Journal
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Volume 54, Issue 9, Pages 3365-3371Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jf0601517
Keywords
acetamiprid; dinotefuran; Drosophila; Homalodisca; imidacloprid; neonicotinoids; nicotinic acetylcholine receptors
Funding
- NIEHS NIH HHS [R01 ES08424] Funding Source: Medline
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The diversity of neonicotinoid insecticides acting as insect nicotinic acetylcholine (ACh) receptor (nAChR) agonists is illustrated by imidacloprid (IMI) with chloropyridinylmethyl (CPM) and N-nitroimine substituents, dinotefuran (DIN) with tetrahydrofurylmethyl (TFM) and N-nitroimine moieties, and acetamiprid (ACE) with CPM and N-cyanoimine groups. These three neonicotinoids are used here as radioligands to test the hypothesis that they all bind to the same site in the same way in both fruit flies (Drosophila melanogaster) and a leafhopper pest (Homalodisca coagulata): that is, neonicotinoid binding site specificity is conserved in the insect nAChRs. Multiple approaches show that [3H] IMI and [3H] ACE interact with an identical site in both species. However, although [3H] DIN binds with high affinity in both insects, its pharmacological profile in Homalodisca is surprisingly unique, with high sensitivity to some TFM-containing compounds and ACh. The TFM moiety of DIN may bind in a different orientation compared to the CPM group of IMI and ACE.
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