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甲酰化表皮碳氢化合物的立体化学是否有助于卵寄生蜂 Ku-vanae 属的配偶识别?

Does the stereochemistry of methylated cuticular hydrocarbons contribute to mate recognition in the egg parasitoid wasp Ooencyrtus kuvanae?

机构信息

Department of Biological Sciences, Simon Fraser University, 8888 University Drive, Burnaby BC V5A 1S6, Canada.

出版信息

J Chem Ecol. 2012 Oct;38(10):1306-17. doi: 10.1007/s10886-012-0189-4. Epub 2012 Sep 25.

DOI:10.1007/s10886-012-0189-4
PMID:23007309
Abstract

Close-range sexual communication of the egg parasitoid wasp Ooencyrtus kuvanae (Hymenoptera: Encyrtidae) takes place on host gypsy moth, Lymantria dispar (Lepidoptera: Lymantriidae), egg masses. We tested the hypothesis that mate recognition in O. kuvanae is mediated, in part, by low-volatility cuticular hydrocarbon (CHC) pheromone components. Gas chromatographic and GC-mass spectrometric analyses of body surface extracts of male and female wasps revealed no sex-specific components, but 5-methylheptacosane (5-me-27Hy) and 5,17-dimethylheptacosane (5,17-dime-27Hy) were consistently more abundant in extracts of males. The ratio of 5-me-27Hy and 5,17-dime-27Hy was similar in extracts of males and females, and quantitative differences alone seemed insufficient to impart sex-specific CHC profiles. Therefore, we further hypothesized that the absolute configuration of 5-me-27Hy and 5,17-dime-27Hy contributes to mate recognition or attraction. As the stereoisomers of 5-me-27Hy and 5,17-dime-27Hy cannot currently be separated chromatographically, we could not determine the stereochemistry of the insect-produced components. Instead, we synthesized all stereoisomers and bioassayed synthetic blends in laboratory experiments. Of eight 2-component blends, each blend containing one of the two enantiomers of 5-me-27Hy and one of the four stereoisomers of 5,17-dime-27Hy, the blend of (5S)-methylheptacosane and (5R,17S)-dimethylheptacosane attracted males, whereas the blend of (5R)-methylheptacosane and (5R,17R)-dimethylheptacosane repelled males. Apparent recognition of both pheromone components and pheromone antagonists by males supports the hypothesis that the stereochemistry of 5-me-27Hy and 5,17-dime-27Hy, and possibly other methylated CHCs, may differ between male and female O. kuvanae, and that these differences may serve in mate attraction and recognition.

摘要

近距离的性通讯的卵寄生蜂Ooencyrtus kuvanae (膜翅目: 小蜂科)发生在宿主舞毒蛾、Lymantria dispar (鳞翅目: 毒蛾科)卵块上。我们测试的假设,在 O. kuvanae 中的配偶识别部分是由低挥发性的表皮碳氢化合物 (CHC) 信息素成分介导的。雌雄蜂体表面提取物的气相色谱和 GC-质谱分析显示没有性别的成分,但 5-甲基二十七烷 (5-me-27Hy) 和 5,17-二甲基二十七烷 (5,17-dime-27Hy) 在雄性提取物中始终更丰富。5-me-27Hy 和 5,17-dime-27Hy 在雌雄提取物中的比例相似,并且仅定量差异似乎不足以赋予性别的 CHC 特征。因此,我们进一步假设 5-me-27Hy 和 5,17-dime-27Hy 的绝对构型有助于配偶识别或吸引。由于 5-me-27Hy 和 5,17-dime-27Hy 的立体异构体目前在色谱上无法分离,我们无法确定昆虫产生的成分的立体化学。相反,我们合成了所有的立体异构体,并在实验室实验中对合成混合物进行了生物测定。在 8 种 2 组分混合物中,每种混合物都含有 5-me-27Hy 的两种对映异构体之一和 5,17-dime-27Hy 的四种立体异构体之一,(5S)-甲基二十七烷和 (5R,17S)-二甲基二十七烷的混合物吸引了雄性,而 (5R)-甲基二十七烷和 (5R,17R)-二甲基二十七烷的混合物则排斥了雄性。雄性对两种信息素成分和信息素拮抗剂的明显识别支持了这样的假设,即 5-me-27Hy 和 5,17-dime-27Hy 的立体化学,以及可能其他甲基化 CHC,可能在雄性和雌性 O. kuvanae 之间不同,这些差异可能在配偶吸引和识别中起作用。

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