Title: | "(1S)-1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate: major sex pheromone component of Paulownia bagworm, Clania variegata" |
Author(s): | Gries R; Khaskin G; Tan ZX; Zhao BG; Skip King GG; Miroshnychenko A; Lin GQ; Rhainds M; Gries G; |
Address: | "Department of Biological Sciences, Simon Fraser University, Burnaby, V5A 1S6, British Columbia, Canada" |
DOI: | 10.1007/s10886-006-9101-4 |
ISSN/ISBN: | 0098-0331 (Print) 0098-0331 (Linking) |
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" |
Keywords: | "Animals Fatty Acids/chemistry/*isolation & purification/pharmacology Female Gas Chromatography-Mass Spectrometry Male Moths/*chemistry/drug effects Sex Attractants/*chemistry/isolation & purification/pharmacology Sexual Behavior, Animal/drug effects;" |
Notes: | "MedlineGries, Regine Khaskin, Grigori Tan, Zhong-Xing Zhao, Bo-Guang Skip King, G G Miroshnychenko, Aleksander Lin, Guo-Qiang Rhainds, Marc Gries, Gerhard eng Research Support, Non-U.S. Gov't 2006/08/11 J Chem Ecol. 2006 Aug; 32(8):1673-85. doi: 10.1007/s10886-006-9101-4. Epub 2006 Aug 2" |