Stereospecificity of the (Z)-9 desaturase that converts (E)-11-tetradecenoic acid into (Z,E)-9,11-tetradecadienoic acid in the biosynthesis of Spodoptera littoralis sex pheromone
Stereospecificity of the (Z)-9 desaturase that converts (E)-11-tetradecenoic acid into (Z,E)-9,11-tetradecadienoic acid in the biosynthesis of Spodoptera littoralis sex pheromone
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DOI：
10.1016/s0965-1748(00)00185-5
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发表时间：
2001-06-22
影响因子：
3.8
通讯作者：
Fabriàs, G
中科院分区：
文献类型：
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作者：
Abad, JL;Camps, F;Fabriàs, G
蛾的信息素腺体含有催化共轭二烯脂肪酸形成的去饱和酶。在本文中，我们首次对这些酶中的一种进行了立体化学研究，即(E)-11-十四烯酸的Delta(9)去饱和酶，以海蛾Spodoptera littoralis为生物模型和由三烯酸衍生的对映纯氘化探针。气相色谱-质谱联用分析表明，在(E)-11-十四烯酸转化为（Z，E）-9,11-十四烯酸的过程中，C9和C10的前(R)氢原子从底物中去除。2001爱思唯尔科学有限公司版权所有。
Moth pheromone glands contain desaturases that catalyze the formation of conjugated dienoic fatty acids. In this article we present the first stereochemical study on one of these enzymes, namely the Delta (9) desaturase of (E)-11-tetradecenoic acid, using the moth Spodoptera littoralis as a biological model and enantiopure deuterated probes derived from tridecanoic acid. Gas chromatography coupled to mass spectrometry analysis of methanolyzed lipidic extracts from glands incubated with each individual probe showed that in the transformation of (E)-11-tetradecenoic acid into (Z,E)-9,11-tetradecadienoic acid both pro-(R) hydrogen atoms at C9 and C10 are removed from the substrate. (C) 2001 Elsevier Science Ltd. All rights reserved.