(1S)-1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate: major sex pheromone component of Paulownia bagworm, Clania variegata.
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.
Gries
Regine
R
Department of Biological Sciences, Simon Fraser University, Burnaby, V5A 1S6, British Columbia, Canada.
Khaskin
Grigori
G
Tan
Zhong-Xing
ZX
Zhao
Bo-Guang
BG
Skip King
G G
GG
Miroshnychenko
Aleksander
A
Lin
Guo-Qiang
GQ
Rhainds
Marc
M
Gries
Gerhard
G
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
C515363:1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate; D005227:Fatty Acids; D012724:Sex Attractants