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.
authors.affiliation: Department of Biological Sciences, Simon Fraser University, Burnaby, V5A 1S6, British Columbia, Canada.
authors.forename: Regine
authors.initials: R
authors.lastname: Gries
authors.forename: Grigori
authors.initials: G
authors.lastname: Khaskin
authors.forename: Zhong-Xing
authors.initials: ZX
authors.lastname: Tan
authors.forename: Bo-Guang
authors.initials: BG
authors.lastname: Zhao
authors.forename: G G
authors.initials: GG
authors.lastname: Skip King
authors.forename: Aleksander
authors.initials: A
authors.lastname: Miroshnychenko
authors.forename: Guo-Qiang
authors.initials: GQ
authors.lastname: Lin
authors.forename: Marc
authors.initials: M
authors.lastname: Rhainds
authors.forename: Gerhard
authors.initials: G
authors.lastname: Gries
mesh_terms: D000818:Animals; D005227:Fatty Acids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005260:Female; D008401:Gas Chromatography-Mass Spectrometry; D008297:Male; D009036:Moths / Q000737:chemistry* / Q000187:drug effects; D012724:Sex Attractants / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D012726:Sexual Behavior, Animal / Q000187:drug effects
chemical_list: C515363:1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate; D005227:Fatty Acids; D012724:Sex Attractants