| Title: | "Sex pheromone biosynthesis in the pine caterpillar moth, Dendrolimus punctatus (Lepidoptera: Lasiocampidae): pathways leading to Z5-monoene and 5,7-conjugated diene components" |
| Author(s): | Zhao CH; Adlof RO; Lofstedt C; |
| Address: | "State Key Laboratory of Integrated Management of Pest Insects and Rodents, Institute of Zoology, Chinese Academy of Sciences, Beijing 100080, China. zhaoch@ioz.ac.cn" |
| DOI: | 10.1016/j.ibmb.2003.10.005 |
| ISSN/ISBN: | 0965-1748 (Print) 0965-1748 (Linking) |
| Abstract: | "Biosynthesis of the sex pheromone components (Z)-5-dodecenol and (Z,E)-5,7-dodecadienol in Dendrolimus punctatus was studied by topical application of deuterium-labeled fatty acids to pheromone glands and subsequent analysis of fatty acyl groups and pheromone components by gas chromatography-mass spectrometry. Our studies suggest that both (Z)-5-dodecenol and (Z,E)-5,7-dodecadienol can be biosynthetically derived from chain elongation of palmitate to stearate in the gland, and its subsequent Delta11 desaturation to produce (Z)-11-octadecenoate. After three cycles of 2-carbon chain-shortening, the pheromone glands produce (Z)-5-dodecenoate, which is then converted to (Z)-5-dodecenol by reduction. A second Delta11 desaturation of (Z)-9-hexadecenoate produces (Z,E)-9,11-hexadecadienoate, which is then chain shortened in two cycles of beta-oxidation and finally converted to (Z,E)-5,7-dodecadienol by reduction" |
| Keywords: | Animals Fatty Acids/chemistry/metabolism Female Moths/*metabolism Oxidation-Reduction Sex Attractants/*biosynthesis/chemistry Stereoisomerism; |
| Notes: | "MedlineZhao, Cheng-Hua Adlof, Richard O Lofstedt, Christer eng Research Support, Non-U.S. Gov't England 2004/02/12 Insect Biochem Mol Biol. 2004 Mar; 34(3):261-71. doi: 10.1016/j.ibmb.2003.10.005" |
