Male-produced aggregation pheromone of the cerambycid beetle Neoclytus mucronatus mucronatus

Emerson S. Lacey; Jardel A. Moreira; Jocelyn G. Millar; Ann M. Ray; Lawrence M. Hanks

doi:10.1111/j.1570-7458.2006.00508.x

Male-produced aggregation pheromone of the cerambycid beetle Neoclytus mucronatus mucronatus

Emerson S. Lacey, Jardel A. Moreira, Jocelyn G. Millar, Ann M. Ray, Lawrence M. Hanks

Entomology

Research output: Contribution to journal › Article › peer-review

Abstract

Adult male Neoclytus mucronatus mucronatus (F.) (Coleoptera: Cerambycidae: Cerambycinae) were observed to display behaviors identical to calling behaviors of the congener N. acuminatus acuminatus F., males of which produce an aggregation pheromone. Odors collected from male N. m. mucronatus contained one major male-specific compound, identified as (R)-3-hydroxyhexan-2-one. Bioassays determined that both sexes were weakly attracted to racemic 3-hydroxy-2- hexanone. Further field trials determined that enantiomerically enriched (R)-3-hydroxyhexan-2-one (94% ee) attracted more beetles of both sexes than did the racemic blend. This aggregation pheromone is produced by glands that discharge through pores lying within shallow cuticular depressions in the pronotum of male N. m. mucronatus.

Original language	English (US)
Pages (from-to)	171-179
Number of pages	9
Journal	Entomologia Experimentalis et Applicata
Volume	122
Issue number	2
DOIs	https://doi.org/10.1111/j.1570-7458.2006.00508.x
State	Published - Feb 2007

Keywords

(R)-3-hydroxyhexan-2-one
Cerambycidae
Coleoptera
Longhorned beetle
Sex pheromone
Sex-specific prothoracic gland
Wood-boring insect

ASJC Scopus subject areas

Ecology, Evolution, Behavior and Systematics
Insect Science

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10.1111/j.1570-7458.2006.00508.x

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title = "Male-produced aggregation pheromone of the cerambycid beetle Neoclytus mucronatus mucronatus",

abstract = "Adult male Neoclytus mucronatus mucronatus (F.) (Coleoptera: Cerambycidae: Cerambycinae) were observed to display behaviors identical to calling behaviors of the congener N. acuminatus acuminatus F., males of which produce an aggregation pheromone. Odors collected from male N. m. mucronatus contained one major male-specific compound, identified as (R)-3-hydroxyhexan-2-one. Bioassays determined that both sexes were weakly attracted to racemic 3-hydroxy-2- hexanone. Further field trials determined that enantiomerically enriched (R)-3-hydroxyhexan-2-one (94% ee) attracted more beetles of both sexes than did the racemic blend. This aggregation pheromone is produced by glands that discharge through pores lying within shallow cuticular depressions in the pronotum of male N. m. mucronatus.",

keywords = "(R)-3-hydroxyhexan-2-one, Cerambycidae, Coleoptera, Longhorned beetle, Sex pheromone, Sex-specific prothoracic gland, Wood-boring insect",

author = "Lacey, {Emerson S.} and Moreira, {Jardel A.} and Millar, {Jocelyn G.} and Ray, {Ann M.} and Hanks, {Lawrence M.}",

year = "2007",

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doi = "10.1111/j.1570-7458.2006.00508.x",

language = "English (US)",

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AU - Lacey, Emerson S.

AU - Moreira, Jardel A.

AU - Millar, Jocelyn G.

AU - Ray, Ann M.

AU - Hanks, Lawrence M.

PY - 2007/2

Y1 - 2007/2

N2 - Adult male Neoclytus mucronatus mucronatus (F.) (Coleoptera: Cerambycidae: Cerambycinae) were observed to display behaviors identical to calling behaviors of the congener N. acuminatus acuminatus F., males of which produce an aggregation pheromone. Odors collected from male N. m. mucronatus contained one major male-specific compound, identified as (R)-3-hydroxyhexan-2-one. Bioassays determined that both sexes were weakly attracted to racemic 3-hydroxy-2- hexanone. Further field trials determined that enantiomerically enriched (R)-3-hydroxyhexan-2-one (94% ee) attracted more beetles of both sexes than did the racemic blend. This aggregation pheromone is produced by glands that discharge through pores lying within shallow cuticular depressions in the pronotum of male N. m. mucronatus.

AB - Adult male Neoclytus mucronatus mucronatus (F.) (Coleoptera: Cerambycidae: Cerambycinae) were observed to display behaviors identical to calling behaviors of the congener N. acuminatus acuminatus F., males of which produce an aggregation pheromone. Odors collected from male N. m. mucronatus contained one major male-specific compound, identified as (R)-3-hydroxyhexan-2-one. Bioassays determined that both sexes were weakly attracted to racemic 3-hydroxy-2- hexanone. Further field trials determined that enantiomerically enriched (R)-3-hydroxyhexan-2-one (94% ee) attracted more beetles of both sexes than did the racemic blend. This aggregation pheromone is produced by glands that discharge through pores lying within shallow cuticular depressions in the pronotum of male N. m. mucronatus.

KW - (R)-3-hydroxyhexan-2-one

KW - Cerambycidae

KW - Coleoptera

KW - Longhorned beetle

KW - Sex pheromone

KW - Sex-specific prothoracic gland

KW - Wood-boring insect

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Male-produced aggregation pheromone of the cerambycid beetle Neoclytus mucronatus mucronatus

Abstract

Keywords

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