Posticlure: A novel trans-epoxide as a sex pheromone component of the tussock moth, Orgyia postica (Walker)

Sadao Wakamura, Norio Arakaki, Masanobu Yamamoto, Syuntaro Hiradate, Hiroe Yasui, Tetsuya Yasuda, Tetsu Ando

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

A single EAG-active component was found in a pheromone extract from virgin females of the tussock moth, Orgyia postica. This compound named posticlure possesses a trans-epoxy ring and was identified as (6Z,9Z,11S,12S)-11,12-epoxyhenicosa-6,9-diene by means of GC-MS, 1H NMR and chiral HPLC analyses, and further chemical derivation followed by the GC-MS analysis. In a field test with the pheromone synthesized stereoselectivity, the male moths were specifically attracted to the (11S,12S)-isomer but not to the antipode.

Original languageEnglish
Pages (from-to)687-689
Number of pages3
JournalTetrahedron Letters
Volume42
Issue number4
DOIs
Publication statusPublished - Jan 22 2001
Externally publishedYes

Fingerprint

Sex Attractants
Moths
Pheromones
Epoxy Compounds
Stereoselectivity
Isomers
High Pressure Liquid Chromatography
Nuclear magnetic resonance
Proton Magnetic Resonance Spectroscopy
(6Z,9Z,11S,512S)-11,12-epoxyhenicosa-6,9-diene

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Posticlure : A novel trans-epoxide as a sex pheromone component of the tussock moth, Orgyia postica (Walker). / Wakamura, Sadao; Arakaki, Norio; Yamamoto, Masanobu; Hiradate, Syuntaro; Yasui, Hiroe; Yasuda, Tetsuya; Ando, Tetsu.

In: Tetrahedron Letters, Vol. 42, No. 4, 22.01.2001, p. 687-689.

Research output: Contribution to journalArticle

Wakamura, Sadao ; Arakaki, Norio ; Yamamoto, Masanobu ; Hiradate, Syuntaro ; Yasui, Hiroe ; Yasuda, Tetsuya ; Ando, Tetsu. / Posticlure : A novel trans-epoxide as a sex pheromone component of the tussock moth, Orgyia postica (Walker). In: Tetrahedron Letters. 2001 ; Vol. 42, No. 4. pp. 687-689.
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