House fly sex pheromone biosynthesis
The reactions are catalyzed by P450 enzyme(s) (Ahmad et al.,1987), which have not yet been identified.
In female house flies the (Z)-9-tricosene produced by CYP4G enzyme(s) is a major component of the sex pheromone, being responsible for inducing the courtship ritual and the males' striking activity. Additional components of the pheromone are the sex recognition factors (Z)-9,10-epoxytricosane and (Z)-14-tricosen-10-one. These compounds are obviously derived from (Z)-9-tricosene by oxidative metabolism. A microsomal P450 was shown to oxidize the alkene from either side at a distance of 9/10 carbons in-chain (Ahmad et al., 1987), but the structural requirements of the enzyme for its substrate are otherwise strict (Latli and Prestwich, 1991). This P450 activity is found in various tissues of the male and female, including the epidermis and fat body, but the highest specific activity is found in male antennae (Ahmad et al., 1987). The C23 epoxide and ketone are absent internally in females, but accumulate on the surface of the cuticle (Mpuru et al., 2001), suggesting the localization of this P450 activity in epidermal cells of female flies.