Terminal fatty-acyl-CoA desaturase involved in sex pheromone biosynthesis in the winter moth (Operophtera brumata)

Ding, Bao‐Jian; Liénard, Marjorie A.; Wang, Hong Lei; Zhao, Congcong; Löfstedt, Christer

doi:10.1016/j.ibmb.2011.05.003

Cited by 32 publications

(28 citation statements)

References 57 publications

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“…Moreover, some Ctenopseustis and Planotortrix desaturases group closely with previously characterized desaturases from other species. First, the Ctenopseustis and Planotortrix desat2 orthologs group closely with a non-functional desaturase from Choristoneura rosaceana [38]; second, the desat6 orthologs group with a Δ9-desaturase from Epiphyas postvittana [39]; and third, even though less closely related, desat3 groups with a terminal desaturase from Operophtera brumata [40]. Finally, the six predicted desaturases from Ctenopseustis and Planotortrix are all well separated from each other in the phylogenetic tree, with many other lepidopteran desaturases inter-dispersed between them.…”

Section: Resultsmentioning

confidence: 99%

“…parallela [38], [43], we identified two desaturases showing interesting activities: desat3 and desat4. Desat3 from P. excessana encodes a desaturase with terminal desaturase activity, an activity that has recently been implicated in pheromone biosynthesis in the winter moth, Operophtera brumata [40]. In contrast with Ctenopseustis and Planotortrix , however, the sex pheromone of the winter moth is not derived from saturated fatty acids, but from linolenic acid.…”

Section: Discussionmentioning

confidence: 99%

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Sex Pheromone Evolution Is Associated with Differential Regulation of the Same Desaturase Gene in Two Genera of Leafroller Moths

et al. 2012

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Chemical signals are prevalent in sexual communication systems. Mate recognition has been extensively studied within the Lepidoptera, where the production and recognition of species-specific sex pheromone signals are typically the defining character. While the specific blend of compounds that makes up the sex pheromones of many species has been characterized, the molecular mechanisms underpinning the evolution of pheromone-based mate recognition systems remain largely unknown. We have focused on two sets of sibling species within the leafroller moth genera Ctenopseustis and Planotortrix that have rapidly evolved the use of distinct sex pheromone blends. The compounds within these blends differ almost exclusively in the relative position of double bonds that are introduced by desaturase enzymes. Of the six desaturase orthologs isolated from all four species, functional analyses in yeast and gene expression in pheromone glands implicate three in pheromone biosynthesis, two Δ9-desaturases, and a Δ10-desaturase, while the remaining three desaturases include a Δ6-desaturase, a terminal desaturase, and a non-functional desaturase. Comparative quantitative real-time PCR reveals that the Δ10-desaturase is differentially expressed in the pheromone glands of the two sets of sibling species, consistent with differences in the pheromone blend in both species pairs. In the pheromone glands of species that utilize (Z)-8-tetradecenyl acetate as sex pheromone component (Ctenopseustis obliquana and Planotortrix octo), the expression levels of the Δ10-desaturase are significantly higher than in the pheromone glands of their respective sibling species (C. herana and P. excessana). Our results demonstrate that interspecific sex pheromone differences are associated with differential regulation of the same desaturase gene in two genera of moths. We suggest that differential gene regulation among members of a multigene family may be an important mechanism of molecular innovation in sex pheromone evolution and speciation.

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Section: Resultsmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Sex Pheromone Evolution Is Associated with Differential Regulation of the Same Desaturase Gene in Two Genera of Leafroller Moths

et al. 2012

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“…Δ12 mFADs have also been identified, but they are involved in primary metabolism during the production of methylene-interrupted PUFAs [31] rather than pheromone biosynthesis. The moth mFADs can also introduce a double bond at the terminal position between the penultimate and ultimate carbon atoms [78,83] and can produce FAs with a system of isolated double bonds [64] or a system of conjugated double bonds [10,65,66,76,79,80,82]. Among the more bizarre desaturation reactions, an mFAD identified in the processionary moth, Thaumetopoea pityocampa, can introduce triple bonds into the FA chains [81], resembling in activity an mFAD described in the plant of Crepis genus [84].…”

Section: Mfad Propertiesmentioning

confidence: 99%

Biotechnological potential of insect fatty acid-modifying enzymes

Tupec

Buček

Valterová

2017

Zeitschrift Für Naturforschung C

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There are more than one million described insect species. This species richness is reflected in the diversity of insect metabolic processes. In particular, biosynthesis of secondary metabolites, such as defensive compounds and chemical signals, encompasses an extraordinarily wide range of chemicals that are generally unparalleled among natural products from other organisms. Insect genomes, transcriptomes and proteomes thus offer a valuable resource for discovery of novel enzymes with potential for biotechnological applications. Here, we focus on fatty acid (FA) metabolism-related enzymes, notably the fatty acyl desaturases and fatty acyl reductases involved in the biosynthesis of FA-derived pheromones. Research on insect pheromone-biosynthetic enzymes, which exhibit diverse enzymatic properties, has the potential to broaden the understanding of enzyme specificity determinants and contribute to engineering of enzymes with desired properties for biotechnological production of FA derivatives. Additionally, the application of such pheromone-biosynthetic enzymes represents an environmentally friendly and economic alternative to the chemical synthesis of pheromones that are used in insect pest management strategies.

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“…In this case, the absence of inhibitory signals 139 overrides all other sensory cues in the decision to court [17]. 140 In several species of bees, butterflies, and vinegar flies, 141 anti-aphrodisiacs and courtship inhibitors are used by males to 142 manipulate the behavior of other conspecific males [18][19][20]. For 143 example, in D. melanogaster, the male-specific lipids cis-Vaccenyl 144 Acetate (cVA) and (3R,11Z,19Z)-3-acetoxy-11,19-octacosadien-1-ol 145 (CH503) are transferred from males to females during mating 146 and inhibit courtship from subsequent courting males [21][22][23].…”

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confidence: 99%

“…2). In par-531 ticular, D11 desaturases, which place a double bond at the C11 532 position, appear to play a major role in moth and butterfly species 533[140][141][142][143][144][145]. Numerous other enzymes have been identified for 534 placement of double bonds at other positions in saturated fatty535 …”

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confidence: 99%