 (1986).

Grillet, M., Dartevelle, L., and Ferveur, J. A Drosophila male pheromone affects female sexual receptivity. Proc R Soc Lond B Biol Sci 273 315-323 (2006).

Svetec, N., and Ferveur, J. Social experience and phermonal perception can change male-male interactions in Drosophila melanogaster. J Exp Biol 208 891-898 (2004).

Coyne, J.A., Crittenden, A.P., and Mah, K. Genetics of a pheromonal difference contributing to reproductive isolation in drosophila. Science 265 1461-1464 (1994).

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