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Insect Biochem Mol Biol


Title:"Biosynthetic pathway for production of a conjugated dienyl sex pheromone of a Plusiinae moth, Thysanoplusia intermixta"
Author(s):Ono A; Imai T; Inomata S; Watanabe A; Ando T;
Address:"Graduate School of Bio-Applications and Systems Engineering, Tokyo University of Agriculture and Technology, Koganei, 184-8588, Japan"
Journal Title:Insect Biochem Mol Biol
Year:2002
Volume:32
Issue:6
Page Number:701 - 708
DOI: 10.1016/s0965-1748(01)00154-0
ISSN/ISBN:0965-1748 (Print) 0965-1748 (Linking)
Abstract:"Virgin females of Thysanoplusia intermixta (Lepidoptera; Noctuidae; Plusiinae) produce (5E,7Z)-5,7-dodecadienyl acetate as a main sex pheromone component. GC-MS analysis of the pheromone glands, which were treated with deuterated hexadecanoic, (Z)-11-hexadecenoic, and (Z)-7-dodecenoic acids, showed incorporation of the label into the dienyl component. Their incorporation rates confirmed that its biosynthesis proceeds in the following order: Delta11-desaturation of a C(16) acyl intermediate, chain shortening to a C(12) compound by beta-oxidation, Delta5-desaturation to produce a 5,7-dienyl system, reduction of the acyl group, and acetylation. These deuterated precursors also converted into a minor pheromone component, (Z)-7-docecenyl acetate, which might be prepared by the same pathway except for the step of Delta5-desaturation. While deuterium incorporation into the dienyl acetate was not observed in the extracts treated with other labeled dodecenoic acids with (E)-5-, (Z)-6-, and (E)-7-double bonds, the corresponding dodecenyl acetates were produced. This result showed low substrate specificity of the enzymes for reduction and acetylation. Labeled (Z)-10-hexadecenoic acid was not converted into a dodecenyl acetate, indicating the high substrate specificity of the enzyme for beta-oxidation"
Keywords:Acetates/*metabolism Animals Dodecanol/analogs & derivatives Fatty Acids/*biosynthesis/metabolism Lipid Metabolism Molecular Structure Moths/*metabolism Palmitic Acids/metabolism Sex Attractants/*biosynthesis/chemistry;
Notes:"MedlineOno, A Imai, T Inomata, S Watanabe, A Ando, T eng England 2002/05/22 Insect Biochem Mol Biol. 2002 Jun; 32(6):701-8. doi: 10.1016/s0965-1748(01)00154-0"

 
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Citation: El-Sayed AM 2024. The Pherobase: Database of Pheromones and Semiochemicals. <http://www.pherobase.com>.
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