scholarly journals A protecting group-free synthesis of the Colorado potato beetle pheromone

2013 ◽  
Vol 9 ◽  
pp. 2374-2377 ◽  
Author(s):  
Zhongtao Wu ◽  
Manuel Jäger ◽  
Jeffrey Buter ◽  
Adriaan J Minnaard
Keyword(s):  
Aggregation Pheromone ◽  
Colorado Potato Beetle ◽  
Leptinotarsa Decemlineata ◽  
Alcohol Oxidation ◽  
Asymmetric Epoxidation ◽  
Protecting Group ◽  
Novel Synthesis ◽  
Potato Beetle ◽  
Sharpless Asymmetric Epoxidation

A novel synthesis of the aggregation pheromone of the Colorado potato beetle, Leptinotarsa decemlineata, has been developed based on a Sharpless asymmetric epoxidation in combination with a chemoselective alcohol oxidation using catalytic [(neocuproine)PdOAc]2OTf2. Employing this approach, the pheromone was synthesized in 3 steps, 80% yield and 86% ee from geraniol.

Breaking a paradigm: male-produced aggregation pheromone for the Colorado potato beetle

2002 ◽  
Vol 205 (13) ◽  
pp. 1925-1933
Author(s):  
Joseph C. Dickens ◽  
James E. Oliver ◽  
Benedict Hollister ◽  
John C. Davis ◽  
Jerome A. Klun
Keyword(s):  
Aggregation Pheromone ◽  
Colorado Potato Beetle ◽  
Leptinotarsa Decemlineata ◽  
Combined Treatment ◽  
Feedback System ◽  
Hormonal Control ◽  
Male And Female ◽  
Potato Beetle ◽  
Leptinotarsa Decemlineata Say ◽  
Laboratory Bioassays

SUMMARY A male-produced aggregation pheromone was identified for the Colorado potato beetle Leptinotarsa decemlineata (Say) (Coleoptera:Chrysomelidae). While male beetles produced only minor amounts of the pheromone, its production could be enhanced by topical application of juvenile hormone III (JH III) (eightfold), by antennectomy (40-fold) or by the combined treatment of JH III and antennectomy (almost 200-fold); this enhancement enabled the identification of the compound as(S)-3,7-dimethyl-2-oxo-oct-6-ene-1,3-diol [(S)-CPB I], a unique structure for an insect pheromone. Antennal receptors of both sexes responded selectively to the (S)-enantiomer. Both male and female Colorado potato beetles were attracted to serial source loads of(S)-CPB I in laboratory bioassays; (R)-CPB I was inactive or inhibitory, as demonstrated by the inactivity of the racemate. This is the first identification of a pheromone for the Colorado potato beetle and differs from the paradigm of a female-produced pheromone for this insect. The attractant is also the first male-produced pheromone identified for the Chrysomelidae. The discovery that both JH III and antennectomy increase levels of the pheromone (S)-CPB I indicates the existence of a feedback system involving antennal input, and this system may be under hormonal control.

scholarly journals AFLP-Based Genetic Linkage Map of the Colorado Potato Beetle Leptinotarsa decemlineata: Sex Chromosomes and a Pyrethroid-Resistance Candidate Gene

Genetics ◽  
2001 ◽  
Vol 158 (2) ◽  
pp. 695-700 ◽  
Author(s):  
David J Hawthorne
Keyword(s):  
Candidate Gene ◽  
Linkage Map ◽  
Colorado Potato Beetle ◽  
Leptinotarsa Decemlineata ◽  
Genetic Linkage ◽  
Genetic Linkage Map ◽  
Sex Chromosome ◽  
Pyrethroid Resistance ◽  
Codominant Markers ◽  
Potato Beetle

Abstract A genetic linkage map was constructed from an intraspecific cross of the Colorado potato beetle, Leptinotarsa decemlineata. This is an initial step toward mapping the loci that underlie important phenotypes associated with insect adaptation to an agroecosystem. The map was made with 172 AFLP and 10 anonymous codominant markers segregating among 74 backcross (BC1) individuals. Markers were mapped to 18 linkage groups and a subset of the markers with a mean intermarker distance of 11.1 cM is presented. A pyrethroid-resistance candidate gene, LdVssc1, was placed onto the map as well. The sex chromosome was identified by exploiting the XO nature of sex determination in this species using patterns of variation at LdVssc1 and the codominant markers.

Population-associated heterogeneity of the digestive Cys protease complement in Colorado potato beetle, Leptinotarsa decemlineata

2018 ◽  
Vol 106 ◽  
pp. 125-133 ◽  
Author(s):  
Asieh Rasoolizadeh ◽  
Marie-Claire Goulet ◽  
Jean-Frédéric Guay ◽  
Conrad Cloutier ◽  
Dominique Michaud
Keyword(s):  
Colorado Potato Beetle ◽  
Leptinotarsa Decemlineata ◽  
Potato Beetle

scholarly journals Damage potential and phenology of the Colorado potato beetle [Coleoptera: Chrysomelidae] on potato in southern Alberta

2005 ◽  
Vol 83 (2) ◽  
pp. 89-98 ◽  
Author(s):  
C. Noronha ◽  
G.M. Duke ◽  
M.S. Goettel
Keyword(s):  
Colorado Potato Beetle ◽  
Leptinotarsa Decemlineata ◽  
Potato Production ◽  
Maximum Density ◽  
The Other ◽  
Damage Potential ◽  
Potato Beetle ◽  
Southern Alberta ◽  
Overwintering Mortality ◽  
Experimental Plots

The phenology and damage potential of the Colorado potato beetle (Leptinotarsa decemlineata) were studied in the potato producing area in southern Alberta. Experimental plots were established at Lethbridge in 1998, 1999 and 2000, and at Vauxhall in 1998 and 1999. At each site, one plot was protected against the beetle by application of insecticides while the other was "unprotected." Natural potato beetle populations quickly colonized unprotected plots each year. Overwintered adults appeared in plots by mid June with mean densities reaching between 0.3 and 0.6 per plant. Eggs were laid on young plants with mean densities reaching two egg masses per plant by late June. Maximum larval densities reached 9.5 per plant for each of 1st, 2nd and 3rd instars and 14 per plant for 4th instars. Maximum density for newly emerged adults was 57 per plant in mid-July at the 2000 Lethbridge unprotected plot. Defoliation was very low at the beginning of the season but increased sharply when 3rd and 4th instar populations peaked and continued to rise as new adults emerged. Maximum defoliation occurred at the Lethbridge plot in 2000 with 100% defoliation by 10 August. Total yields in all unprotected plots ranged from 10 to 40% lower than in the protected plots. Mean density of overwintering adults within potato plots was 76 beetles m-2 with a maximum of 232 m-2. Mean overwintering mortality was 22% and mean depth of overwintering adults was 12 cm, with 63% of the beetles collected at depths ≤ 10 cm. Our results indicate that the phenology of the beetle is similar to that reported in areas where population buildups were rapid and devastating soon after insecticide resistant populations appeared. Consequently the beetle must be considered as a serious threat to potato production in southern Alberta.

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