Synthesis of tritiated sex pheromones of the processionary moth Thmmetopoea pityocampa and the Egyptian armyworm Spodopteru littoralis has been accomplished by a simple route involving tritiated sodium borohydride reduction of the corresponding aldehyde followed by acetylation of the resulting radio
Sex pheromone biosynthesis in the processionary moth Thaumetopoea pityocampa by delta-13 desaturation
✍ Scribed by Gemma Arsequell; Dr. Gemma Fabriàs; Dr. Francisco Camps
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 489 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0739-4462
No coin nor oath required. For personal study only.
✦ Synopsis
In vivo treatments of female sex pheromone glands of the processionary moth, Thaurnetopoea pityocampa, with mass-labeled fatty acids showed that ( Z ) -13-hexadecen-11-ynyl acetate, the main sex pheromone component, is biosynthesized from palmitic acid by the combined action of delta-I1 and delta-13 desaturases. The involvement of this unusual delta-13 has been proven by application of [16,16,16-2H31 [1,2-'3C&hexadecanoic acid to the glands with a resultant incorporation of all labeled atoms into the pheromone and each one of the corresponding intermediates. These results seem to exclude alternative biosynthetic pathways, such as chain shortening and elongation combined with delta-I1 desaturation. The delta-I1 desaturase responsible for the formation of the triple bond in both the 11-hexadecynoyl and (Z)-13-hexadecen-11-ynoyl intermediates i s also an unusual enzyme not previously reported in lepidopteran sex pheromone biosynthesis.
📜 SIMILAR VOLUMES
Bombykol [(10E,12Z)-10,12-hexadecadien-1-ol], the sex pheromone of the silkworm moth (Bombyx mori L.), is biosynthesized from hexadecanoate by three successive steps; i.e., D11desaturation, D10,12-desaturation, and reduction of the acyl group. 11,12-Erythro-and 11,12-threo-[7,8,11,12-D 4 ]hexadecano