Biosynthetic pathway for production of a conjugated dienyl sex pheromone of a Plusiinae moth, Thysanoplusia intermixta.
Insect Biochem Mol Biol
; 32(6): 701-8, 2002 Jun.
Article
in En
| MEDLINE
| ID: mdl-12020844
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.
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Collection:
01-internacional
Database:
MEDLINE
Main subject:
Sex Attractants
/
Fatty Acids
/
Acetates
/
Moths
Limits:
Animals
Language:
En
Journal:
Insect Biochem Mol Biol
Journal subject:
BIOLOGIA MOLECULAR
/
BIOQUIMICA
Year:
2002
Document type:
Article
Affiliation country: