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Insect Biochem Mol Biol

Title:		Sequence variation determining stereochemistry of a Delta11 desaturase active in moth sex pheromone biosynthesis
Author(s):		Ding BJ; Carraher C; Lofstedt C;
Address:		"Pheromone Group, Department of Biology, Lund University, Solvegatan 37, SE-22362, Lund, Sweden. Electronic address: bao-jian.ding@biol.lu.se. Pheromone Group, Department of Biology, Lund University, Solvegatan 37, SE-22362, Lund, Sweden"
Journal Title:		Insect Biochem Mol Biol
Year:		2016
Volume:		20160506
Issue:
Page Number:		68 - 75
DOI:		10.1016/j.ibmb.2016.05.002
ISSN/ISBN:		1879-0240 (Electronic) 0965-1748 (Linking)
Abstract:		"A Delta11 desaturase from the oblique banded leaf roller moth Choristoneura rosaceana takes the saturated myristic acid and produces a mixture of (E)-11-tetradecenoate and (Z)-11-tetradecenoate with an excess of the Z isomer (35:65). A desaturase from the spotted fireworm moth Choristoneura parallela also operates on myristic acid substrate but produces almost pure (E)-11-tetradecenoate. The two desaturases share 92% amino acid identity and 97% amino acid similarity. There are 24 amino acids differing between these two desaturases. We constructed mutations at all of these positions to pinpoint the sites that determine the product stereochemistry. We demonstrated with a yeast functional assay that one amino acid at the cytosolic carboxyl terminus of the protein (258E) is critical for the Z activity of the C. rosaceana desaturase. Mutating the glutamic acid (E) into aspartic acid (D) transforms the C. rosaceana enzyme into a desaturase with C. parallela-like activity, whereas the reciprocal mutation of the C. parallela desaturase transformed it into an enzyme producing an intermediate 64:36 E/Z product ratio. We discuss the causal link between this amino acid change and the stereochemical properties of the desaturase and the role of desaturase mutations in pheromone evolution"
Keywords:		Amino Acid Sequence Animals Fatty Acid Desaturases/chemistry/*genetics/metabolism *Genetic Variation Insect Proteins/chemistry/*genetics/metabolism Moths/*genetics/metabolism Phylogeny Sequence Alignment Sex Attractants/*biosynthesis Stereoisomerism Desat;
Notes:		"MedlineDing, Bao-Jian Carraher, Colm Lofstedt, Christer eng Research Support, Non-U.S. Gov't England 2016/05/11 Insect Biochem Mol Biol. 2016 Jul; 74:68-75. doi: 10.1016/j.ibmb.2016.05.002. Epub 2016 May 6"