Expression and evolution of Δ9 and Δ11 desaturase genes in the moth Spodoptera littoralis

Rodríguez, Sergio; Hao, Ge‐Fei; Liu, Weitian; Piña, Benjamı́n; Rooney, Alejandro P.; Camps, Francisco; Roelofs, Wendell L.; Fabriás, Gemma

doi:10.1016/j.ibmb.2004.09.003

Cited by 37 publications

(49 citation statements)

References 57 publications

(66 reference statements)

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“…6 C and D) between the natural compound and an authentic synthetic standard. This compound was not produced in cells transformed with the S. littoralis ⌬ 11 desaturase, which did produce the previously reported (10,19) unsaturated intermediates (Fig. 5C).…”

Section: Resultsmentioning

confidence: 41%

“…Several ⌬ 9 desaturases have been cloned from moth pheromone glands and functionally expressed in yeast (6,8,10,18,24). However, none of the multiple clones from T. pityocampa pheromone glands analyzed corresponded to a ⌬ 9 desaturase.…”

Section: Discussionmentioning

confidence: 99%

“…The desaturases expressed in female sex-pheromone glands of different moth species have evolved to play a key role in the biosynthesis of sex pheromones, exhibiting an amazing diversity of substrate and regio-and stereospecifities. Unlike the metabolic ⌬ 9 acyl-CoA desaturases, pheromone gland desaturases catalyze the formation of uncommon unsaturated fatty acyl-CoA esters with variable chain lengths, different locations of unsaturations, and either the ordinary Z or the unusual E double bond geometry (3)(4)(5)(6)(7)(8)(9)(10).…”

mentioning

confidence: 99%

“…Cloned desaturases specifically involved in sex pheromone biosynthesis with unusual regiospecificities include the ⌬ 14 desaturase of Ostrinia species (18), the ⌬ 10 desaturase of Planotortrix octo (3), and the bifunctional desaturases of Bombyx mori (9) and Spodoptera littoralis (10,19). Because of the unique chemical structure of its sex pheromone, cloning the acyl-CoA desaturases from T. pityocampa pheromone gland might uncover new desaturases with activities, like ⌬ 11 acetylenase and ⌬ 13 desaturase, so far unreported in the Animal Kingdom.…”

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confidence: 99%

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A multifunctional desaturase involved in the biosynthesis of the processionary moth sex pheromone

Serra

Piña

Abad

et al. 2007

Proc. Natl. Acad. Sci. U.S.A.

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The sex pheromone of the female processionary moth, Thaumetopoea pityocampa, is a unique C16 enyne acetate that is biosynthesized from palmitic acid. Three consecutive desaturation reactions transform this saturated precursor into the triunsaturated fatty acyl intermediate: formation of (Z)-11-hexadecenoic acid, acetylenation to 11-hexadecynoic acid, and final ⌬ 13 desaturation to (Z)-13-hexadecen-11-ynoic acid. By using degenerate primers common to all reported insect desaturases, a single cDNA sequence was isolated from total RNA of T. pityocampa female pheromone glands. The full-length transcript of this putative desaturase was expressed in elo1⌬/ole1⌬ yeast mutants (both elongase 1 and ⌬ 9 desaturase-deficient) for functional assays. The construct fully rescued the ⌬ole1 yeast phenotype, confirming its desaturase activity. Analysis of the unsaturated products from transformed yeast extracts demonstrated that the cloned enzyme showed ⌬ 11 desaturase, ⌬ 11 acetylenase, and ⌬ 13 desaturase activities. Therefore, this single desaturase may account for the three desaturation steps involved in the sex pheromone biosynthetic pathway of the processionary moth.acetylene ͉ cloning ͉ enyne ͉ Thaumetopoea pityocampa ͉ yeast

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Section: Resultsmentioning

confidence: 41%

Section: Discussionmentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

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A multifunctional desaturase involved in the biosynthesis of the processionary moth sex pheromone

Serra

Piña

Abad

et al. 2007

Proc. Natl. Acad. Sci. U.S.A.

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“…In addition to the ability to introduce Z-double bonds, moth mFADs can catalyze the introduction of rather uncommon E-double bond in nature [64][65][66][67][68] or produce a mixture of E-and Z-unsaturated FAs [69,70]. The preferred fatty acyl chain length may be C14 [27,[66][67][68][70][71][72][73], C16 [74], or C18 [63,75,76], but some mFADs can desaturate a broad range of fatty acyl chain lengths, such as C14-C20 [67,77]. The positions of the introduced double bond include ∆9, ∆4 [33], ∆5 [72], ∆6 [64,78], ∆8 [65], ∆10 [69,78], ∆11 [10, 63, 65-67, 74-76, 79, 80], ∆13 [81], and ∆14 [70,82].…”

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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Δ11-fatty-acid desaturase 1.14.19.5

Schomburg

2013

Class 1 Oxidoreductases

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Expression and evolution of Δ9 and Δ11 desaturase genes in the moth Spodoptera littoralis

Cited by 37 publications

References 57 publications

A multifunctional desaturase involved in the biosynthesis of the processionary moth sex pheromone

A multifunctional desaturase involved in the biosynthesis of the processionary moth sex pheromone

Biotechnological potential of insect fatty acid-modifying enzymes

Δ11-fatty-acid desaturase 1.14.19.5

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