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Volumn 57, Issue 20, 2009, Pages 9838-9847

Detoxification of cytotoxic alachlor by glutathione: Characterization of conjugated adducts by electrospray ionization tandem mass spectrometry

Author keywords

Alachlor; Detoxification; Electrospray ionization; Glutathione

Indexed keywords

ACETAMIDE DERIVATIVE; ALACHLOR; GLUTATHIONE; HERBICIDE;

EID: 70350317874     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf902077h     Document Type: Article
Times cited : (4)

References (35)
  • 1
    • 0042513776 scopus 로고    scopus 로고
    • Competitive degradation and detoxification of carbamate insecticides by membrane anodic fentoii treatment
    • Qiquan, W.; Lemley, A. T. Competitive degradation and detoxification of carbamate insecticides by membrane anodic fentoii treatment. J. Agric, Food Chem. 2003, 51, 5382-5390.
    • (2003) J. Agric, Food Chem. , vol.51 , pp. 5382-5390
    • Qiquan, W.1    Lemley, A.T.2
  • 2
    • 0007872387 scopus 로고
    • Effects of pesticide degradation products on soil microflora
    • L., Coats, J. R., Eds.; Oxford University Press: Oxford, U.K., Chapter 15
    • Camper, N. D. Effects of pesticide degradation products on soil microflora. In Pesticide Transformation Products: Somasundaram, L., Coats, J. R., Eds.; Oxford University Press: Oxford, U.K., 1991; Chapter 15, pp 205-216.
    • (1991) Pesticide Transformation Products: Somasundaram , pp. 205-216
    • Camper, N.D.1
  • 3
    • 70350306213 scopus 로고    scopus 로고
    • Pesticide dictionary: Alachlor
    • Meister, R. T., Ed.; Meister Publishing Company: Willoughby, OH
    • Meister, R. T. Pesticide dictionary: Alachlor. In 1999 Farm Chemicals Handbook; Meister, R. T., Ed.; Meister Publishing Company: Willoughby, OH, 1999; pp C15-C16.
    • (1999) 1999 Farm Chemicals Handbook
    • Meister, R.T.1
  • 4
    • 0029667571 scopus 로고    scopus 로고
    • Occurrence of alachlor and its sulfonated metabolite in rivers and reservoirs of the midwestern United States: The importance of sulfonation in the transport of chloroacetanilide herbicides
    • DOI 10.1021/es950341q
    • (4) Thurman, E. M.; Goolsby, D. A.; Aga, D. S.; Pomes, M. L.; Meyer, M. T. Occurrence of alachlor and its sulfonated metabolite in rivers and reservoirs in the midwestern United States: The importance of sulfonation in the transport of the chloroacetini1ide herbicides. Environ, Sci. Technol. 1996, 30, 569-574. (Pubitemid 26042363)
    • (1996) Environmental Science and Technology , vol.30 , Issue.2 , pp. 569-574
    • Thurman, E.M.1    Goolsby, D.A.2    Aga, D.S.3    Pomes, M.L.4    Meyer, M.T.5
  • 6
    • 0029940825 scopus 로고    scopus 로고
    • Genotoxicity of the herbicides alachlor and maleic hydrazide in cultured human lymphocytes
    • DOI 10.1093/mutage/11.3.221
    • (6) Ribas, G.; Surralles, J.; Carbonell, E.; Xamena, N.; Creus, A.; Marcos, R. Genotoxicity of the herbicides alachlor and maleic hydrazide in cultured human lymphocytes. Mutagenesis 1996, 11, 221-227. (Pubitemid 26152702)
    • (1996) Mutagenesis , vol.11 , Issue.3 , pp. 221-227
    • Ribas, G.1    Surralles, J.2    Carbonell, E.3    Xamena, N.4    Creus, A.5    Marcos, R.6
  • 7
    • 0023217103 scopus 로고
    • Pesticide clastogenicity in Chinese hamster ovary cells
    • Lin, M. F.; Wu, C. L.; Wang, T. C. Pesticide clastogenicity in Chinese hamster ovary cells. J. Enciron. Mol. Mutat. 1987, 188, 241-250.
    • (1987) J. Enciron. Mol. Mutat. , vol.188 , pp. 241-250
    • Lin, M.F.1    Wu, C.L.2    Wang, T.C.3
  • 9
    • 0026537009 scopus 로고
    • Cytogenetic effects of alachlor and/or atrazine in vivo and in vitro
    • Meisner, L. F.; Belluck, D. A.; Roloff, B. D. Cytogenetic effects of alachlor and/or atrazine in vivo and in vitro. J. Environ. Mol. Mutat. 1992, 19, 77-82.
    • (1992) J. Environ. Mol. Mutat. , vol.19 , pp. 77-82
    • Meisner, L.F.1    Belluck, D.A.2    Roloff, B.D.3
  • 10
    • 26844449176 scopus 로고    scopus 로고
    • Mode of action of thyroid tumor formation in the male Long-Evans rat administered high doses of alachlor
    • Alan, G. E. W.; Daryl, C. T.; William, E. H.; David, W. B.; Kathy, J. H. Mode of action of thyroid tumor formation in the male Long-Evans rat administered high doses of alachlor. J. Fundam. Annl. Toxicol. 1996, 33, 16-23.
    • (1996) J. Fundam. Annl. Toxicol. , vol.33 , pp. 16-23
    • Alan, G.E.W.1    Daryl, C.T.2    William, E.H.3    David, W.B.4    Kathy, J.H.5
  • 11
    • 0009747464 scopus 로고
    • Caldwell, J., Paulson, G. D., Eds.; Taylor and Francis: London, U.K.
    • Lamoreaux, G. L.; Bakke, J. E. In Foreign Compound Metabolism; Caldwell, J., Paulson, G. D., Eds.; Taylor and Francis: London, U.K., 1984; pp 185-199.
    • (1984) Foreign Compound Metabolism , pp. 185-199
    • Lamoreaux, G.L.1    Bakke, J.E.2
  • 13
    • 0001844682 scopus 로고    scopus 로고
    • Metabolic activation and DNA-adducts detection as biomarkers of chlorinated pesticide exposures
    • (13) Dubois, M.; Grosse, Y.; Thome, J. P.; Kremers, P.; Pfohl-Leszkowicz, A. Metabolic activation and DNA-adducts detection as biomarkers of chlorinated pesticide exposures. Biomarkers 1997, 2, 17-24. (Pubitemid 127699879)
    • (1997) Biomarkers , vol.2 , Issue.1 , pp. 17-24
    • Dubois, M.1    Grosse, Y.2    Thome, J.P.3    Kremers, P.4    Pfohl-Leszkowicz, A.5
  • 14
    • 4143086926 scopus 로고    scopus 로고
    • Alteration of mammalian-cell toxicity of pesticides by structural iron(II) in ferruginous smectite
    • DOI 10.1021/es035151r
    • (14) Sorensen, K.; Stucki, J.; Warner, R.; Plewa, M. Alteration of mammalian-cell toxicity of pesticides by structural iron(II) in ferruginous smectite. Environ, Sci. Technol. 2004, 38, 4383-4389. (Pubitemid 39095235)
    • (2004) Environmental Science and Technology , vol.38 , Issue.16 , pp. 4383-4389
    • Sorensen, K.C.1    Stucki, J.W.2    Warner, R.E.3    Plewa, M.J.4
  • 16
    • 2342535632 scopus 로고    scopus 로고
    • Dietary approach to attenuate oxidative stress, hypertension, and inflammation in the cardiovascular system
    • Wu, L.; Ashraf, M. H.; Facci, M.; Wang, R.; Paterson, P. G.; Ferrie, A.; Juurlink, B. H. Dietary approach to attenuate oxidative stress, hypertension, and inflammation in the cardiovascular system. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 7094-7099.
    • (2004) Proc. Natl. Acad. Sci. U.S.A. , vol.101 , pp. 7094-7099
    • Wu, L.1    Ashraf, M.H.2    Facci, M.3    Wang, R.4    Paterson, P.G.5    Ferrie, A.6    Juurlink, B.H.7
  • 17
    • 0034655773 scopus 로고    scopus 로고
    • Curcumin, an antioxidant and anti-inflammatory agent, induces heme oxygenase-1 and protects endothelial cells against oxidative stress
    • Motterlini, R.; Foresti, R.; Bassi, R.; Green, C. J. Curcumin, an antioxidant and anti-inflammatory agent, induces heme oxygenase-1 and protects endothelial cells against oxidative stress. Free Radical Biol. Med, 2000, 28, 1303-1312.
    • (2000) Free Radical Biol. Med , vol.28 , pp. 1303-1312
    • Motterlini, R.1    Foresti, R.2    Bassi, R.3    Green, C.J.4
  • 18
    • 0842346030 scopus 로고    scopus 로고
    • Protective effect of saponins derived from roots of Platycodon grandiflorum on tert-butyl hydroperoxide-induced oxidative hepatotoxicity
    • Lee, K. J.; Choi, C. Y.; Chung, Y. C.; Kim, Y. S.; Ryu, S. Y.; Roh, S. H.; Jeong, H. G. Protective effect of saponins derived from roots of Platycodon grandiflorum on tert-butyl hydroperoxide-induced oxidative hepatotoxicity. Toxicol. Lett. 2004, 147, 271-282.
    • (2004) Toxicol. Lett. , vol.147 , pp. 271-282
    • Lee, K.J.1    Choi, C.Y.2    Chung, Y.C.3    Kim, Y.S.4    Ryu, S.Y.5    Roh, S.H.6    Jeong, H.G.7
  • 19
    • 0000280673 scopus 로고
    • The role of glutathione and glutathione S-transferases in pesticide metabolism, selectivity and mode of action in plants and insects
    • Dolphin, D., Poulson, R., Avramovic, O., Eds.; Wiley: New York
    • Lamoureux, G. L.; Rusness, D. G. The role of glutathione and glutathione S-transferases in pesticide metabolism, selectivity and mode of action in plants and insects. In Coenzymes and Cofactors: Glutathione: Chemical, Biochemical and Medical Aspects; Dolphin, D., Poulson, R., Avramovic, O., Eds.; Wiley: New York, 1989; Vol.3, Part B, pp 153-196.
    • (1989) Coenzymes and Cofactors: Glutathione: Chemical, Biochemical and Medical Aspects , vol.3 , Issue.PART B , pp. 153-196
    • Lamoureux, G.L.1    Rusness, D.G.2
  • 20
    • 0001277362 scopus 로고
    • Induction of glutathione S-transferase isozymes in sorghum by herbicide antidotes
    • Dean, J. V.; Gronwald, J. W.; Eberlein, C. V. Induction of glutathione S-transferase isozymes in sorghum by herbicide antidotes. Plant Physiol. 1990, 92, 467-473.
    • (1990) Plant Physiol. , vol.92 , pp. 467-473
    • Dean, J.V.1    Gronwald, J.W.2    Eberlein, C.V.3
  • 21
    • 0029934530 scopus 로고    scopus 로고
    • Glutathione conjugation and contaminant transformation
    • Field, J. A.; Thurman, E. M. Glutathione conjugation and contaminant transformation. Environ, Sci. Technol. 1996, 30, 1413-1418.
    • (1996) Environ, Sci. Technol. , vol.30 , pp. 1413-1418
    • Field, J.A.1    Thurman, E.M.2
  • 22
    • 0024244682 scopus 로고
    • DNA adduct fonnation by alachlor metabolites
    • Brown, M. A.; Kimmel, E. C.; Casida, J. E. DNA adduct fonnation by alachlor metabolites. Life Sci. 1988, 43, 2087-2094.
    • (1988) Life Sci. , vol.43 , pp. 2087-2094
    • Brown, M.A.1    Kimmel, E.C.2    Casida, J.E.3
  • 23
    • 37049105252 scopus 로고
    • Studies related to thiirans. Part 1. Synthesis of chiral thiirancarboxylates
    • Maycock, C. D.; Stoodley, R. J. Studies related to thiirans. Part 1. Synthesis of chiral thiirancarboxylates. J. Chem. Soc. Perkin Trans. 1 1979, 1852-1857.
    • (1979) J. Chem. Soc. Perkin Trans. 1 , pp. 1852-1857
    • Maycock, C.D.1    Stoodley, R.J.2
  • 24
    • 0038715259 scopus 로고    scopus 로고
    • Threshold dissociation energies of protonated amine/polyether complexes in a quadrupole ion trap
    • Wendi, M. D.; Brodbelt, J. S. Threshold dissociation energies of protonated amine/polyether complexes in a quadrupole ion trap. J. Am. Soc. Mass Spectrom. 2003, 14, 383-392.
    • (2003) J. Am. Soc. Mass Spectrom. , vol.14 , pp. 383-392
    • Wendi, M.D.1    Brodbelt, J.S.2
  • 25
    • 0842310449 scopus 로고    scopus 로고
    • Self-assembling of cytosine nucleoside into triply bound dimers in acid media. A comprehensive evaluation of proton-bound pyrimidine nucleosides by electrospray tandem mass spectrometry, X-rays diffractometry, and theoretical calculations
    • Donatella, A.; Giovanni, D. M.; Leonardo, D. D.; Giovanni, S. Self-assembling of cytosine nucleoside into triply bound dimers in acid media. A comprehensive evaluation of proton-bound pyrimidine nucleosides by electrospray tandem mass spectrometry, X-rays diffractometry, and theoretical calculations. J. Am. Soc. Mass Spectrom. 2004, 15, 268-279.
    • (2004) J. Am. Soc. Mass Spectrom. , vol.15 , pp. 268-279
    • Donatella, A.1    Giovanni, D.M.2    Leonardo, D.D.3    Giovanni, S.4
  • 26
    • 0000020178 scopus 로고    scopus 로고
    • Gas phase reactions of cysteine with charged electrophiles: Regioselectivities of the dimethylchlorinium ion and the methoxymethyl cation
    • Freitas, M. A.; O'Hair, R. A. J.; Williams, T. D. Gas phase reactions of cysteine with charged electrophiles: Regioselectivities of the dimethylchlorinium ion and the methoxymethyl cation. J. Org. Chem. 1997, 62, 6112-6120.
    • (1997) J. Org. Chem. , vol.62 , pp. 6112-6120
    • Freitas, M.A.1    O'Hair, R.A.J.2    Williams, T.D.3
  • 28
    • 0442276571 scopus 로고    scopus 로고
    • Liquid, chromatography coupled to negative electrospray/ion trap mass spectrometry for the identification of isomeric glutathione conjugates of catechol estrogens
    • Rathahao, E.; Page, A.; Jouanin, I.; Paris, A.; Debrauwer, L. Liquid, chromatography coupled to negative electrospray/ion trap mass spectrometry for the identification of isomeric glutathione conjugates of catechol estrogens. Int. J. Mass Spectrom. 2004, 231, 119-129.
    • (2004) Int. J. Mass Spectrom. , vol.231 , pp. 119-129
    • Rathahao, E.1    Page, A.2    Jouanin, I.3    Paris, A.4    Debrauwer, L.5
  • 29
    • 0029876728 scopus 로고    scopus 로고
    • Degradation of glutathione S-conjugates by a carboxypeptidase in the plant vacuole
    • DOI 10.1016/0014-5793(96)00272-4
    • (29) Wolf, A. E.; Dietz, K. J.; Schroder, P. Degradation of glutathione ¿-conjugates by a carboxypeptidase in the plant vacuole. FEBS Lett. 1996, 384, 31-34. (Pubitemid 26111926)
    • (1996) FEBS Letters , vol.384 , Issue.1 , pp. 31-34
    • Wolf, A.E.1    Dietz, K.-J.2    Schroder, P.3
  • 31
    • 0009729755 scopus 로고
    • The terminal, enzymes of mercapturate formation and the thiomethyl shunt
    • Jakoby, W. B.; Stevens, J.; Duffel, M. W.; Weisiger, R. A. The terminal, enzymes of mercapturate formation and the thiomethyl shunt. Rev. Biochem. Toxicol. 1984, 6, 97-115.
    • (1984) Rev. Biochem. Toxicol. , vol.6 , pp. 97-115
    • Jakoby, W.B.1    Stevens, J.2    Duffel, M.W.3    Weisiger, R.A.4
  • 32
    • 0037443718 scopus 로고    scopus 로고
    • Antioxidant role of N-acetyl cysteine isomers following high dose irradiation
    • DOI 10.1016/S0891-5849(02)01372-2
    • (32) Neal, R.; Matthews, R. H.; Lutz, P.; Ercal, N. Antioxidant role of N-acetyl cysteine isomers following high dose irradiation. Free Radical Biol. Med. 2003, 34, 689-695. (Pubitemid 36288535)
    • (2003) Free Radical Biology and Medicine , vol.34 , Issue.6 , pp. 689-695
    • Neal, R.1    Matthews, R.H.2    Lutz, P.3    Ercal, N.4
  • 35
    • 0029174788 scopus 로고
    • Glutathione distribution in natural products: Absorption and tissue distribution
    • Jones, D. P. Glutathione distribution in natural products: Absorption and tissue distribution. Methods Enzvmol. 1995, 252, 3-13.
    • (1995) Methods Enzvmol. , vol.252 , pp. 3-13
    • Jones, D.P.1


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