Sex pheromones produced by male boll weevil: Isolation, identification, and synthesis

James Homer Tumlinson, III, D. D. Hardee, R. C. Gueldner, A. C. Thompson, P. A. Hedin, J. P. Minyard

Research output: Contribution to journalArticle

252 Citations (Scopus)

Abstract

The response of female boll weevils to males, Anthonomus grandis Boheman, in laboratory bioassays can be reproduced by exposure to a mixture of compounds I, II, and either III or IV, all isolated from male weevils and their fecal material. The same response was elicited by mixtures of the synthesized compounds. Compound I is (+)-cis-2-isopropenyl-1-methylcyclobutaneethanol; II, cis-3,3-dimethyl-Δ1,β-cyclohexaneethanol; III, cis-3,3-dimethyl-Δ1,α-cyclohexaneacetaldehyde; and IV, trans-3,3-dimethyl-Δ1,αcyclohexaneacetaldehyde.

Original languageEnglish (US)
Pages (from-to)1010-1012
Number of pages3
JournalScience
Volume166
Issue number3908
DOIs
StatePublished - Jan 1 1969

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Anthonomus grandis grandis
sex pheromones
Anthonomus grandis
synthesis
Curculionidae
bioassays

All Science Journal Classification (ASJC) codes

  • General

Cite this

Tumlinson, III, J. H., Hardee, D. D., Gueldner, R. C., Thompson, A. C., Hedin, P. A., & Minyard, J. P. (1969). Sex pheromones produced by male boll weevil: Isolation, identification, and synthesis. Science, 166(3908), 1010-1012. https://doi.org/10.1126/science.166.3908.1010
Tumlinson, III, James Homer ; Hardee, D. D. ; Gueldner, R. C. ; Thompson, A. C. ; Hedin, P. A. ; Minyard, J. P. / Sex pheromones produced by male boll weevil : Isolation, identification, and synthesis. In: Science. 1969 ; Vol. 166, No. 3908. pp. 1010-1012.
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abstract = "The response of female boll weevils to males, Anthonomus grandis Boheman, in laboratory bioassays can be reproduced by exposure to a mixture of compounds I, II, and either III or IV, all isolated from male weevils and their fecal material. The same response was elicited by mixtures of the synthesized compounds. Compound I is (+)-cis-2-isopropenyl-1-methylcyclobutaneethanol; II, cis-3,3-dimethyl-Δ1,β-cyclohexaneethanol; III, cis-3,3-dimethyl-Δ1,α-cyclohexaneacetaldehyde; and IV, trans-3,3-dimethyl-Δ1,αcyclohexaneacetaldehyde.",
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Tumlinson, III, JH, Hardee, DD, Gueldner, RC, Thompson, AC, Hedin, PA & Minyard, JP 1969, 'Sex pheromones produced by male boll weevil: Isolation, identification, and synthesis', Science, vol. 166, no. 3908, pp. 1010-1012. https://doi.org/10.1126/science.166.3908.1010

Sex pheromones produced by male boll weevil : Isolation, identification, and synthesis. / Tumlinson, III, James Homer; Hardee, D. D.; Gueldner, R. C.; Thompson, A. C.; Hedin, P. A.; Minyard, J. P.

In: Science, Vol. 166, No. 3908, 01.01.1969, p. 1010-1012.

Research output: Contribution to journalArticle

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T1 - Sex pheromones produced by male boll weevil

T2 - Isolation, identification, and synthesis

AU - Tumlinson, III, James Homer

AU - Hardee, D. D.

AU - Gueldner, R. C.

AU - Thompson, A. C.

AU - Hedin, P. A.

AU - Minyard, J. P.

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AB - The response of female boll weevils to males, Anthonomus grandis Boheman, in laboratory bioassays can be reproduced by exposure to a mixture of compounds I, II, and either III or IV, all isolated from male weevils and their fecal material. The same response was elicited by mixtures of the synthesized compounds. Compound I is (+)-cis-2-isopropenyl-1-methylcyclobutaneethanol; II, cis-3,3-dimethyl-Δ1,β-cyclohexaneethanol; III, cis-3,3-dimethyl-Δ1,α-cyclohexaneacetaldehyde; and IV, trans-3,3-dimethyl-Δ1,αcyclohexaneacetaldehyde.

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