Lardoglyphus konoi

Scheme 27 summarizes Yamamoto s synthesis of lardolure (16), the aggregation pheromone of the acarid mite, Lardoglyphus konoi [45]. The key-step was the transformation of acetal A to hemiacetal B. 

My-Yen, L. T., Wada, Y., Matsumoto, K. and Kuwahara, Y. (1980b). Pheromone study on acarid mites VI. Demonstration and isolation of an aggregation pheromone in Lardoglyphus konoi Sasa et Asanuma. Japanese Journal of Sanitary Zoology 31 ... 

Our synthetic (l,R,3R,5R,7.R)-lardolure (90) showed the ORD curve identical to that of the natural pheromone,74 and attracted mites such as Lardoglyphus konoi, Carpoglyphus lactis, Aleuroglyphus ovatus and Tyrophagus putrescentiae. The enantiomer (1S,3S,5S,7S)-W inhibited the action of 90 on L. konoi, but neither attractive nor inhibitory against the action of 90 on C. lactis. 

C15H30O2, Mr 242.40, [ ]d -3.4° (hexane). An aggregation pheromone of the mite Lardoglyphus konoi, that causes serious trouble in the storage of dried meat and flour. The biosynthesis presumably involves linkage of propionate units. 

Also spiders (Arachtiida) use pheromones for chemical communication (Fig. 8.68). Lardolure is the a regation pheromone of the fish mite Lardoglyphus konoi [169], and bolas spiders use a moth pheromone as an allomone. [162]... 

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