Li Ke, Scott Anne M, Riedy Joseph J, Fissette Skye, Middleton Zoe E, Li Weiming
Department of Fisheries and Wildlife, Michigan State University, East Lansing, MI, 48824, USA.
J Chem Ecol. 2017 Jun;43(6):543-549. doi: 10.1007/s10886-017-0852-x. Epub 2017 Jun 20.
Sea lamprey, Petromyzon marinus, rely heavily on chemical cues that mediate their life history events, such as migration and reproduction. Here, we describe petromyzone A-C (1-3), three novel bile alcohols that are highly oxidized and sulfated, isolated from water conditioned with spermiated male sea lamprey. Structures of these compounds were unequivocally established by spectroscopic analyses and by comparison with spectra of known compounds. Electro-olfactogram recordings showed that 1 at 10 M was stimulatory to the adult sea lamprey olfactory epithelium, while 2 and 3 were stimulatory at 10 M. Behavioral assays indicated that 1 is attractive, 2 is not attractive or repulsive, and 3 is repulsive to ovulated female sea lamprey. The results suggest that 1 and 2 may be putative pheromones that mediate chemical communication in sea lamprey. The identification of these three components enhances our understanding of the structures and functions of sex pheromone components in this species and may provide useful behavioral manipulation tools for the integrated management of sea lamprey, a destructive invader in the Laurentian Great Lakes.
海七鳃鳗（Petromyzon marinus）在很大程度上依赖化学信号来调节其生活史事件，如洄游和繁殖。在此，我们描述了从排精雄海七鳃鳗处理过的水中分离出的三种新型胆汁醇——七鳃鳗醇A - C（1 - 3），它们高度氧化且硫酸化。通过光谱分析并与已知化合物的光谱进行比较，明确确定了这些化合物的结构。电嗅觉图记录显示，10⁻⁶ M的1对成年海七鳃鳗嗅觉上皮有刺激作用，而10⁻⁵ M的2和3有刺激作用。行为分析表明，1具有吸引力，2既无吸引力也无排斥性，3对排卵的雌海七鳃鳗有排斥性。结果表明，1和2可能是介导海七鳃鳗化学通讯的假定信息素。这三种成分的鉴定增进了我们对该物种性信息素成分的结构和功能的理解，并可能为五大湖地区具有破坏性的入侵物种海七鳃鳗的综合管理提供有用的行为操纵工具。
