erythro-6-Acetoxy-5-hexadecanolide, the major component of a mosquito oviposition attractant pheromone

Laurence, B. R.; Pickett, John A.

doi:10.1039/c39820000059

Cited by 143 publications

(69 citation statements)

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“…quinquefasciatus produces and responds to the oviposition pheromone, as with other populations of this species (Bruno & Laurence 1979, Isoe et al 1995, confirming that oviposition site selection is influenced by the pheromone emanating from apical droplets on the eggs, as previously reported by Laurence and Pickett (1982). This information is important for egg or adult trapping purpose because the first egg rafts laid will contribute to increasing the ovitrap's attractiveness thereafter.…”

Section: Discussionsupporting

confidence: 63%

“…The eggs of Culex quinquefasciatus Say are laid as floating rafts and each egg has an apical droplet of an oviposition aggregation pheromone (Laurence & Pickett 1982) which tends to concentrate their offspring in high nutrient waste water in urban areas. Their breeding places are typically permanent or semi-permanent sites containing organically enriched and preferably dark polluted water with high microbial activity, found in man-made environments.…”

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confidence: 99%

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Laboratory and field evaluation of an oviposition trap for Culex quinquefasciatus(Diptera: Culicidae)

Barbosa

Souto

Eiras

et al. 2007

Mem. Inst. Oswaldo Cruz

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Section: Discussionsupporting

confidence: 63%

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confidence: 99%

Laboratory and field evaluation of an oviposition trap for Culex quinquefasciatus(Diptera: Culicidae)

Barbosa

Souto

Eiras

et al. 2007

Mem. Inst. Oswaldo Cruz

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“…3 and Fig. S1) in our panel of 200 odorants, which included, in addition to repellents, attractants, oviposition attractants, plant kairomones, mosquito oviposition pheromone (18), and EAG-active compounds. For clarity, in Fig.…”

Section: Resultsmentioning

confidence: 99%

Mosquito odorant receptor for DEET and methyl jasmonate

Choo

Rosa

et al. 2014

Proc. Natl. Acad. Sci. U.S.A.

153

174

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Insect repellents are important prophylactic tools for travelers and populations living in endemic areas of malaria, dengue, encephalitis, and other vector-borne diseases. DEET (N,N-diethyl-3-methylbenzamide) is a 6-decade-old synthetic repellent, which is still considered the gold standard of mosquito repellents. Mosquitoes use their sense of smell to detect DEET, but there are currently two hypotheses regarding its mode of action: activation of ionotropic receptor IR40a vs. odorant receptor(s). Here, we demonstrate that DEET, picaridin, insect repellent 3535, and p-menthan-3,8-diol activate the odorant receptor CquiOR136 of the southern house mosquito, Culex quinquefasciatus. Electrophysiological and behavioral assays showed that CquiIR40a knockdown had no significant effect on DEET detection and repellency. By contrast, reduction of CquiOR136 transcript levels led to a significant decrease in electroantennographic responses to DEET and a complete lack of repellency. Thus, direct activation of an odorant receptor, not an ionotropic receptor, is necessary for DEET reception and repellency in Culex mosquitoes. Interestingly, methyl jasmonate, a repellent derived from the nonvolatile jasmonic acid in the signaling pathway of plant defenses, elicited robust responses in CquiOR136• CquiOrco-expressing Xenopus oocytes, thus suggesting a possible link between natural products with long insect-plant evolutionary history and synthetic repellents. I nsect repellents have been used since ancient times as prophylactic agents against diseases transmitted by mosquitoes and other arthropods, including malaria, dengue fever, and encephalitis. They were developed from plant-based smoke or extracts (essential oils) into formulations with a single active ingredient. DEET (N,N-diethyl-3-methylbenzamide), a synthetic compound developed more than 6 decades ago, is the most widely used substance. Unfortunately, people in endemic areas who need insect repellents the most cannot afford to use DEET daily, whereas a significant proportion of those who need and can afford it, do not use DEET because of undesirable properties such as an unpleasant odor. Molecular modeling led to the development of insect repellent (IR) 3535 (1) and picaridin (2), but progress toward development of better and more affordable repellents has been slow, because DEET receptors in mosquitoes are hitherto unknown.There are currently two hypotheses regarding DEET reception. One school postulates that the widespread effect of DEET olfactory repellency is mediated by a well-conserved ionotropic receptor, IR40a (3), whereas the other (4, 5) favors a pathway involving odorant receptor(s). Here we report that the southern house mosquito Culex quinquefasciatus uses an odorant receptor, CquiOR136, to detect DEET, picaridin, IR3535, pmenthan-3,8-diol (PMD), and a plant defense-signaling compound, methyl jasmonate. Results and DiscussionTo test whether DEET olfactory repellency in the southern house mosquito is mediated by IR40a (3), we cloned CquiIR40a, the C. quinquefas...

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“…tarsalis. Afterwards, Laurence & Pickett (1982), through gas chromatography-mass spectrometry, proved that the active compound in the droplets observed by Bruno & Laurence (1979) was erythro-6-acetoxy-5-hexadecanolide, supporting the existence of a mosquito oviposition pheromone (MOP) (Fig. 4).…”

mentioning

confidence: 99%

Review of semiochemicals that mediate the oviposition of mosquitoes: a possible sustainable tool for the control and monitoring of Culicidae

Navarro-Silva¹,

Marques²,

Duque³

2009

Rev. Bras. entomol.

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erythro-6-Acetoxy-5-hexadecanolide, the major component of a mosquito oviposition attractant pheromone

Cited by 143 publications

References 1 publication

Laboratory and field evaluation of an oviposition trap for Culex quinquefasciatus(Diptera: Culicidae)

Laboratory and field evaluation of an oviposition trap for Culex quinquefasciatus(Diptera: Culicidae)

Mosquito odorant receptor for DEET and methyl jasmonate

Review of semiochemicals that mediate the oviposition of mosquitoes: a possible sustainable tool for the control and monitoring of Culicidae

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