« Previous AbstractAnalysis of the Agrotis segetum pheromone gland transcriptome in the light of sex pheromone biosynthesis    Next Abstract"Bioproduction of (Z,E)-9,12-tetradecadienyl acetate (ZETA), the major pheromone component of Plodia, Ephestia, and Spodoptera species in yeast" »

J Chem Ecol

Title:		"Biosynthesis of the Sex Pheromone Component (E,Z)-7,9-Dodecadienyl Acetate in the European Grapevine Moth, Lobesia botrana, Involving ?Os11 Desaturation and an Elusive ?Os7 Desaturase"
Author(s):		Ding BJ; Xia YH; Wang HL; Andersson F; Hedenstrom E; Gross J; Lofstedt C;
Address:		"Department of Biology, Lund University, Solvegatan 37, SE-223 62, Lund, Sweden. baojian.ding@biol.lu.se. Department of Biology, Lund University, Solvegatan 37, SE-223 62, Lund, Sweden. yihan.xia@biol.lu.se. Department of Biology, Lund University, Solvegatan 37, SE-223 62, Lund, Sweden. Department of Chemical Engineering, Mid Sweden University, SE-851 70, Sundsvall, Sweden. Federal Research Centre for Cultivated Plants, Institute for Plant Protection in Fruit Crops and Viticulture, Julius Kuhn-Institut, Dossenheim, Germany"
Journal Title:		J Chem Ecol
Year:		2021
Volume:		20210329
Issue:		3
Page Number:		248 - 264
DOI:		10.1007/s10886-021-01252-3
ISSN/ISBN:		1573-1561 (Electronic) 0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"The European grapevine moth, Lobesia botrana, uses (E,Z)-7,9-dodecadienyl acetate as its major sex pheromone component. Through in vivo labeling experiments we demonstrated that the doubly unsaturated pheromone component is produced by ?Os11 desaturation of tetradecanoic acid, followed by chain shortening of (Z)-11-tetradecenoic acid to (Z)-9-dodecenoic acid, and subsequently introduction of the second double bond by an unknown ?Os7 desaturase, before final reduction and acetylation. By sequencing and analyzing the transcriptome of female pheromone glands of L. botrana, we obtained 41 candidate genes that may be involved in sex pheromone production, including the genes encoding 17 fatty acyl desaturases, 13 fatty acyl reductases, 1 fatty acid synthase, 3 acyl-CoA oxidases, 1 acetyl-CoA carboxylase, 4 fatty acid transport proteins and 2 acyl-CoA binding proteins. A functional assay of desaturase and acyl-CoA oxidase gene candidates in yeast and insect cell (Sf9) heterologous expression systems revealed that Lbo_PPTQ encodes a ?Os11 desaturase producing (Z)-11-tetradecenoic acid from tetradecanoic acid. Further, Lbo_31670 and Lbo_49602 encode two acyl-CoA oxidases that may produce (Z)-9-dodecenoic acid by chain shortening (Z)-11-tetradecenoic acid. The gene encoding the enzyme introducing the E7 double bond into (Z)-9-dodecenoic acid remains elusive even though we assayed 17 candidate desaturases in the two heterologous systems"
Keywords:		Acetyl-CoA Carboxylase/genetics/metabolism Amino Acid Sequence Animals Dodecanol/*analogs & derivatives Fatty Acid Desaturases/genetics/metabolism Fatty Acid Synthases/genetics/metabolism Fatty Acid Transport Proteins/genetics/metabolism Female Gas Chroma;
Notes:		"MedlineDing, Bao-Jian Xia, Yi-Han Wang, Hong-Lei Andersson, Fredrik Hedenstrom, Erik Gross, Jurgen Lofstedt, Christer eng 2021/03/30 J Chem Ecol. 2021 Mar; 47(3):248-264. doi: 10.1007/s10886-021-01252-3. Epub 2021 Mar 29"