Differential sensitivity of plasma carboxylesterase-null mice to parathion, chlorpyrifos and chlorpyrifos oxon, but not to diazinon, dichlorvos, diisopropylfluorophosphate, cresyl saligenin phosphate, cyclosarin thiocholine, tabun thiocholine, and carbofuran

Chemico-Biological Interactions

Volumn 195, Issue 3, 2012, Pages 189-198

  Duysen, Ellen G ^a   Cashman, John R ^b   Schopfer, Lawrence M ^a   Nachon, Florian ^c   Masson, Patrick ^a,c   Lockridge, Oksana ^a  

^a UNIVERSITY OF NEBRASKA MEDICAL CENTER   (United States)

^b HUMAN BIOMOLECULAR RESEARCH INSTITUTE   (United States)

^c INSTITUT DE RECHERCHE BIOMÉDICALE DES ARMÉES   (France)

Author keywords

Carboxylesterase knockout mouse; Organochlorine; Organophosphates; Pesticides

Indexed keywords

ACETYLCHOLINESTERASE; CARBOFURAN; CARBOXYLESTERASE; CHLORPYRIFOS; CHLORPYRIFOS OXON; CHOLINESTERASE; CRESYL SALIGENIN PHOSPHATE; CYCLOSARIN; CYCLOSARIN THIOCHOLINE; DICHLORVOS; DIMPYLATE; DYFLOS; ORGANOPHOSPHATE; ORGANOPHOSPHATE INSECTICIDE; PARATHION; TABUN; TABUN THIOCHOLINE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; BODY TEMPERATURE MONITORING; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME BLOOD LEVEL; ENZYME INHIBITION; GENOTYPE; INTOXICATION; KNOCKOUT MOUSE; MALE; MOUSE; NONHUMAN; NUCLEOTIDE SEQUENCE; WILD TYPE;

ACETYLCHOLINESTERASE; ANIMALS; BUTYRYLCHOLINESTERASE; CARBOXYLESTERASE; MALE; MICE; MICE, INBRED C57BL; MICE, KNOCKOUT; ORGANOPHOSPHORUS COMPOUNDS; PESTICIDES;

ANIMALIA; MUS;

EID: 84856075722     PISSN: 00092797     EISSN: 18727786     Source Type: Journal    
DOI: 10.1016/j.cbi.2011.12.006     Document Type: Article

References (43)

1. S. Karanth, and C. Pope Carboxylesterase and A-esterase activities during maturation and aging: relationship to the toxicity of chlorpyrifos and parathion in rats Toxicol. Sci. 58 2000 282 289 (Pubitemid 32042426)
2. V.C. Moser, S.M. Chanda, S.R. Mortensen, and S. Padilla Age- and gender-related differences in sensitivity to chlorpyrifos in the rat reflect developmental profiles of esterase activities Toxicol. Sci. 46 1998 211 222 (Pubitemid 29069605)
3. W.D. Dettbarn, Z.P. Yang, and D. Milatovic Different role of carboxylesterases in toxicity and tolerance to paraoxon and DFP Chem. Biol. Interact. 119-120 1999 445 454 (Pubitemid 29278582)
4. D.M. Maxwell The specificity of carboxylesterase protection against the toxicity of organophosphorus compounds Toxicol. Appl. Pharmacol. 114 1992 306 312
5. B. Li, M. Sedlacek, I. Manoharan, R. Boopathy, E.G. Duysen, P. Masson, and O. Lockridge Butyrylcholinesterase, paraoxonase, and albumin esterase, but not carboxylesterase, are present in human plasma Biochem. Pharmacol. 70 2005 1673 1684 (Pubitemid 41540360)
6. T. Imai, M. Taketani, M. Shii, M. Hosokawa, and K. Chiba Substrate specificity of carboxylesterase isozymes and their contribution to hydrolase activity in human liver and small intestine Drug Metab. Dispos. 34 2006 1734 1741 (Pubitemid 44427476)
7. D.M. Maxwell, D.E. Lenz, W.A. Groff, A. Kaminskis, and H.L. Froehlich The effects of blood flow and detoxification on in vivo cholinesterase inhibition by soman in rats Toxicol. Appl. Pharmacol. 88 1987 66 76 (Pubitemid 17070373)
8. R.C. Gupta, G.T. Patterson, and W.D. Dettbarn Biochemical and histochemical alterations following acute soman intoxication in the rat Toxicol. Appl. Pharmacol. 87 1987 393 402 (Pubitemid 17051162)
9. E.G. Duysen, F. Koentgen, G.R. Williams, C.M. Timperley, L.M. Schopfer, D.M. Cerasoli, and O. Lockridge Production of ES1 plasma carboxylesterase knockout mice for toxicity studies Chem. Res. Toxicol. 24 2011 1891 1898
10. N.H. Barakat, X. Zheng, C.B. Gilley, M. MacDonald, K. Okolotowicz, J.R. Cashman, S. Vyas, J.M. Beck, C.M. Hadad, and J. Zhang Chemical synthesis of two series of nerve agent model compounds and their stereoselective interaction with human acetylcholinesterase and human butyrylcholinesterase Chem. Res. Toxicol. 22 2009 1669 1679
11. P.W. Zapf, and C.M. Coghlan A kinetic method for the estimation of pseudocholine esterase using naphthyl acetate substrate Clin. Chim. Acta 44 1973 237 242
12. O. Lockridge, W. Xue, A. Gaydess, H. Grigoryan, S.J. Ding, L.M. Schopfer, S.H. Hinrichs, and P. Masson Pseudo-esterase activity of human albumin: slow turnover on tyrosine 411 and stable acetylation of 82 residues including 59 lysines J. Biol. Chem. 283 2008 22582 22590
13. K.L. McDaniel, and V.C. Moser Utility of a neurobehavioral screening battery for differentiating the effects of two pyrethroids, permethrin and cypermethrin Neurotoxicol. Teratol. 15 1993 71 83 (Pubitemid 23128927)
14. K.A. Skau Acetylcholinesterase molecular forms in serum and erythrocytes of laboratory animals Comp. Biochem. Physiol. C 80 1985 207 210 (Pubitemid 15150682)
15. C.F. Bartels, T. Zelinski, and O. Lockridge Mutation at codon 322 in the human acetylcholinesterase (ACHE) gene accounts for YT blood group polymorphism Am. J. Hum. Genet. 52 1993 928 936 (Pubitemid 23313714)
16. G.L. Ellman, K.D. Courtney, V. Andres Jr., and R.M. Feather-Stone A new and rapid colorimetric determination of acetylcholinesterase activity Biochem. Pharmacol. 7 1961 88 95
17. A.N. Davison The conversion of schra dan (OMPA) and parathion into inhibitors of cholinesterase by mammalian liver Biochem. J. 61 1955 203 209
18. J.C. Gage A cholinesterase inhibitor derived from OO-diethyl O-p-nitrophenyl thiophosphate in vivo Biochem. J. 54 1953 426 430
19. L.G. Sultatos, and S.D. Murphy Kinetic analyses of the microsomal biotransformation of the phosphorothioate insecticides chlorpyrifos and parathion Fundam. Appl. Toxicol. 3 1983 16 21 (Pubitemid 13082680)
20. T.R. Hanley Jr., E.W. Carney, and E.M. Johnson Developmental toxicity studies in rats and rabbits with 3,5,6-trichloro-2-pyridinol, the major metabolite of chlorpyrifos Toxicol. Sci. 53 2000 100 108 (Pubitemid 30043609)
21. R.C. Gupta, and W.L. Kadel Concerted role of carboxylesterases in the potentiation of carbofuran toxicity by iso-OMPA pretreatment J. Toxicol. Environ. Health 26 1989 447 457 (Pubitemid 19123049)
22. H. Li, I. Ricordel, L. Tong, L.M. Schopfer, F. Baud, B. Megarbane, E. Maury, P. Masson, and O. Lockridge Carbofuran poisoning detected by mass spectrometry of butyrylcholinesterase adduct in human serum J. Appl. Toxicol. 29 2009 149 155
23. D.M. Maxwell, K.M. Brecht, and B.L. O'Neill The effect of carboxylesterase inhibition on interspecies differences in soman toxicity Toxicol. Lett. 39 1987 35 42 (Pubitemid 17157061)
24. E. Carletti, L.M. Schopfer, J.P. Colletier, M.T. Froment, F. Nachon, M. Weik, O. Lockridge, and P. Masson Reaction of cresyl saligenin phosphate, the organophosphorus agent implicated in aerotoxic syndrome, with human cholinesterases: mechanistic studies employing kinetics, mass spectrometry, and X-ray structure analysis Chem. Res. Toxicol. 24 2011 797 808
25. I.H. Leopold, and P.R. McDonald Di-isopropyl fluorophosphate in treatment of glaucoma; further observations Arch Ophthal 40 1948 176 188
26. L.M. Schopfer, T. Voelker, C.F. Bartels, C.M. Thompson, and O. Lockridge Reaction kinetics of biotinylated organophosphorus toxicant, FP-biotin, with human acetylcholinesterase and human butyrylcholinesterase Chem. Res. Toxicol. 18 2005 747 754 (Pubitemid 40563289)
27. E. Reiner, V. Simeon, and M. Skrinjaric-Spoljar Hydrolysis of O,O-dimethyl-2,2-dichlorovinyl phosphate (DDVP) by esterases in parasitic helminths, and in vertebrate plasma and erythrocytes Comp Biochem Physiol C 66 1980 149 152 (Pubitemid 10030780)
28. S.D. Cohen, and M. Ehrich Cholinesterase and carboxylesterase inhibition by dichlorvos and interactions with malathion and triorthotolyl phosphate Toxicol. Appl. Pharmacol. 37 1976 39 48
29. D.M. Maxwell, and K.M. Brecht Carboxylesterase: specificity and spontaneous reactivation of an endogenous scavenger for organophosphorus compounds J. Appl. Toxicol. 21 Suppl. 1 2001 S103 S107
30. L.G. Sultatos, L.D. Minor, and S.D. Murphy Metabolic activation of phosphorothioate pesticides: role of the liver J. Pharmacol. Exp. Ther. 232 1985 624 628 (Pubitemid 15135845)
31. C.J. Gordon Thermoregulatory aspects of environmental exposure to anticholinesterase agents Rev. Environ. Health 11 1996 101 117 (Pubitemid 27029753)
32. R.S. Verma, A. Mehta, and N. Srivastava Effect of phenobarbitone on cytochrome P450 activity and chlorpyrifos and 3,5,6-trichloropyridinol levels in liver and serum in rat Indian J. Biochem. Biophys. 42 2005 254 257 (Pubitemid 41712087)
33. M.A. Campbell, J. Gyorkos, B. Leece, K. Homonko, and S. Safe The effects of twenty-two organochlorine pesticides as inducers of the hepatic drug-metabolizing enzymes Gen. Pharmacol. 14 1983 445 454 (Pubitemid 13030390)
34. P.C. Das, Y. Cao, R.L. Rose, N. Cherrington, and E. Hodgson Enzyme induction and cytotoxicity in human hepatocytes by chlorpyrifos and N,N-diethyl-m-toluamide DEET Drug Metabol. Drug Interact. 23 2008 237 260
35. K. Choi, H. Joo, R.L. Rose, and E. Hodgson Metabolism of chlorpyrifos and chlorpyrifos oxon by human hepatocytes J. Biochem. Mol. Toxicol. 20 2006 279 291 (Pubitemid 46025668)
36. J. Tang, Y. Cao, R.L. Rose, A.A. Brimfield, D. Dai, J.A. Goldstein, and E. Hodgson Metabolism of chlorpyrifos by human cytochrome P450 isoforms and human, mouse, and rat liver microsomes Drug Metab. Dispos. 29 2001 1201 1204 (Pubitemid 32800231)
37. E. Mutch, and F.M. Williams Diazinon, chlorpyrifos and parathion are metabolised by multiple cytochromes P450 in human liver Toxicology 224 2006 22 32
38. J.E. Chambers, T. Ma, J.S. Boone, and H.W. Chambers Role of detoxication pathways in acute toxicity levels of phosphorothionate insecticides in the rat Life Sci. 54 1994 1357 1364 (Pubitemid 24131429)
39. F. Worek, C. Diepold, and P. Eyer Dimethylphosphoryl-inhibited human cholinesterases: inhibition, reactivation, and aging kinetics Arch. Toxicol. 73 1999 7 14 (Pubitemid 29155825)
40. K. Van Asperen, and H.M. Dekhuijzen A quantitative analysis of the kinetics of cholinesterase inhibition in tissue homogenates of mice and houseflies Biochim. Biophys. Acta 28 1958 603 613
41. T.V. Damodaran, K.H. Jones, A.G. Patel, and M.B. Abou-Donia Sarin (nerve agent GB)-induced differential expression of mRNA coding for the acetylcholinesterase gene in the rat central nervous system Biochem. Pharmacol. 65 2003 2041 2047 (Pubitemid 36637081)
42. C.M. Cisson, and B.W. Wilson Paraoxon increases the rate of synthesis of acetylcholinesterase in cultured muscle Toxicol. Lett. 9 1981 131 135 (Pubitemid 11022032)
43. E.G. Duysen, and O. Lockridge Induction of plasma acetylcholinesterase activity in mice challenged with organophosphorus poisons Toxicol. Appl. Pharmacol. 255 2011 214 220