Martinez T, Fabriás G, Camps F
Departmento de Química Orgánica Biológica, Consejo Superior de Investigaciones Cientificas, Barcelona, Spain.
J Biol Chem. 1990 Jan 25;265(3):1381-7.
Deuterium-labeled fatty acids have been used to elucidate the sex pheromone biosynthetic pathway in Spodoptera littoralis. Label from palmitic acid was incorporated during the scotophase into all the pheromone acetates and their corresponding fatty acyl intermediates. (Z,E)-9,11-tetradecadienyl acetate, the major component of the pheromone blend, is synthesized from palmitic acid via tetradecanoic acid, which, by the action of a specific (E)-11 desaturase and subsequently a (Z)-9 desaturase, is converted into (Z,E)-9,11-tetradecadienoate. By further reduction and acetylation, this compound leads to the dienne acetate. Deuterated precursors applied to the pheromone gland during the photophase were also incorporated into the pheromone. The percentage of labeled (Z,E)-9,11-tetradecadienyl acetate relative to natural compound was significantly higher during the light period. Label incorporation from different intermediates into the pheromone was stimulated by injection of brain-subesophageal ganglion extract during the photophase. The influence of the pheromone biosynthesis-activating neuropeptide on the biosynthetic pathway is discussed.
氘标记的脂肪酸已被用于阐明棉铃虫性信息素的生物合成途径。在暗期，棕榈酸的标记物被整合到所有信息素乙酸酯及其相应的脂肪酰中间体中。信息素混合物的主要成分（Z,E）-9,11-十四碳二烯乙酸酯由棕榈酸经十四烷酸合成，十四烷酸通过特定的（E）-11去饱和酶的作用，随后再经（Z）-9去饱和酶的作用，转化为（Z,E）-9,11-十四碳二烯酸。通过进一步还原和乙酰化，该化合物生成二烯乙酸酯。在光期应用于信息素腺的氘代前体也被整合到信息素中。在光照期间，标记的（Z,E）-9,11-十四碳二烯乙酸酯相对于天然化合物的百分比显著更高。在光期注射脑-咽下神经节提取物可刺激不同中间体的标记物整合到信息素中。文中讨论了信息素生物合成激活神经肽对生物合成途径的影响。
