Green chemistry production of codlemone, the sex pheromone of the Codling Moth (Cydia pomonella), by metabolic engineering of the oilseed crop Camelina (Camelina sativa)
(2021) In Journal of Chemical Ecology 47. p.950-967- Abstract
Synthetic pheromones have been used for pest control over several decades. The conventional synthesis of di-unsaturated pheromone compounds is usually complex and costly. Camelina (Camelina sativa) has emerged as an ideal, non-food biotech oilseed platform for production of oils with modified fatty acid compositions. We used Camelina as a plant factory to produce mono- and di-unsaturated C12 chain length moth sex pheromone precursors, (E)-9-dodecenoic acid and (E,E)-8,10-dodecadienoic acid, by introducing a fatty acyl-ACP thioesterase FatB gene UcTE from California bay laurel (Umbellularia californica) and a bifunctional ∆9 desaturase gene Cpo_CPRQ from the codling moth, Cydia pomonella. Different... (More)
Synthetic pheromones have been used for pest control over several decades. The conventional synthesis of di-unsaturated pheromone compounds is usually complex and costly. Camelina (Camelina sativa) has emerged as an ideal, non-food biotech oilseed platform for production of oils with modified fatty acid compositions. We used Camelina as a plant factory to produce mono- and di-unsaturated C12 chain length moth sex pheromone precursors, (E)-9-dodecenoic acid and (E,E)-8,10-dodecadienoic acid, by introducing a fatty acyl-ACP thioesterase FatB gene UcTE from California bay laurel (Umbellularia californica) and a bifunctional ∆9 desaturase gene Cpo_CPRQ from the codling moth, Cydia pomonella. Different transgene combinations were investigated for increasing pheromone precursor yield. The most productive Camelina line was engineered with a vector that contained one copy of UcTE and the viral suppressor protein encoding P19 transgenes and three copies of Cpo_CPRQ transgene. The T2 generation of this line produced 9.4% of (E)-9-dodecenoic acid and 5.5% of (E,E)-8,10-dodecadienoic acid of the total fatty acids, and seeds were selected to advance top-performing lines to homozygosity. In the T4 generation, production levels of (E)-9-dodecenoic acid and (E,E)-8,10-dodecadienoic acid remained stable. The diene acid together with other seed fatty acids were converted into corresponding alcohols, and the bioactivity of the plant-derived codlemone was confirmed by GC-EAD and a flight tunnel assay. Trapping in orchards and home gardens confirmed significant and specific attraction of C. pomonella males to the plant-derived codlemone.
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- author
- Xia, Yi Han LU ; Wang, Hong Lei LU ; Ding, Bao Jian LU ; Svensson, Glenn P. LU ; Jarl-Sunesson, Carin LU ; Cahoon, Edgar B. ; Hofvander, Per and Löfstedt, Christer LU
- organization
- publishing date
- 2021-11-11
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- Acyl-ACP thioesterase, Agrobacterium-based floral-dip transformation, Bioassay, Conjugated double bonds, Multi-gene copies, P19, Plant factory, ∆9 desaturase
- in
- Journal of Chemical Ecology
- volume
- 47
- pages
- 18 pages
- publisher
- Springer
- external identifiers
-
- scopus:85118862544
- pmid:34762210
- ISSN
- 0098-0331
- DOI
- 10.1007/s10886-021-01316-4
- project
- OLEFINE: OLEaginous yeast platforms for FINE chemicals
- language
- English
- LU publication?
- yes
- additional info
- Funding Information: This work was supported by funding from the Swedish Foundation for Strategic Research (No. RBP 14-0037, Oil Crops for the Future), the European Union’s Horizon 2020 research and innovation programme (No. 760798, OLEFINE), Formas (Nos. 2010-857 and 2015-1336), and the Carl Trygger Foundation for Scientific Research (Nos. CTS 14:307 and CTS KF17:15) to CL, and the Jörgen Lindström’s Scholarship Fund to YHX. The Chinese Scholarship Council supported Yi-Han Xia’s PhD scholarship. We thank Erling Jirle for excellent technical support, and Björn Stensson and Markus Nilsson for providing access to their apple orchards. EBC recognizes support from Nebraska Agricultural Experiment Station-USDA Hatch Act (NEB-30-131). PH recognizes support from the strategic research program Trees and Crops for the Future (TC4F). Publisher Copyright: © 2021, The Author(s).
- id
- 30d407cb-84a1-4b5d-ad00-ca4363ef1779
- date added to LUP
- 2021-11-24 17:42:14
- date last changed
- 2024-05-04 17:32:37
@article{30d407cb-84a1-4b5d-ad00-ca4363ef1779,
abstract = {{<p>Synthetic pheromones have been used for pest control over several decades. The conventional synthesis of di-unsaturated pheromone compounds is usually complex and costly. Camelina (<i>Camelina sativa</i>) has emerged as an ideal, non-food biotech oilseed platform for production of oils with modified fatty acid compositions. We used Camelina as a plant factory to produce mono- and di-unsaturated C<sub>12</sub> chain length moth sex pheromone precursors, (E)-9-dodecenoic acid and (E,E)-8,10-dodecadienoic acid, by introducing a fatty acyl-ACP thioesterase FatB gene UcTE from California bay laurel (<i>Umbellularia californica</i>) and a bifunctional ∆9 desaturase gene Cpo_CPRQ from the codling moth, <i>Cydia</i> <i>pomonella</i>. Different transgene combinations were investigated for increasing pheromone precursor yield. The most productive Camelina line was engineered with a vector that contained one copy of UcTE and the viral suppressor protein encoding P19 transgenes and three copies of Cpo_CPRQ transgene. The T<sub>2</sub> generation of this line produced 9.4% of (E)-9-dodecenoic acid and 5.5% of (E,E)-8,10-dodecadienoic acid of the total fatty acids, and seeds were selected to advance top-performing lines to homozygosity. In the T<sub>4</sub> generation, production levels of (E)-9-dodecenoic acid and (E,E)-8,10-dodecadienoic acid remained stable. The diene acid together with other seed fatty acids were converted into corresponding alcohols, and the bioactivity of the plant-derived codlemone was confirmed by GC-EAD and a flight tunnel assay. Trapping in orchards and home gardens confirmed significant and specific attraction of C. pomonella males to the plant-derived codlemone.</p>}},
author = {{Xia, Yi Han and Wang, Hong Lei and Ding, Bao Jian and Svensson, Glenn P. and Jarl-Sunesson, Carin and Cahoon, Edgar B. and Hofvander, Per and Löfstedt, Christer}},
issn = {{0098-0331}},
keywords = {{Acyl-ACP thioesterase; Agrobacterium-based floral-dip transformation; Bioassay; Conjugated double bonds; Multi-gene copies; P19; Plant factory; ∆9 desaturase}},
language = {{eng}},
month = {{11}},
pages = {{950--967}},
publisher = {{Springer}},
series = {{Journal of Chemical Ecology}},
title = {{Green chemistry production of codlemone, the sex pheromone of the Codling Moth (C<i>ydia pomonella</i>), by metabolic engineering of the oilseed crop Camelina (<i>Camelina sativa</i>)}},
url = {{http://dx.doi.org/10.1007/s10886-021-01316-4}},
doi = {{10.1007/s10886-021-01316-4}},
volume = {{47}},
year = {{2021}},
}