Identification of Cuticular And Web Lipids of The Spider Argiope Bruennichi

Abstract

Emerging evidence shows that the cuticular and silk lipids of spiders are structurally more diverse than those of insects, although only a relatively low number of species have been investigated so far. As in insects, such lipids might play a role as signals in various context. The wasp spider Argiope bruennichi has probably the best investigated chemical communication system within spiders, including the known structure of the female sex pheromone. Recently we showed that kin-recognition in A. bruennichi is mediated through the cuticular compounds consisting of hydrocarbons and to a much larger proportion of wax esters. By use of MS and various derivatization methods these esters were identified here to be esters of 2,4-di­methyl­alkanoates with varying chain length and 1-alkanols, such as tetradecyl 2,4‑di­methyl­hepta­decanoate. A representative enantioselectively synthesis to this compound was performed which proved the identifications and allowed to postulate the natural enantiomer to have (2R,4R)-configuration. Cuticular profiles of the silk and cuticula of females were similar, while male cuticular profiles differed quantitatively from those of females. In addition, minor female specific 4-methylalkyl esters were detected.