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  • 1
    Electronic Resource
    Electronic Resource
    Structure-activity correlations among analogs of 4-methyl-3-heptanol, a pheromone component of the european elm bark beetle (Scolytus multistriatus) (1983)
    Springer
    Journal of chemical ecology 9 (1983), S. 615-643 
    Details
    ISSN: 1573-1561
    Keywords: Structure-activity relationships ; pheromone ; Scolytus multistriatus ; Coleoptera ; Scolytidae ; Dutch elm disease ; electroantennogram ; chemoreception ; 4-methyl-3-heptanol ; analogs ; attractant ; aggregation ; beetle ; bark beetle ; alcohols ; ketones ; esters ; epoxides ; carboxylic acids ; amines ; isothiocyanates ; halides ; azides
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A number of analogs of the title compound (1), with several different functional groups in place of the 3-OH and with a variety of substituents, were tested for biological acitivity by a laboratory walking-beetle assay. The electroantennogram (EAG) response was determined for many of these, as well. Field tests with baited sticky traps were carried out on compounds with activity in the walking-beetle assay and/or that gave a high EAG response. Structure-activity correlations with parameters reflecting hydrophobic, steric, electronic, and van der Waals interactions with olfactory receptors were examined primarily on the basis of the behavioral tests. Electronic substituent effects on the 3-position functional group and steric effects were found to correlate best. It is suggested that the strength of a hydrogen bond to the 3-oxygen or 3-nitrogen (as proton acceptor) is important in chemoreception by receptors that are involved in the behavioral response.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00990413
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Electroantennogram responses ofScolytus multistriatus (Coleoptera: Scolytidae) to its pheromone components and to associated compounds (1982)
    Springer
    Journal of chemical ecology 8 (1982), S. 1333-1344 
    Details
    ISSN: 1573-1561
    Keywords: Coleoptera ; Scolytidae ; Scolytus multistriatus ; pheromone ; insect olfaction ; electroantennogram ; electrophysiology ; differential adaptation ; multistriatin ; 4-methyl-3-heptanol ; α-cubebene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Electroantennograms were recorded fromScolytus multistriatus in response to 4-methyl-3-heptanol, the four geometric isomers of multistriatin, and cubeb oil. Charateristic dose-response curves for response amplitude and the time required for the voltage trace to return to 1/2 baseline (recovery rate) were established. Recovery rates were significantly more rapid following stimulation with 4-methyl-3-heptanol or cubeb oil than with the multistriatin isomers. At most intensities, α-multistriatin, the isomer that evokes behavioral response, gave significantly larger EAGs with significantly longer recovery rates than the other isomers. Results of differential adaptation experiments suggested that 4-methyl-3-heptanol interacted with the processes involving multistriatin and cubeb oil activity. However, cross-activity of acceptors for these compounds seems unlikely; single sensillum recordings are needed to ascertain the response spectra for individual receptor neurons.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01403097
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    Paper (German National Licenses)
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