Limits...
Identification of communal oviposition pheromones from the black fly Simulium vittatum.

McGaha TW, Young RM, Burkett-Cadena ND, Iburg JP, Beau JM, Hassan S, Katholi CR, Cupp EW, Baker BJ, Unnasch TR, Noblet R - PLoS ONE (2015)

Bottom Line: Behavioral assays demonstrated that communal oviposition was induced by egg-derived compounds that were active at short range and whose effect was enhanced through direct contact.Three compounds (cis-9-tetradecen-1-ol, 1-pentadecene, and 1-tridecene) were identified in a non-polar solvent extract of freshly deposited S. vittatum eggs that were capable of inducing the oviposition response.Electroantennography demonstrated that two of these three compounds (1-pentadecene and 1-tridecene) actively stimulated antennal neurons.

View Article: PubMed Central - PubMed

Affiliation: Department of Entomology, University of Georgia, Athens, Georgia, United States of America.

ABSTRACT
The suite of pheromones that promote communal oviposition by Simulium vittatum, a North American black fly species, was identified and characterized using gas chromatography-mass spectrometry, electrophysiological, and behavioral bioassays. Behavioral assays demonstrated that communal oviposition was induced by egg-derived compounds that were active at short range and whose effect was enhanced through direct contact. Three compounds (cis-9-tetradecen-1-ol, 1-pentadecene, and 1-tridecene) were identified in a non-polar solvent extract of freshly deposited S. vittatum eggs that were capable of inducing the oviposition response. Electroantennography demonstrated that two of these three compounds (1-pentadecene and 1-tridecene) actively stimulated antennal neurons. Identification of the oviposition pheromones of this family may be helpful in developing control measures for nuisance black flies and for medically-important species such as Simulium damnosum sensu lato.

No MeSH data available.


Synthesis of cis-9-tetradecen-1-ol.a. Ag2O, BnBr, DCM, RT, 18 h; b. TsCl, anhydrous pyridine, RT, 1 h; c. NaI, DMF, 50°C, 4 h; d. hexyne, n-BuLi, HMPA, THF, -78°C to RT, 96 h; e. Lindlar cat., quinoline, H2, 8 h. For more detail see S1 Text.
© Copyright Policy
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC4364695&req=5

pone.0118904.g001: Synthesis of cis-9-tetradecen-1-ol.a. Ag2O, BnBr, DCM, RT, 18 h; b. TsCl, anhydrous pyridine, RT, 1 h; c. NaI, DMF, 50°C, 4 h; d. hexyne, n-BuLi, HMPA, THF, -78°C to RT, 96 h; e. Lindlar cat., quinoline, H2, 8 h. For more detail see S1 Text.

Mentions: 1-Pentadecene (97%), 1-hexadecene (94%), and 1-tridecene (97%) were obtained from Alfa Aesar (Ward Hill, MA, USA). cis-9-Tetradecen-1-ol was synthesized de novo. The synthesis procedure is presented schematically in Fig. 1 and the details of the synthesis procedure are presented in S1 Text.


Identification of communal oviposition pheromones from the black fly Simulium vittatum.

McGaha TW, Young RM, Burkett-Cadena ND, Iburg JP, Beau JM, Hassan S, Katholi CR, Cupp EW, Baker BJ, Unnasch TR, Noblet R - PLoS ONE (2015)

Synthesis of cis-9-tetradecen-1-ol.a. Ag2O, BnBr, DCM, RT, 18 h; b. TsCl, anhydrous pyridine, RT, 1 h; c. NaI, DMF, 50°C, 4 h; d. hexyne, n-BuLi, HMPA, THF, -78°C to RT, 96 h; e. Lindlar cat., quinoline, H2, 8 h. For more detail see S1 Text.
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4364695&req=5

pone.0118904.g001: Synthesis of cis-9-tetradecen-1-ol.a. Ag2O, BnBr, DCM, RT, 18 h; b. TsCl, anhydrous pyridine, RT, 1 h; c. NaI, DMF, 50°C, 4 h; d. hexyne, n-BuLi, HMPA, THF, -78°C to RT, 96 h; e. Lindlar cat., quinoline, H2, 8 h. For more detail see S1 Text.
Mentions: 1-Pentadecene (97%), 1-hexadecene (94%), and 1-tridecene (97%) were obtained from Alfa Aesar (Ward Hill, MA, USA). cis-9-Tetradecen-1-ol was synthesized de novo. The synthesis procedure is presented schematically in Fig. 1 and the details of the synthesis procedure are presented in S1 Text.

Bottom Line: Behavioral assays demonstrated that communal oviposition was induced by egg-derived compounds that were active at short range and whose effect was enhanced through direct contact.Three compounds (cis-9-tetradecen-1-ol, 1-pentadecene, and 1-tridecene) were identified in a non-polar solvent extract of freshly deposited S. vittatum eggs that were capable of inducing the oviposition response.Electroantennography demonstrated that two of these three compounds (1-pentadecene and 1-tridecene) actively stimulated antennal neurons.

View Article: PubMed Central - PubMed

Affiliation: Department of Entomology, University of Georgia, Athens, Georgia, United States of America.

ABSTRACT
The suite of pheromones that promote communal oviposition by Simulium vittatum, a North American black fly species, was identified and characterized using gas chromatography-mass spectrometry, electrophysiological, and behavioral bioassays. Behavioral assays demonstrated that communal oviposition was induced by egg-derived compounds that were active at short range and whose effect was enhanced through direct contact. Three compounds (cis-9-tetradecen-1-ol, 1-pentadecene, and 1-tridecene) were identified in a non-polar solvent extract of freshly deposited S. vittatum eggs that were capable of inducing the oviposition response. Electroantennography demonstrated that two of these three compounds (1-pentadecene and 1-tridecene) actively stimulated antennal neurons. Identification of the oviposition pheromones of this family may be helpful in developing control measures for nuisance black flies and for medically-important species such as Simulium damnosum sensu lato.

No MeSH data available.