Functional characterization of a desaturase from the tobacco hornworm moth (Manduca sexta) with bifunctional Z11- and 10,12-desaturase activity
Language English Country England, Great Britain Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
17517337
DOI
10.1016/j.ibmb.2007.03.004
PII: S0965-1748(07)00060-4
Knihovny.cz E-resources
- MeSH
- Fatty Acid Desaturases chemistry genetics metabolism MeSH
- Phylogeny MeSH
- Gene Library MeSH
- Cloning, Molecular MeSH
- DNA, Complementary MeSH
- Manduca enzymology metabolism MeSH
- Gas Chromatography-Mass Spectrometry MeSH
- Amino Acid Sequence MeSH
- Sequence Analysis, DNA MeSH
- Sequence Alignment MeSH
- Sex Attractants metabolism MeSH
- Spectroscopy, Fourier Transform Infrared MeSH
- Animals MeSH
- Check Tag
- Female MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Fatty Acid Desaturases MeSH
- DNA, Complementary MeSH
- Sex Attractants MeSH
The pheromone blend produced by the tobacco hornworm moth (Manduca sexta) (L.) female is unusually complex and contains two conjugated dienals and trienals together with two monounsaturated alkenals. Here, we describe the identification and construction of two genes encoding MsexKPSE and MsexAPTQ desaturases from a cDNA library prepared from the total RNA of the M. sexta pheromone gland. The MsexKPSE desaturase shares a high degree of similarity with Delta(9)-desaturases from different moth species. The functional expression of MsexAPTQ desaturase in Saccharomyces cerevisiae followed by a detailed GC-MS analysis of fatty acid methyl esters (FAME) and their derivatized products and gas-phase Fourier transform infrared (FTIR) spectroscopy of the extracted FAME confirms that this enzyme is a bifunctional Z-Delta(11)-desaturase. MsexAPTQ desaturase catalyses the production of Z11-hexadecenoate (Z11-16) and Z10E12- and E10E12-hexadecadienoates (Z10E12-16) via 1,4-desaturation of the Z11-16 substrate. The stereochemistry of 1,4-desaturation and formation of isomers is discussed.
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