(Z)-5-tetradecen-1-ol: A secondary pheromone of the yellowheaded spruce sawfly, and its relationship to (Z)-10-nonadecenal
The yellowheaded spruce sawfly,Pikonema alaskensis (Rohwer), was known to possess a potent secondary pheromone with the polarity of an alcohol, based on earlier studies with Florisil fractions. Purification of the 25% ether-hexane Florisil fraction (polarity as with alcohols) and the hydrolyzed 5% ether-hexane fraction (polarity as with esters) from 50,000 females yielded a total of ca 3μg of an active compound identified as (Z)-5-tetradecen-1-ol (Z5–14∶ OH). When added to 100 ng of (Z)-10-nonadecenal (Z10–19∶Al), which behaves as the primary pheromone in this sawfly, 0.5 ng of syntheticZ5–14∶ OH caused an 8.8-fold increase in the greenhouse bioassay response, compared toZ10–19∶Al alone.E5–14∶ OH caused a 2.8-fold increase. Only the combination ofZ5–14∶ OH andZ10–19∶ Al consistently elicited mating attempts among males. When Hercon® formulations ofZ5–14∶OH andZ10–19∶ Al were used together to bait traps, catches were up to four times higher than for theZ10–19∶ Al alone, but this increase was seen only after emergence and mating activity in the field population were virtually complete. TheZ5–14∶ OH was inactive alone, and at higher levels it depressed trap catches toZ10–19∶ Al. The Hercon formulations ofZ5–14∶ 0H andZ10–19∶Al together were as attractive as virgin females.Z10–19∶Al alone and the (Z,Z)-9,19 hydrocarbon dienes (found in all females and able to oxidize in air to produceZ10–19∶Al) were similar to mated females. ThusZ5–14∶:OH accounted for the difference in attractiveness between virgin and mated females.
An unsaturated aliphatic alcohol as a natural ligand for a mouse odorant receptor.
We report the identification of a physiological receptor-volatile pair in the mouse olfactory system. By activity-guided fractionation of exocrine gland extracts and subsequent chemical analysis, (Z)-5-tetradecen-1-ol was identified as a natural ligand for a mouse odorant receptor. (Z)-5-tetradecen-1-ol is excreted into male mouse urine under androgen control and enhances urine attractiveness to female mice. This report is to our knowledge the first to describe natural product-based deorphanization of an odorant receptor.
Application of attribute recognition method for evaluating on sustained developmental degree of water resource systems.
Taking Ping Ba area as an example, this paper explores the method of comprehensive evaluation on sustained developmental extent of water resources systems and sets up an evaluation model by applying the attribute recognition theoretical model The result shows that it is coherence to the result of the fuzzy comprehensive evaluation method, meanwhile, this method is easy and understood, and it suit for evaluating on system quality with standardsKey words: water resources systems; attribute recognition theoretical model; fuzzy comprehensive evaluation method