Department of Entomology, Colorado State University, 80523, Fort Collins, Colorado.
J Chem Ecol. 1996 Jan;22(1):103-21. doi: 10.1007/BF02040203.
The main component of the sex pheromone of the caddisflyHesperophylax occidentalis (Banks) (Trichoptera: Limnephilidae) was identified as 6-methylnonan-3-one (enantiomeric composition has not yet been determined). Extracts of adult females elicited strong electroantennogram (EAG) responses from adult male antennae, but elicited significantly smaller EAG responses from adult female antennae. Extracts of adult males did not elicit appreciable EAG responses from antennae of either sex. Racemic 6-methylnonan-3-one was synthesized and elicited EAG responses from male antennae as strong as those obtained with female extracts. In field tests with baited sticky traps near lakes and streams, traps baited with synthetic racemic 6-methylnonan-3-one caught significantly more males than control traps. Female adults contained approximately 1 µg of 6-methylnonan-3-one per individual. Related ketones and alcohols of other chain lengths were also tentatively identified, being present in tiny amounts in female extracts. Extraction of different body parts showed that 6-methylnonan-3-one occurs only in a region near the intersegmental membrane between the fourth and fifth abdominal sternites of the female (no discrete glands were observed). Extracts of males did not contain 6-methylnonan-3-one, nor did pupae of either sex.
西方石蛾(Hesperophylax occidentalis(Banks))(毛翅目:蜉蝣科)性信息素的主要成分被鉴定为 6-甲基壬-3-酮(对映体组成尚未确定)。成年雌性的提取物从成年雄性触角中引发强烈的触角电位(EAG)反应,但从成年雌性触角中引发的 EAG 反应明显较小。成年雄性的提取物不能从任何性别的触角中引发明显的 EAG 反应。外消旋 6-甲基壬-3-酮被合成,并从雄性触角中引发与从雌性提取物中获得的一样强烈的 EAG 反应。在湖泊和溪流附近使用诱捕粘性陷阱的野外测试中,用合成外消旋 6-甲基壬-3-酮诱捕的陷阱捕获的雄性明显多于对照陷阱。成年雌性体内每个个体大约含有 1 微克 6-甲基壬-3-酮。其他链长的相关酮和醇也被初步鉴定,在雌性提取物中含量极小。对不同身体部位的提取表明,6-甲基壬-3-酮仅存在于雌性第四和第五腹节间膜附近的区域(未观察到离散的腺体)。雄性提取物不含有 6-甲基壬-3-酮,也不含有两性蛹。