Inhibition of various cholinesterases with the enantiomers of malaoxon

Bulletin of Environmental Contamination and Toxicology

Volumn 58, Issue 2, 1997, Pages 171-176

  Rodriguez, O P ^a   Muth, G W ^a   Berkman, C E ^a,b   Kim, K ^a   Thompson, C M ^a  

^a UNIVERSITY OF MONTANA   (United States)

^b SAN FRANCISCO STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLCHOLINESTERASE; CARBOXYLESTERASE; CHOLINESTERASE; CHOLINESTERASE INHIBITOR; MALAOXON; MALATHION; UNSPECIFIC MONOOXYGENASE;

ARTICLE; ENANTIOMER; ENZYME ACTIVITY; ENZYME INHIBITION; INSECT; LD 50; OXIDATION; STEREOISOMERISM;

ANIMALS; BRAIN; CATTLE; CHOLINESTERASE INHIBITORS; ELECTROPHORUS; ERYTHROCYTES; HUMANS; INSECTICIDES; MALATHION; RATS; STEREOISOMERISM; TEMPERATURE;

INSECTA;

EID: 0031021459     PISSN: 00074861     EISSN: None     Source Type: Journal    
DOI: 10.1007/s001289900316     Document Type: Article

References (14)

1. Aldridge WN (1950) Some properties of specific cholinesterases with particular reference to the mechanism of inhibition by diethyl p-nitrophenyl thiophosphate (E605) and analogues. Biochem J 46:451
2. Berkman CE, Thompson CM, Perrin SR (1993a) Synthesis, absolute configuration, and analysis of malathion, malaoxon, and isomalathion enantiomers. Chem Res Toxicol 6:718-723
3. Berkman CE, Quinn DA, Thompson CM (1993b) Interaction of acetylcholinesterase with enantiomers of malaoxon and isomalathion. Chem Res Toxicol 6:724-730
4. Berkman CE (1994) Ph.D. Thesis, Department of Chemistry, Loyola University of Chicago
5. Cohen SD (1984) Mechanisms of toxicological interactions involving organophosphate insecticide. Fund Appl Toxicol 4:315-324
6. De Matteis F (1989) Phosphorothionates. In Sulfur containing drugs and related organic compounds: Chemistry, Biochemistry, and Toxicology. Damani, L. A., Halsted Press, NJ
7. Ellman GL, Courtney KD, Andres V, Featherstone RM (1961) A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem Pharmacol 7:88-95
8. Hassan A, Dauterman WC (1968) Studies on the optically active isomers of O,O-diethyl malathion and O,O-diethyl malaoxon. Biochem Pharmacol 17:1431-1439
9. Jackson, JA, Berkman, CE, Thompson, CM (1992) Stereoselective and chemoselective oxidation of phosphorothionates using MMPP. Tetrahedron Lett. 33:6061-6064
10. Matolczy G, Nadasy M, Andriska V (1988) Pesticide chemistry. Elsevier Science Publishing Co, NJ
11. Radic Z, Pickering NA, Vellom DC, Camp S, Taylor P (1993) Three distinct domains in the cholinesterase molecule confer selectivity for acetyl- and butyrylcholinesterase inhibitors. Biochemistry 32: 12074-12084
12. Ryan DL, Fukuto, TR (1985) The effect of impurities on the toxicokinetics of malathion in rats. Pestic Biochem Physiol 23:413-424
13. Thompson, CM, Ryu, S, Berkman, CE (1992) Consequence of phosphorus stereochemistry upon the postinhibitory reaction kinetics of acetylcholinesterase poisoned by phosphorothiolates. J. Am. Chem. Soc. 114:10710-10715
14. Umetsu N, Grose FH, Allahyari R, Abu-El-Haj S, Fukuto, TR (1977) Effect of impurities on the mammalian toxicity of technical malathion and acephate. J Agric Food Chem 4:946-953