Abstract
The toxicity of organophosphorus and carbamate esters to insects, mammals, and other organisms is attributable to the ability of these materials to inactivate acetylcholinesterase (AChE), the enzyme responsible for the hydrolysis of the neurotransmitting agent acetylcholine (ACh) into choline (Ch) and acetic acid. The neurohormone ACh is the synaptic mediator of nerve impulses in the central nervous system of insects as well as the autonomic nervous system in mammals.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
B.C. Saunders, Some Aspects of the Toxic Action of Organic Compounds Containing phosphorus and Fluorine, Cambridge University Press, Cambridge, 1957, p. 28.
J.A. Cohen and R.A. Oosterbaan, in Handbuch der Experimentellen Pharmakologie, 1963, Vol. 15, pp. 300–373, Springer, Berlin.
R.M. Krupka, Canad. J. Biochem. 42, 677 (1964).
W. Leuzinger and A.L. Baker, Proc. Nat. Acad. Sci. 57, 446 (1967).
R.M. Krupka, Biochem. Biophys. Res. Commun. 19, 531 (1965).
R.D. O’Brien, in Insecticide Biochemistry and Physiology, C.F. Wilkinson, Ed., Plenum Press, N.Y., 1976, p. 271.
W.N. Aldridge, Croatica Chem. Acta 47, 215 (1975).
A.R. Main, Science 144, 992 (1964).
R.M. Hollingworth, T.R. Fukuto, and R.L. Metcalf, J. Agric. Food Chem. 15, 235 (1967).
W.N. Aldridge and A.N. Davison, Biochem. J. 51, 62 (1952).
T.R. Fukuto and R.L. Metcalf, J. Agric. Food Chem. 4, 930 (1956).
K.J.M. Andrews, F.R. Atherton, F. Bergel and A.L. Morrison. J. Chem. Soc. 1638 (1954).
L.-E. Tammelin, Svensk Kemisk Tidskrift 70, 4 (1958).
T.R. Fukuto and R.L. Metcalf, J. Amer. Chem. Soc. 77, 3670 (1955).
C. Hansch, in Biochemical Toxicology of Insecticides, R.D. O’Brien and I. Yamamoto, Eds. Academic Press, New York, 1970, p. 33.
C. Hansch and E.W. Deutsch, Biochim. Biophys. Acta 126, 117 (1966).
L.D.A. DeJong and C. Van Dijk, Biochim. Biophys Acta 268, 680 (1972).
J.H. Keijer and G.Z. Wolring, Biochim. Biophys. Acta 185, 465 (1969).
T.R. Fukuto and R.L. Metcalf, J. Econ. Entomol. 52, 739 (1959).
P.W. Lee, R. Allahyari and T.R. Fukuto, Pestic. Biochem. Physiol. (in press).
A.J.J. Ooms and H.L. Boter, Biochem. Pharmacol. 14, 1839 (1965).
H.L. Boter and A.J.J. Ooms, Biochem. Pharmacol. 16, 1563 (1967).
D.A. Wustner and T.R. Fukuto, Pestic. Biochem. Physiol. 4, 365 (1974).
M.I. Kabachnik, A.P. Brestkin, N.N. Godovikov, M.J. Michelson, E.V. Rosengart and V.I. Rosengart, Pharmacological Rev. 22, 355 (1970).
R.D. O’Brien, in Drug Design, E.J. Ariens, Ed., Academic Press, 1971, p. 162.
R. Allahyari, P.W. Lee, G.H.Y. Lin, R.M. Wing, and T.R. Fukuto, J. Agr. Food Chem. 25, 471 (1977).
E. Reiner and W.N. Aldridge, Biochem. J. 105, 171 (1967).
W.D. Reed and T.R. Fukuto, Pestic. Biochem. Physiol. 3, 120 (1973).
I.B. Wilson and E. Cahib, J. Amer. Chem. Soc. 78, 202 (1956).
I.B. Wilson, M.A. Hatch and S. Ginsburg, J. Biol. Chem. 235, 2313 (1960).
I.B. Wilson, M.A. Harrison and S. Ginsburg, J. Biol. Chem. 236, 1498 (1961).
R.L. Metcalf, Bull. Wld. Hlth. Organ. 44, 43 (1971).
L.W. Dittert and T. Higuchi, J. Pharm. Sci. 52, 852 (1963).
D.F. Heath, Organophosphorus Poisons, Pergamon Press, New York, 1961, pp. 72–100.
J.B. Wilson, J. Biol. Chem. 197, 215 (1952).
R.D. O’Brien, B.D. Hilton and L. Gilmour, Molec. Pharmacol. 2, 593 (1966).
T. Nishioka, T. Fujita, K. Kamoshita, and M. Nakajima, Pestic. Biochem. Physiol. 7, 107 (1977).
B. Hetnarski and R.D. O’Brien, J. Agr. Food Chem. 23, 709 (1975).
Y.C. Chiu, M.A.H. Fahmy and T.R. Fukuto, Pestic. Biochem. Physiol. 3, 1 (1973).
D.A. Wustner, C. Smith and T.R. Fukuto, Pestic. Biochem. Physiol. (in press).
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1979 Plenum Press, New York
About this chapter
Cite this chapter
Fukuto, T.R. (1979). Effect of Structure on the Interaction of Organophosphorus and Carbamate Esters with Acetylcholinesterase. In: Narahashi, T. (eds) Neurotoxicology of Insecticides and Pheromones. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-0970-3_14
Download citation
DOI: https://doi.org/10.1007/978-1-4684-0970-3_14
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4684-0972-7
Online ISBN: 978-1-4684-0970-3
eBook Packages: Springer Book Archive