Sex pheromone biosynthesis in the pine caterpillar moth, Dendrolimus punctatus (Lepidoptera : Lasiocampidae): pathways leading to Z5-monoene and 5,7-conjugated diene components
(2004) In Insect Biochemistry and Molecular Biology 34(3). p.261-271- 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 All 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... (More)
- 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 All 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 (ZE)-5,7-dodecadienol by reduction. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/135848
- author
- Zhao, Cheng-Hua LU ; Adlof, R O and Löfstedt, Christer LU
- organization
- publishing date
- 2004
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Insect Biochemistry and Molecular Biology
- volume
- 34
- issue
- 3
- pages
- 261 - 271
- publisher
- Elsevier
- external identifiers
-
- wos:000220257400007
- pmid:14871622
- scopus:1242299612
- ISSN
- 1879-0240
- DOI
- 10.1016/j.ibmb.2003.10.005
- project
- Evolutionary mechanisms of pheromone divergence in Lepidoptera
- language
- English
- LU publication?
- yes
- id
- 31497fe5-4a57-4a31-884c-65eb78f5a181 (old id 135848)
- date added to LUP
- 2016-04-01 15:55:13
- date last changed
- 2022-01-28 08:00:38
@article{31497fe5-4a57-4a31-884c-65eb78f5a181,
abstract = {{Biosynthesis of the sex pheromone components (Z)-5-dodecenol and (Z,E)-5,7-dodecadienol in <i>Dendrolimus punctatus</i> 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 All 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 (ZE)-5,7-dodecadienol by reduction.}},
author = {{Zhao, Cheng-Hua and Adlof, R O and Löfstedt, Christer}},
issn = {{1879-0240}},
language = {{eng}},
number = {{3}},
pages = {{261--271}},
publisher = {{Elsevier}},
series = {{Insect Biochemistry and Molecular Biology}},
title = {{Sex pheromone biosynthesis in the pine caterpillar moth, <i>Dendrolimus punctatus</i> (Lepidoptera : Lasiocampidae): pathways leading to Z5-monoene and 5,7-conjugated diene components}},
url = {{http://dx.doi.org/10.1016/j.ibmb.2003.10.005}},
doi = {{10.1016/j.ibmb.2003.10.005}},
volume = {{34}},
year = {{2004}},
}