The enantiomeric composition of the pheromone components (+)-ipsdienoI, e.e. 87.6%, and (-)-ipsenol, e.e. 93.8%, produced by the male bark beetleIps paraconfusus (Scolytidae) under natural conditions was determined by HPLC separation of their diastereomeric ester derivatives. Males confined in an atmosphere of ipsdienone produced (-)-ipsdienol, e.e. 28%, and (-)-ipsenol, e.e. 86%, indicating an enantiomeric selectivity in the conversion of the ketone to the alcohols. These findings demonstrate an enantioselective conversion mechanism in the biosynthetic pathway to the pheromones from myrcene, a host-plant terpene.
Samples of fat, muscle, liver, lung, blood, and bile from a steer which received a single dose of [5-14C]methoprene were analyzed for radioactive residues. No primary methoprene metabolites could be characterized, but the majority (16-88%, depending on tissue) of the total tissue radioactiv-ity was positively identified as [14C] cholesterol. A total of 72% of the bile radioactivity was contributed by cholesterol, cholic acid, and deoxycholic acid. Radioactivity from catabolized methoprene was also associated with protein and cholesteryl esters of fatty acids.Methoprene (1, isopropyl (2E,4E)-ll-methoxy-3,7,lltrimethyl-2,4-dodecadienoate, ZR-515, trademark Altosid) is the most commercially advanced example of a class of insect growth regulators (IGR's) with juvenile hormone activ-
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