Literature DB >> 17393280

Using generic pheromone lures to expedite identification of aggregation pheromones for the cerambycid beetles Xylotrechus nauticus, Phymatodes lecontei, and Neoclytus modestus modestus.

Lawrence M Hanks1, Jocelyn G Millar, Jardel A Moreira, James D Barbour, Emerson S Lacey, J Steven McElfresh, F Ray Reuter, Ann M Ray.   

Abstract

Males of several species of longhorned beetles in the subfamily Cerambycinae produce sex or aggregation pheromones consisting of 2,3-hexanediols and/or hydroxyhexanones. We tested the hypothesis that this diol/hydroxyketone pheromone motif is highly conserved within the subfamily, and the resulting prediction that multiple cerambycine species will be attracted to compounds of this type. We also tested the concept that live traps baited with generic blends of these compounds could be used as a source of live insects from which pheromones could be collected and identified. Traps placed in a mature oak woodland and baited with generic blends of racemic 2-hydroxyhexan-3-one and 3-hydroxyhexan-2-one captured adults of both sexes of three cerambycine species: Xylotrechus nauticus (Mannerheim), Phymatodes lecontei Linsley, and Phymatodes decussatus decussatus (LeConte). Odors collected from male X. nauticus contained a 9:1 ratio of two male-specific compounds, (R)- and (S)-3-hydroxyhexan-2-one. Field trials with synthetic compounds determined that traps baited with (R)-3-hydroxyhexan-2-one (94% ee), alone or in blends with other isomers, attracted similar numbers of X. nauticus of both sexes, whereas (S)-3-hydroxyhexan-2-one (94% ee) attracted significantly fewer beetles. Phymatodes lecontei and P. d. decussatus also were caught in traps baited with hydroxyhexanones, as well as a few specimens of two other cerambycine species, Neoclytus modestus modestus Fall (both sexes) and Brothylus gemmulatus LeConte (only females). Male N. m. modestus produced (R)-3-hydroxyhexan-2-one, which was not present in extracts from females. Neoclytus m. modestus of both sexes also responded to lures that included (R)-3-hydroxyhexan-2-one as one of the components. The only male-specific compound found in extracts from P. lecontei was (R)-2-methylbutan-1-ol, and adults of both sexes were attracted to racemic 2-methylbutan-1-ol in field bioassays. Surprisingly, P. lecontei of both sexes also were attracted to (R)- and (S)-3-hydroxyhexan-2-ones, although neither compound was detected in extracts from this species. Males of all five beetle species had gland pores on their prothoraces that were similar in structure to those that have been associated with volatile pheromone production in other cerambycine species. The attraction of multiple cerambycine species of two tribes to (R)-3-hydroxyhexan-2-one in this study, and in earlier studies with other cerambycine species, suggests that this compound is a widespread aggregation pheromone component in this large and diverse subfamily. Overall, the attraction of multiple species from different cerambycine tribes to this compound at a single field site supports the hypothesis that the hydroxyketone pheromone structural motif is highly conserved within this subfamily.

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Year:  2007        PMID: 17393280     DOI: 10.1007/s10886-007-9275-4

Source DB:  PubMed          Journal:  J Chem Ecol        ISSN: 0098-0331            Impact factor:   2.793


  9 in total

1.  Predicted taxonomic patterns in pheromone production by longhorned beetles.

Authors:  Ann M Ray; Emerson S Lacey; Lawrence M Hanks
Journal:  Naturwissenschaften       Date:  2006-08-15

2.  Composition, quantification, and periodicity of sex pheromone gland volatiles from individualHeliothis virescens females.

Authors:  M M Pope; L K Gaston; T C Baker
Journal:  J Chem Ecol       Date:  1982-07       Impact factor: 2.626

3.  Capture of female Hylotrupes bajulus as influenced by trap type and pheromone blend.

Authors:  G V P Reddy; R Fettköther; U Noldt; K Dettner
Journal:  J Chem Ecol       Date:  2005-08-17       Impact factor: 2.626

4.  The role of lanierone in the chemical ecology ofIps pini (Coleoptera: Scolytidae) in California.

Authors:  S J Seybold; S A Teale; D L Wood; A Zhang; F X Webster; K Q Lindahl; I Kubo
Journal:  J Chem Ecol       Date:  1992-12       Impact factor: 2.626

5.  Identification of food volatiles attractive toGlischrochilus quadrisignatus andGlischrochilus fasciatus (Coleoptera: Nitidulidae).

Authors:  H Lin; P L Phelan
Journal:  J Chem Ecol       Date:  1991-12       Impact factor: 2.626

6.  Male-produced sex attractant pheromone of the green stink bug, Acrosternum hilare (Say).

Authors:  H L McBrien; J G Millar; L Gottlieb; X Chen; R E Rice
Journal:  J Chem Ecol       Date:  2001-09       Impact factor: 2.626

7.  Male-produced aggregation pheromone of the cerambycid beetle Neoclytus acuminatus acuminatus.

Authors:  Emerson S Lacey; Matthew D Ginzel; Jocelyn G Millar; Lawrence M Hanks
Journal:  J Chem Ecol       Date:  2004-08       Impact factor: 2.626

8.  Field responses of certain forest Coleoptera to conifer monoterpenes and ethanol.

Authors:  J V Chénier; B J Philogène
Journal:  J Chem Ecol       Date:  1989-06       Impact factor: 2.626

9.  Structure, stereochemistry, and thermal isomerization of the male sex pheromone of the longhorn beetle Anaglyptus subfasciatus.

Authors:  W S Leal; X Shi; K Nakamuta; M Ono; J Meinwald
Journal:  Proc Natl Acad Sci U S A       Date:  1995-02-14       Impact factor: 11.205

  9 in total
  27 in total

1.  Seasonal phenology of the cerambycid beetles of east-central Illinois.

Authors:  Lawrence M Hanks; Peter F Reagel; Robert F Mitchell; Joseph C H Wong; Linnea R Meier; Christina A Silliman; Elizabeth E Graham; Becca L Striman; Kenneth P Robinson; Judith A Mongold-Diers; Jocelyn G Millar
Journal:  Ann Entomol Soc Am       Date:  2014-01-01       Impact factor: 2.099

2.  Cerambycid Beetle Species with Similar Pheromones are Segregated by Phenology and Minor Pheromone Components.

Authors:  Robert F Mitchell; Peter F Reagel; Joseph C H Wong; Linnea R Meier; Weliton Dias Silva; Judith Mongold-Diers; Jocelyn G Millar; Lawrence M Hanks
Journal:  J Chem Ecol       Date:  2015-04-16       Impact factor: 2.626

3.  Effect of chirality, release rate, and host volatiles on response of Tetropium fuscum (F.), Tetropium cinnamopterum Kirby, and Tetropium castaneum (L.) to the aggregation pheromone, fuscumol.

Authors:  Jon D Sweeney; Peter J Silk; Jerzy M Gutowski; Junping Wu; Matthew A Lemay; Peter D Mayo; David I Magee
Journal:  J Chem Ecol       Date:  2010-11-03       Impact factor: 2.626

4.  North American Species of Cerambycid Beetles in the Genus Neoclytus Share a Common Hydroxyhexanone-Hexanediol Pheromone Structural Motif.

Authors:  Ann M Ray; Jocelyn G Millar; Jardel A Moreira; J Steven McElfresh; Robert F Mitchell; James D Barbour; Lawrence M Hanks
Journal:  J Econ Entomol       Date:  2015-07-03       Impact factor: 2.381

5.  Identification and field activity of a male-produced aggregation pheromone in the pine sawyer beetle, Monochamus galloprovincialis.

Authors:  Juan A Pajares; Gonzalo Alvarez; Fernando Ibeas; Diego Gallego; David R Hall; Dudley I Farman
Journal:  J Chem Ecol       Date:  2010-05-02       Impact factor: 2.626

6.  The Influence of Host Plant Volatiles on the Attraction of Longhorn Beetles to Pheromones.

Authors:  R Maxwell Collignon; Ian P Swift; Yunfan Zou; J Steven McElfresh; Lawrence M Hanks; Jocelyn G Millar
Journal:  J Chem Ecol       Date:  2016-03-16       Impact factor: 2.626

7.  (2S,4E)-2-Hydroxy-4-octen-3-one, a Male-Produced Attractant Pheromone of the Cerambycid Beetle Tylonotus bimaculatus.

Authors:  Yunfan Zou; Jocelyn G Millar; J Scott Blackwood; Ryan Van Duzor; Lawrence M Hanks; Judith A Mongold-Diers; Joseph C H Wong; Ann M Ray
Journal:  J Chem Ecol       Date:  2015-07-07       Impact factor: 2.626

8.  Response of the woodborers Monochamus carolinensis and Monochamus titillator (Coleoptera: Cerambycidae) to known cerambycid pheromones in the presence and absence of the host plant volatile α-pinene.

Authors:  Jeremy D Allison; Jessica L McKenney; Jocelyn G Millar; J Steven Mcclfresh; Robert F Mitchell; Lawrence M Hanks
Journal:  Environ Entomol       Date:  2012-12       Impact factor: 2.377

9.  Effects of Pheromone Dose and Conspecific Density on the Use of Aggregation-Sex Pheromones by the Longhorn Beetle Phymatodes grandis and Sympatric Species (Coleoptera: Cerambycidae).

Authors:  R Maxwell Collignon; Jonathan A Cale; J Steven McElfresh; Jocelyn G Millar
Journal:  J Chem Ecol       Date:  2019-02-01       Impact factor: 2.626

10.  Male-produced aggregation pheromones of the cerambycid beetles Xylotrechus colonus and Sarosesthes fulminans.

Authors:  Emerson S Lacey; Jocelyn G Millar; Jardel A Moreira; Lawrence M Hanks
Journal:  J Chem Ecol       Date:  2009-05-15       Impact factor: 2.626

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