Stereochemistry of Female-Specific Normonoterpenes, Sex Pheromone Candidates from the Acarid Mite, Tyreophagus sp. (Astigmata: Acaridae)

Nobuhiro SHIMIZU; Kuniaki MIWA; Koji NOGE; Ryota YAKUMARU; Naoki MORI; Yasumasa KUWAHARA

doi:10.1271/bbb.90364

This article has now been updated. Please use the final version.

Stereochemistry of Female-Specific Normonoterpenes, Sex Pheromone Candidates from the Acarid Mite, Tyreophagus sp. (Astigmata: Acaridae)

Nobuhiro SHIMIZU, Kuniaki MIWA, Koji NOGE, Ryota YAKUMARU, Naoki MORI, Yasumasa KUWAHARA

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Keywords: Tyreophagus sp., (R)-2,6-dimethyl-5-hepten-1-ol, (R)-2,6-dimethyl-5-heptenal, normonoterpene

JOURNAL FREE ACCESS Advance online publication

Article ID: 90364

DOI https://doi.org/10.1271/bbb.90364

The final version of this article is now available: Vol. 73 (2009) , No. 10 p.2332

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Abstract

Two normonoterpenes were detected from an unidentified Tyreophagus sp. as new female-specific components. Both planar structures were identified to be 2,6-dimethyl-5-heptenal (1) and 2,6-dimethyl-5-hepten-1-ol (2) by GC/MS co-chromatography with synthetic 1 and 2. The stereochemistry of 2 was determined to be R by a GC analysis with a chiral column, while that of 1 was presumed to be similar to 2 based on the biosynthetic aspects.

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