ALBERT

All Library Books, journals and Electronic Records Telegrafenberg

feed icon rss

Your email was sent successfully. Check your inbox.

An error occurred while sending the email. Please try again.

Proceed reservation?

Export
  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 14 (1988), S. 1427-1439 
    ISSN: 1573-1561
    Keywords: Anthonomus grandis ; boll weevil ; Coleoptera ; Curculionidae ; pheromone analog ; fluorinated analogs ; acyl fluoride ; olfaction ; electrophysiology ; isosteric replacement
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Analogs of the two geometrical isomers of the dimethylcyclohexylidene acetaldehyde component of the pheromone of the boll weevilAnthonomus grandis were synthesized in which the α-vinylic proton or the aldehydic proton were replaced by fluorine. These isosteric substitutions substantially alter charge distribution and reactivity of the enal system, as documented by spectroscopic changes and changes in reactivity. The electrophysiological activity of the (E)- and (Z)-acyl fluorides is two orders of magnitude lower than that of the natural aldehyde. In contrast, the EAG response of female antennae to the (E)- and (Z)-α-fluoro compounds show that the thresholds are quite similar to (and in one isomer lower than) those of the natural aldehyde isomers.
    Type of Medium: Electronic Resource
    Location Call Number Expected Availability
    BibTip Others were also interested in ...
  • 2
    ISSN: 1573-1561
    Keywords: Pheromone ; analog ; parapheromone ; behavior ; neurobiology ; olfaction ; single neuron ; electroantennogram ; boll weevil ; Anthonomus grandis ; Coleoptera ; Curculionidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Competitive field tests with α-fluorinated analogs of compounds III and IV (III-α-F and IV-α-F, respectively) of the boll weevil,Anthonomus grandis Boh., aggregation pheromone showed these compounds, when combined with the other pheromone components [(±)-I and II], to be as attractive as grandlure [(+)-I, II, and III+IV]. Dose-response curves constructed from electroantennograms of male boll weevils to serial stimulus loads of III, IV, III-α-F, IV-α-F, and the corresponding acyl fluorinated analogs (III-acyl-F and IV-acyl-F) showed the α-fiuorinated analogs to be as active as the pheromone components (threshold=0.1 μg), while the acyl fluorinated analogs had a 10-100 x higher threshold (=1-10 μg). Single-neuron recordings showed that IV neurons and II neurons (Dickens, 1990) responded to IV-α-F and III-α-F, respectively, while IV-acyl-F and III-acyl-F were inactive. Since a previous study showed compounds I, II, and IV to be essential for behavioral responses in the field, it seems likely that the activity of the α-fluorinated analogs observed here is due to the stimulation of IV neurons by IV-α-F as indicated in single neuron recordings.
    Type of Medium: Electronic Resource
    Location Call Number Expected Availability
    BibTip Others were also interested in ...
Close ⊗
This website uses cookies and the analysis tool Matomo. More information can be found here...