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首页> 外文期刊>Journal of Chemical Ecology >Does the Stereochemistry of Methylated Cuticular Hydrocarbons Contribute to Mate Recognition in the Egg Parasitoid Wasp Ooencyrtus kuvanae?
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Does the Stereochemistry of Methylated Cuticular Hydrocarbons Contribute to Mate Recognition in the Egg Parasitoid Wasp Ooencyrtus kuvanae?

机译:甲基化的表皮碳氢化合物的立体化学是否有助于卵寄生性黄蜂(Ooencyrtus kuvanae)中的伴侣识别?

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摘要

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.
机译:卵寄生性黄蜂Ooencyrtus kuvanae(膜翅目:Encyrtidae)的近距离性交发生在寄主吉卜赛蛾,Lymantria dispar(鳞翅目:Lymantriidae),卵块上。我们测试了假单胞菌识别伴侣的部分假设是由低挥发性表皮碳氢化合物(CHC)信息素成分介导的。雄性和雌性黄蜂体表提取物的气相色谱和GC-质谱分析表明,没有性别特异性成分,但5-甲基庚烷(5-me-27Hy)和5,17-二甲基庚烷(5,17-dime-27Hy)男性提取物中的含量一直都比较丰富。男女提取物中5-me-27Hy和5,17-dime-27Hy的比例相似,仅定量差异似乎不足以赋予性别特异性CHC谱。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对识别或吸引。由于5-me-27Hy和5,17-dime-27Hy的立体异构体目前尚无法通过色谱法分离,因此我们无法确定昆虫产生的成分的立体化学。相反,我们在实验室实验中合成了所有立体异构体和生物测定的合成混合物。在八种2组分共混物中,每种共混物均包含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)-甲基庚烷与(5R,17S)的共混物-二甲基庚二十烷吸引雄性,而(5R)-甲基庚二十烷和(5R,17R)-二甲基庚二十烷的混合物排斥雄性。雄性对信息素成分和信息素拮抗剂的明显认可支持了以下假说:雄性和雌性苦瓜中5-me-27Hy和5,17-dime-27Hy的立体化学以及可能的其他甲基化CHC可能不同。这些差异可能有助于伴侣的吸引和认可。

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