Optically active samples of a number of alkyl (2E,4E)-3,7,11-trimethyl-2,4-dodecadienoates were prepared and bioassayed (along with the racemic mixtures) for juvenile hormone activity on the yellow-fever mosquito (Aedes aegypti), the greater wax moth (Galleria mellonella), the yellow mealworm (Tenebrio rnolitor), the house fly (Musca dornestica), and the tobacco budworm (Heliothis uirescens). The (S)-(+) enantiomers, in general, showed considerably higher activity on these species than did the (R)-(-) enantiomers. The juvenile hormone activity of the enantiomers of the phenyl ether, 6,7-epoxy-1-(4-ethylphenoxy)-3,7-dimethyloctane and of the arylterpenoid analogue, 8-ethoxy-l-(4-isopropylphenyl)-4,8-dimethylnonane were also studied as examples of different types of juvenile hormone analogues. The differences in activity observed for all of these analogues implies that a chiral receptor system (and possibly more than one such system) is involved in the insect juvenile hormone response to these compounds.The alkyl (2E,4E)-3,7,11-trimethyl-
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