Synthesis of carrier-free tritium-labeled queen bee pheromone |
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| Authors: | Francis X. Webster Glenn D. Prestwich |
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| Affiliation: | (1) Department of Chemistry, State University of New York, 11794-3400 Stony Brook, New York;(2) Present address: Department of Chemistry, College of Environmental Science and Forestry, State University of New York, 13210 Syracuse, New York |
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| Abstract: | A short synthesis of [4,5-3H2] (E)-9-oxo-2-decenoic acid (ODA), a high-specific-activity tritium-containing isotopomer of the queen bee pheromone, is described. Catalytic tritiation of the ketal of ethyl 9-oxo-4-decenoate introduces tritium into two positions, one of which is completely unactivated. Subsequent transformation by selenation, oxidation, and hydrolysis affords the labeled 9-ODA at >60 Ci/mmol. The material is suitable for biochemical studies of binding and catabolism in ovarian, antennal, and other target tissues.Fellow of the Alfred P. Sloan Foundation (1981–1985) and Camille and Henry Dreyfus Teacher-Scholar (1981–1986). |
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| Keywords: | (E)-9-oxo-2-decenoic acid tritium labeling Apis mellifera primer pheromone radiosynthesis Hymenoptera Apidae |
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