Title: | "Linoleic acid and stearic acid are biosynthetic precursors of (7Z,10Z)-7,10-hexadecadienal, the major component of the sex pheromone of Chilecomadia valdiviana (Lepidoptera: Cossidae)" |
Author(s): | Herrera H; Barros-Parada W; Bergmann J; |
Address: | "Instituto de Quimica, Facultad de Ciencias, Pontificia Universidad Catolica de Valparaiso, Valparaiso, Chile. Nucleo de Quimica y Bioquimica, Facultad de Estudios Interdisciplinarios, Universidad Mayor, Santiago, Chile. Escuela de Agronomia, Facultad de Ciencias Agronomicas y de los Alimentos, Pontificia Universidad Catolica de Valparaiso, Quillota, Chile" |
DOI: | 10.1371/journal.pone.0215769 |
ISSN/ISBN: | 1932-6203 (Electronic) 1932-6203 (Linking) |
Abstract: | "The main pheromone compound of Chilecomadia valdiviana (Lepidoptera: Cossidae) has been recently identified as (7Z,10Z)-7,10-hexadecadienal. The biosynthesis of this pheromone compound showing attributes of both Type I and Type II lepidopteran pheromones was studied by the topical application of isotope-labeled fatty acids to the pheromone gland and subsequent analysis of the gland contents (pheromone compounds and fatty acyl compounds) by gas chromatography-mass spectrometry. The deuterium label of D11-linoleic acid was incorporated into the pheromone compound and its putative acyl precursor (7Z,10Z)-7,10-hexadecadienoate, demonstrating that the pheromone compound is biosynthesized from linoleic acid by chain-shortening and further functional group transformation. Furthermore, the deuterium label of D3-stearic acid was also incorporated into the pheromone compound, which indicates that the pheromone can be synthesized de novo by C. valdiviana, as is the case for Type I lepidopteran pheromone compounds" |
Keywords: | Alkadienes/*metabolism Animals Female Linoleic Acid/*metabolism Moths/*metabolism Scent Glands/metabolism Sex Attractants/*biosynthesis Stearic Acids/*metabolism; |
Notes: | "MedlineHerrera, Heidy Barros-Parada, Wilson Bergmann, Jan eng Research Support, Non-U.S. Gov't 2019/04/24 PLoS One. 2019 Apr 23; 14(4):e0215769. doi: 10.1371/journal.pone.0215769. eCollection 2019" |