Stereochemistry of female-specific normonoterpenes, sex pheromone candidates from the acarid mite, Tyreophagus sp. (Astigmata: Acaridae)

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 determ...

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Bibliographic Details
Published in:Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2009-10, Vol.73 (10), p.2332-2334
Main Authors: Shimizu, N.(Kyoto Gakuen Univ., Kameoka (Japan)), Miwa, K, Noge, K, Yakumaru, R, Mori, N, Kuwahara, Y
Format: Article
Language:English
Subjects:
(R)-2,6-dimethyl-5-hepten-1-ol
(R)-2,6-dimethyl-5-heptenal
ACARIDAE
Acaridae - chemistry
Animals
ASTIGMATA
Biological and medical sciences
ESPECTROMETRIA DE MASAS
Female
FEMALES
FEMELLE
FEROMONAS SEXUALES
Fundamental and applied biological sciences. Psychology
Gas Chromatography-Mass Spectrometry
HEMBRA
Male
MASS SPECTROMETRY
normonoterpene
PHEROMONE SEXUELLE
Sex Attractants - chemistry
Sex Attractants - isolation & purification
Sex Characteristics
SEX PHEROMONES
SPECTROMETRIE DE MASSE
Stereoisomerism
Terpenes - chemistry
Terpenes - isolation & purification
TERPENOIDE
TERPENOIDOS
TERPENOIDS
Tyreophagus sp
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Summary: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.
ISSN:0916-8451
1347-6947
DOI:10.1271/bbb.90364