Identification of the Double Bond Position in Insect Sex Pheromones by Mass Spectrometry; Trial Comparison of Methyl Undecenoates with the Natural Pheromone of the Varied Carpet Beetle(Analytical Chemistry)

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Since all positional isomers of methyl undecenoates were available and also an undecenoate sex pheromone of the varied carpet beetle, identification of the double bond position of the pheromone was attempted by comparing the mass spectra of the isomers with that of the pheromone, using a newly devised fitness index. The index(%) was calculated by dividing the absolute difference between the intensity ratio of every fragment ion-pair of an isomer and the corresponding ratio of the pheromone by the latter for each isomer. All the index values were summed up for each isomer and averaged to determine the similarity to the pheromone. The smallest average among the isomers indicates the best fit to the pheromone. The results of a comparison based on all commonly observable ions(a total of 63 ions above m/z 41, with intensities more than 0.1%) and 17 selected ion groups(above m/z 55 or m/z 59 with intensities of more than 0.1%, 1%, 3%, 5%, 10% or 20%, respectively, and above m/z 41 with intensities more than 1%, 3%, 5%, 10% or 20%, respectively) indicated that methyl 5-undecenoate was the most probable candidate for the pheromone, except two ion groups(above m/z 41 with intensities of more than 10% and 20%, respectively). Furthermore, statistically significant results were obtained for all groups above m/z 41 with intensities up to 5% and groups above m/z 55 and 59 with intensities more than 10%. Therefore the present study verified the feasibility of using mass spectrometry for the identification of the double bond position of a pheromone.
社団法人日本農芸化学会の論文
1986-08-23

Identification of the Double Bond Position in Insect Sex Pheromones by Mass Spectrometry; Trial Comparison of Methyl Undecenoates with the Natural Pheromone of the Varied Carpet Beetle(Analytical Chemistry)

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