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采用稳定同位素标记和质谱分析研究红带卷叶蛾性信息素的生物合成。

Sex pheromone biosynthesis in the red-banded leafroller moth, studied by mass-labeling with stable isotopes and analysis with mass spectrometry.

机构信息

Department of Entomology, New York State Agricultural Experiment Station, 14456, Geneva, New York.

出版信息

J Chem Ecol. 1986 Feb;12(2):431-50. doi: 10.1007/BF01020565.

DOI:10.1007/BF01020565
PMID:24306789
Abstract

A technique for mass-labeling was developed to study sex pheromone biosynthesis in the red-banded leafroller moth,Argyrotaenia velutinana. With this technique, the pheromone components and all fatty acyl groups in the pheromone gland were analyzed for incorporation of label in the same analytic ran with gas chromatography-mass spectrometry, using chemical ionization and selected ion monitoring (GC-SIM-CI-MS). Sex pheromone glands were incubated with fatty acids or triacylglycerols labeled with at least three deuterium atoms or carbon-13 atoms. The results of these incubations support an interpretation in which hexadecanoate is chain shortened to tetradecanoate, which is desaturated to produce (E)- and (Z)-11-tetradecenoate precursors for the sex pheromone components (E)- and (Z)-11-tetradecen-1-yl acetate. Labeled (E)- and (Z)-11-tetradecenoyl groups in synthetic triacylglycerols were not incorporated into the sex pheromone components, perhaps indicating that this lipid class is not a donor of the immediate fatty acyl precursors in sex pheromone biosynthesis.

摘要

一种批量标记技术被开发出来,用于研究红带卷叶蛾 Argyrotaenia velutinana 性信息素的生物合成。使用这种技术,通过化学电离和选择离子监测(GC-SIM-CI-MS),用至少三个氘原子或碳-13 原子标记的脂肪酸或三酰基甘油,在相同的分析中分析性信息素腺中的性信息素成分和所有脂肪酰基。这些孵育的结果支持这样一种解释,即十六烷酸被缩短为十四烷酸,然后去饱和生成(E)-和(Z)-11-十四烯酸前体,用于性信息素成分(E)-和(Z)-11-十四烯-1-基乙酸酯。标记的(E)-和(Z)-11-十四烯酰基在合成三酰基甘油中没有掺入性信息素成分中,这也许表明这种脂质类不是性信息素生物合成中直接脂肪酸前体的供体。

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Sex pheromone biosynthesis in the red-banded leafroller moth, studied by mass-labeling with stable isotopes and analysis with mass spectrometry.采用稳定同位素标记和质谱分析研究红带卷叶蛾性信息素的生物合成。
J Chem Ecol. 1986 Feb;12(2):431-50. doi: 10.1007/BF01020565.
2
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本文引用的文献

1
Biosynthesis of sex pheromone components and glycerolipid precursors from sodium [1-(14)C]acetate in redbanded leafroller moth.在红带卷叶蛾中,从[1-(14)C]醋酸钠生物合成性信息素成分和甘油脂质前体。
J Chem Ecol. 1984 Apr;10(4):681-91. doi: 10.1007/BF00994228.
2
Sex pheromone biosynthesis from radiolabeled fatty acids in the redbanded leafroller moth.利用放射性标记脂肪酸在红带卷叶蛾中进行性信息素生物合成。
J Biol Chem. 1981 Aug 10;256(15):7936-40.
3
Membrane-bound phospholipid desaturases.膜结合磷脂去饱和酶
J Chem Ecol. 1988 Mar;14(3):903-15. doi: 10.1007/BF01018782.
4
Pheromone differences between sibling taxaDiachrysia chrysitis (linnaeus, 1758) andD. tutti (Kostrowicki, 1961) (Lepidoptera: Noctuidae).种间信息素差异Diachrysia chrysitis (Linnaeus, 1758) 和D. tutti (Kostrowicki, 1961) (鳞翅目:夜蛾科)。
J Chem Ecol. 1994 Jan;20(1):91-109. doi: 10.1007/BF02065993.
5
Substrate specificity of acetyltransferase and reductase enzyme systems used in pheromone biosynthesis by Asian corn borer,Ostrinia furnacalis.亚洲玉米螟 Ostrinia furnacalis 信息素生物合成中乙酰转移酶和还原酶酶系的底物特异性。
J Chem Ecol. 1995 Oct;21(10):1495-510. doi: 10.1007/BF02035148.
Lipids. 1979 Feb;14(2):159-65. doi: 10.1007/BF02533867.