1990
DOI: 10.1289/ehp.9087245
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Mechanism of action of organophosphorus and carbamate insecticides.

Abstract: Organophosphorus and carbamate insecticides are toxic to insects and mammals by virtue of their ability to inactivate the enzyme acetylcholinesterase. This review addresses the mechanism of inhibition of acetylcholinesterase by organophosphorus and carbamate esters, focusing on structural requirements necessary for anticholinesterase activity. The inhibition of acetylcholinesterase by these compounds is discussed in terms of reactivity and steric effects. The role of metabolic activation or degradation in the … Show more

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Cited by 780 publications
(315 citation statements)
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“…Carbamates have been reported to have high mammalian toxicity, and the main target organs are brain, liver, skeletal muscles, and heart (2,3). Their primary mechanism of toxicity is the reversible inhibition of serine group of acetylcholinesterase via carbamoylation at the nerve terminals (4).…”
Section: Introductionmentioning
confidence: 99%
“…Carbamates have been reported to have high mammalian toxicity, and the main target organs are brain, liver, skeletal muscles, and heart (2,3). Their primary mechanism of toxicity is the reversible inhibition of serine group of acetylcholinesterase via carbamoylation at the nerve terminals (4).…”
Section: Introductionmentioning
confidence: 99%
“…This is especially true for field samples in which time and temperature can result in a significant increase in AChE activity. This reactivation can be fast; for example, the half-life for recovery of N-methylcarbamylated AChE is approximately 30 min (Fukuto 1990). This recovery may partially mask a lethal pesticide toxicosis (Smith et al 1995).…”
Section: Discussionmentioning
confidence: 99%
“…The lack of activity of the inhibited enzyme occurs because the serine of the catalytic triad, when phosphylated, can no longer hydrolyze ACh. 4,36,75,84,86,87 A scheme of AChE inhibition by OPCs is shown in Figure 6. Computational studies of AChE phosphonylation by the nerve agent sarin indicate that the reaction actually involves a two-step addition-elimination mechanism, rather than a concerted one; the addition would be the rate-determining step.…”
Section: Mechanism Of Action Of Opcsmentioning
confidence: 99%