TY - JOUR
T1 - (2S,4E)-2-Hydroxy-4-octen-3-one, a Male-Produced Attractant Pheromone of the Cerambycid Beetle Tylonotus bimaculatus
AU - Zou, Yunfan
AU - Millar, Jocelyn G.
AU - Blackwood, J. Scott
AU - Van Duzor, Ryan
AU - Hanks, Lawrence M.
AU - Mongold-Diers, Judith A.
AU - Wong, Joseph C.H.
AU - Ray, Ann M.
N1 - Funding Information:
We thank Steve Buck and the University of Illinois Committee on Natural Areas, the Vermilion County Conservation District, and the Forest Preserve Districts of Cook and DuPage Counties for access to field sites. We gratefully acknowledge financial support from The Alphawood Foundation of Chicago and USDA APHIS PPQ (agreement 14-8130-0362-CA).
Publisher Copyright:
© 2015, Springer Science+Business Media New York.
PY - 2015/7/7
Y1 - 2015/7/7
N2 - We report the identification of a novel pheromone structure from males of the cerambycid beetle Tylonotus bimaculatus Haldeman (Cerambycinae: Hesperophanini), a species native to eastern North America. Volatiles collected from adult males contained (2S,4E)-2-hydroxyoct-4-en-3-one (71 %), (3R,4E)-3-hydroxyoct-4-en-2-one (15 %), (E)-4-octen-2,3-dione (13 %), and 2,3-octanedione (1.5 %). Four independent field bioassays with synthetic compounds confirmed that adults of both sexes were attracted by the racemate of the major component, (E)-2-hydroxyoct-4-en-3-one. No other cerambycid species were attracted in significant numbers. Attraction of both sexes is consistent with the male-produced pheromones of many other species in the subfamily Cerambycinae, but T. bimaculatus is unusual in having a pheromone chemistry that is so far unique among species in that subfamily.
AB - We report the identification of a novel pheromone structure from males of the cerambycid beetle Tylonotus bimaculatus Haldeman (Cerambycinae: Hesperophanini), a species native to eastern North America. Volatiles collected from adult males contained (2S,4E)-2-hydroxyoct-4-en-3-one (71 %), (3R,4E)-3-hydroxyoct-4-en-2-one (15 %), (E)-4-octen-2,3-dione (13 %), and 2,3-octanedione (1.5 %). Four independent field bioassays with synthetic compounds confirmed that adults of both sexes were attracted by the racemate of the major component, (E)-2-hydroxyoct-4-en-3-one. No other cerambycid species were attracted in significant numbers. Attraction of both sexes is consistent with the male-produced pheromones of many other species in the subfamily Cerambycinae, but T. bimaculatus is unusual in having a pheromone chemistry that is so far unique among species in that subfamily.
KW - 3-hydroxy-4-octen-2-one
KW - Aggregation pheromone
KW - Cerambycinae
KW - Longhorned beetle
KW - Semiochemical
UR - http://www.scopus.com/inward/record.url?scp=84938744876&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84938744876&partnerID=8YFLogxK
U2 - 10.1007/s10886-015-0603-9
DO - 10.1007/s10886-015-0603-9
M3 - Article
C2 - 26149425
AN - SCOPUS:84938744876
SN - 0098-0331
VL - 41
SP - 670
EP - 677
JO - Journal of Chemical Ecology
JF - Journal of Chemical Ecology
IS - 7
ER -