Literature DB >> 24263583

Structure-activity relationships for chain-shortened analogs of (Z)-5-decenyl acetate, a pheromone component of the turnip moth,Agrotis segetum.

M Bengtsson1, T Liljefors, B S Hansson, C Löfstedt, S V Copaja.   

Abstract

Structure-activity relationships for chain-shortened analogs of (Z)-5-decenyl acetate, a pheromone component of the turnip moth,Agrotis segetum, have been studied by electrophysiological single-sensillum technique and interpreted in terms of a previously reported receptor-interaction model. The results indicate that the terminal methyl group, as well as the acetate group, interacts with highly complementary receptor sites. The terminal alkyl chain is suggested to interact with a hydrophobic "pocket" extending over the two methylene groups closest to the terminal methyl group. The amounts of stimulus actually released from the odor source have been studied. The results demonstrate the necessity to take differences of volatility into account in comparisons of electrophysiological data for compounds of different chain lengths. It is shown that relative vapor pressures may to a good approximation be employed to estimate correction factors.

Entities:  

Year:  1990        PMID: 24263583     DOI: 10.1007/BF01016478

Source DB:  PubMed          Journal:  J Chem Ecol        ISSN: 0098-0331            Impact factor:   2.626


  9 in total

1.  Structure-response relationships in noctuid sex pheromone reception. An introductory report.

Authors:  E Priesner; M Jacobson; H J Bestmann
Journal:  Z Naturforsch C Biosci       Date:  1975 Mar-Apr

2.  Determination of the vapor pressures of moth sex pheromone components by a gas chromatographic method.

Authors:  A M Olsson; J A Jönsson; B Thelin; T Liljefors
Journal:  J Chem Ecol       Date:  1983-03       Impact factor: 2.626

3.  Sex pheromone components of the turnip moth,Agrotis segetum : Chemical identification, electrophysiological evaluation and behavioral activity.

Authors:  C Löfstedt; J N Van Der Pers; J Lofqvist; B S Lanne; M Appelgren; G Bergström; B Thelin
Journal:  J Chem Ecol       Date:  1982-10       Impact factor: 2.626

4.  Purification and analysis of synthetic insect sex attractants by liquid chromatography on a silver-loaded resin.

Authors:  N W Houx; S Voerman; W M Jongen
Journal:  J Chromatogr       Date:  1974-08-28

5.  Fine-structural characteristics of the antennal sensilla of Agrotis segetum (Insecta: Lepidoptera).

Authors:  E Hallberg
Journal:  Cell Tissue Res       Date:  1981       Impact factor: 5.249

6.  Sex pheromone components of fall cankerworm moth,Alsophila pometaria : Synthesis and field trapping.

Authors:  J W Wong; P Palaniswamy; E W Underhill; W F Steck; M D Chisholm
Journal:  J Chem Ecol       Date:  1984-11       Impact factor: 2.626

7.  Structure-activity relationships between stimulus molecule and response of a pheromone receptor cell in turnip moth,Agrotis segetum : Modifications of the acetate group.

Authors:  T Liljefors; B Thelin; J N Van Der Pers
Journal:  J Chem Ecol       Date:  1984-12       Impact factor: 2.626

8.  Effects of double-bond configuration on interaction between a moth sex pheromone component and its receptor : A receptor-interaction model based on molecular mechanics.

Authors:  T Liljefors; M Engtsson; B S Hansson
Journal:  J Chem Ecol       Date:  1987-10       Impact factor: 2.626

9.  Identification of sex pheromone components of darksided cutworm,Euxoa messoria, and modification of sex attractant blend for adult males.

Authors:  D L Struble; J R Byers
Journal:  J Chem Ecol       Date:  1987-05       Impact factor: 2.626

  9 in total
  16 in total

1.  Communication disruption of guava moth (Coscinoptycha improbana) using a pheromone analog based on chain length.

Authors:  D M Suckling; J J Dymock; K C Park; R H Wakelin; L E Jamieson
Journal:  J Chem Ecol       Date:  2013-09-13       Impact factor: 2.626

2.  Optimal fractionation and bioassay plans for isolation of synergistic chemicals: The subtractive-combination method.

Authors:  J A Byers
Journal:  J Chem Ecol       Date:  1992-09       Impact factor: 2.626

3.  Oxime ether analogs of sex pheromone components of turnip moth (Agrotis segetum Schiffermüller).

Authors:  D Martin; B Weber
Journal:  J Chem Ecol       Date:  1994-05       Impact factor: 2.626

4.  Alkyl substitution in terminal chain of (Z)-5-decenyl acetate, a pheromone component of turnip moth,Agrotis segetum. Synthesis, single-sensillum recordings, and structure-activity relationships.

Authors:  S Jönsson; T Liljefors; B S Hansson
Journal:  J Chem Ecol       Date:  1991-01       Impact factor: 2.626

5.  Introduction of methyl groups to acetate substituted chain of (Z)-5-decenyl acetate, a pheromone component of turnip moth,agrotis segetum: synthesis, single-sensillum recordings, and structure-activity relationships.

Authors:  S Jönsson; T Liljefors; B S Hansson
Journal:  J Chem Ecol       Date:  1992-04       Impact factor: 2.626

6.  Replacement of the terminal methyl group in a moth sex pheromone component by a halogen atom: Hydrophobicity and size effects on electrophysiological single-cell activities.

Authors:  S Jönsson; T Liljefors; B S Hansson
Journal:  J Chem Ecol       Date:  1991-07       Impact factor: 2.626

Review 7.  Characterizing human odorant signals: insights from insect semiochemistry and in silico modelling.

Authors:  Ashish Radadiya; John A Pickett
Journal:  Philos Trans R Soc Lond B Biol Sci       Date:  2020-04-20       Impact factor: 6.237

8.  Alkyl ether and enol ether analogs of (Z)-5-decenyl acetate, a pheromone component of the turnip moth,Agrotis segetum: probing a proposed bioactive conformation for chain-elongated analogs.

Authors:  A L Gustavsson; T Liljefors; B S Hansson
Journal:  J Chem Ecol       Date:  1995-06       Impact factor: 2.626

9.  Hesperophylax occidentalis (Trichoptera: Limnephilidae): Electroantennogram structure-activity study of sex pheromone component 6-methylnonan-3-one.

Authors:  D K Jewett; D L Brigham; L B Bjostad
Journal:  J Chem Ecol       Date:  1996-01       Impact factor: 2.626

10.  Structure-activity relationships for analogs of (+)-(E)-endo-Β-bergamoten-12-oic acid, an oviposition stimulant ofHelicoverpa zea (Boddie).

Authors:  S K Douglass; J A Juvik; H J Pyun; R M Coates
Journal:  J Chem Ecol       Date:  1993-01       Impact factor: 2.626

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