Department of Biological Sciences, Centre for Pest Management, V5A 1S6, Burnaby, British Columbia, Canada.
J Chem Ecol. 1994 Dec;20(12):3083-96. doi: 10.1007/BF02033712.
Gas chromatographic-electroantennographic detection (GC-EAD) analyses of pheromone extract of female bagworms,Oiketicus kirbyi (Guilding), revealed five EAD-active compounds. Retention index calculations, GC-mass spectrometry in both full-scan and selected-ion monitoring modes and GC-EAD analyses of authentic standards identified the compounds as 1-methylbutyl octanoate (MBO), 1-methylbutyl nonanoate (MBN), 1-methylbutyl decanoate (MBD), 1-methylpentyl decanoate (MPD), and 1-methylbutyl dodecanoate (MBDD). Of these five chiral esters, MBD was most abundant in extracts and elicited the strongest antennal response. In field experiments in Costa Rica, (R)-MBD attractedO. kirbyi males, whereas (S)-MBD in combination with (R)-MBD inhibited response.R but notS enantiomers of MBO, MBN, and MBDD strongly synergized attraction to (R)-MBD. (S)-MBO and (S)-MBDD were inactive, whereas (S)-MBN was inhibitory. (R)-, (S)- and racemic MPD were inactive. Blends of (R)-MBD in ternary combination with either (R)-MBO and (R)-MBN or (R)-MBN and (R)-MBDD were as attractive as the five-ester blend. Five- and four-ester blends were equally attractive, suggesting redundancy of pheromone components for attraction of males. The multiple sex pheromone component blend of chiral esters inO. kirbyi may have evolved to maintain species-specific communication in bagworm communities of tropical Americas.
气相色谱-触角电位联用（GC-EAD）分析雌性袋蛾 Oiketicus kirbyi（Guilding）的信息素提取物，发现了五种触角电位活性化合物。保留指数计算、全扫描和选择离子监测模式的 GC-质谱分析以及对纯标准物质的 GC-EAD 分析，将这些化合物鉴定为 1-甲基丁基辛酸酯（MBO）、1-甲基丁基壬酸酯（MBN）、1-甲基丁基癸酸酯（MBD）、1-甲基戊基癸酸酯（MPD）和 1-甲基丁基十二酸酯（MBDD）。在这五种手性酯中，MBD 在提取物中含量最丰富，且对触角的反应最强。在哥斯达黎加的野外实验中，（R）-MBD 吸引了 O. kirbyi 雄性，而（S）-MBD 与（R）-MBD 结合抑制了反应。MBO、MBN 和 MBDD 的 R 对映体强烈协同（R）-MBD 的吸引力，而 S 对映体则没有。（S）-MBO 和（S）-MBDD 没有活性，而（S）-MBN 则具有抑制作用。（R）-、（S）-和外消旋 MPD 没有活性。（R）-MBD 与（R）-MBO 和（R）-MBN 或（R）-MBN 和（R）-MBDD 的三元混合物与五酯混合物一样具有吸引力。五酯和四酯混合物同样具有吸引力，这表明信息素成分对于雄性的吸引力具有冗余性。O. kirbyi 中手性酯的多性信息素成分混合物可能是为了维持热带美洲袋蛾群落中物种特异性的通讯而进化的。
