(1S)-1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate: Major sex pheromone component of Paulownia bagworm, Clania variegata
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| Authors: | Gries, R; Khaskin, G; Tan, ZX; Zhao, BG; King, GGS; Miroshnychenko, A; Lin, GQ; Rhainds, M; Gries, G |
| Year: | 2006 |
| Journal: | Journal of Chemical Ecology 32: 1673-1685 |
| Title: | (1S)-1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate: Major sex pheromone component of Paulownia bagworm, Clania variegata |
| Abstract: | The Paulownia bagworm, Clania variegata Snell. (Lepidoptera: Psychidae), is one of the most significant forest defoliators in China. In gas chromatographic (GC)-electroantennographic detection analyses of pheromone gland extracts of female C. variegata on three GC columns (DB-5, DB-23, DB-210), two compounds (A and B) elicited strong responses from male antennae. The more abundant component B was isolated by high-performance liquid chromatography and identified as 1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate by transesterification, GC-mass spectrometry (MS), and comparison of its spectral and GC retention characteristics with those of synthetic compounds. In field trapping experiments in China, racemic and (1S)-1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate [but not the (1R)-stereoisomer] attracted male C. variegata. The absolute configuration of B (a molecule with three chiral centers) and the structure of component A remain to be determined. |
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