메뉴 건너뛰기




Volumn 15, Issue 12, 2002, Pages 1581-1588

Detection and characterization of a glutathione conjugate of ochratoxin A

Author keywords

[No Author keywords available]

Indexed keywords

FERROUS ION; GLUTATHIONE; HORSERADISH PEROXIDASE; HYDROGEN PEROXIDE; OCHRATOXIN; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE;

EID: 0013215589     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx0255929     Document Type: Article
Times cited : (74)

References (48)
  • 1
    • 0024723238 scopus 로고
    • Risk assessment of the mycotoxin ochratoxin A
    • Kuiper-Goodman, T., and Scott, P. M. (1989) Risk assessment of the mycotoxin ochratoxin A. Biomed. Environ. Sci. 2, 179-248.
    • (1989) Biomed. Environ. Sci. , vol.2 , pp. 179-248
    • Kuiper-Goodman, T.1    Scott, P.M.2
  • 3
    • 0036161508 scopus 로고    scopus 로고
    • Balkan endemic nephropathy and associated urinary tract tumours: A review on aetiological causes and the potential role of mycotoxins
    • Pfohl-Leszkowicz, A., Petkova-Bocharova, T., Chernozemsky, I. N., and Castegnaro, M. (2002) Balkan endemic nephropathy and associated urinary tract tumours: A review on aetiological causes and the potential role of mycotoxins. Food Addit. Contam. 19, 282-302.
    • (2002) Food Addit. Contam. , vol.19 , pp. 282-302
    • Pfohl-Leszkowicz, A.1    Petkova-Bocharova, T.2    Chernozemsky, I.N.3    Castegnaro, M.4
  • 4
    • 0036171917 scopus 로고    scopus 로고
    • Hypothesis: Does ochratoxin A cause testicular cancer?
    • Schwartz, G. G. (2002) Hypothesis: Does ochratoxin A cause testicular cancer? Cancer Causes Control 13, 89-98.
    • (2002) Cancer Causes Control , vol.13 , pp. 89-98
    • Schwartz, G.G.1
  • 5
  • 6
    • 0035717799 scopus 로고    scopus 로고
    • Detection of ochratoxin A-induced DNA damage in MDCK cells by alkaline single cell gel electrophoresis (comet assay)
    • Lebrun, S., and Föllmann, W. (2002) Detection of ochratoxin A-induced DNA damage in MDCK cells by alkaline single cell gel electrophoresis (comet assay). Arch. Toxicol. 75, 734-741.
    • (2002) Arch. Toxicol. , vol.75 , pp. 734-741
    • Lebrun, S.1    Föllmann, W.2
  • 7
    • 0034659115 scopus 로고    scopus 로고
    • In vitro DNA and dGMP adducts formation caused by ochratoxin A
    • Obrecht-Pflumio, S., and Dirheimer, G. (2000) In vitro DNA and dGMP adducts formation caused by ochratoxin A. Chem.-Biol. Interact. 127, 29-44.
    • (2000) Chem.-Biol. Interact. , vol.127 , pp. 29-44
    • Obrecht-Pflumio, S.1    Dirheimer, G.2
  • 8
    • 0035659452 scopus 로고    scopus 로고
    • Horseradish peroxidase mediates DNA and deoxyguanosine 3′-monophosphate adduct formation in the presence of ochratoxin A
    • Obrecht-Pflumio, S., and Dirheimer, G. (2001) Horseradish peroxidase mediates DNA and deoxyguanosine 3′-monophosphate adduct formation in the presence of ochratoxin A. Arch. Toxicol. 75, 583-590.
    • (2001) Arch. Toxicol. , vol.75 , pp. 583-590
    • Obrecht-Pflumio, S.1    Dirheimer, G.2
  • 9
    • 0000501998 scopus 로고
    • Is the oxidative pathway implicated in the genotoxicity of ochratoxin A?
    • Creppy, E. E., Castegnaro, M., and Dirheimer, G., Eds., Eurotext No. 231, John Libbey, Montrouge
    • Pfohl-Leszkowicz, A., Grosse, Y., Kane, A., Gharbi, A., Baudrimont, I., Obrecht, S., Creppy, E. E., and Dirheimer, G. (1993) Is the oxidative pathway implicated in the genotoxicity of ochratoxin A? In Human Ochratoxicosis and Its Pathologies (Creppy, E. E., Castegnaro, M., and Dirheimer, G., Eds.) pp 177-188, Eurotext No. 231, John Libbey, Montrouge.
    • (1993) Human Ochratoxicosis and Its Pathologies , pp. 177-188
    • Pfohl-Leszkowicz, A.1    Grosse, Y.2    Kane, A.3    Gharbi, A.4    Baudrimont, I.5    Obrecht, S.6    Creppy, E.E.7    Dirheimer, G.8
  • 10
    • 0030060757 scopus 로고    scopus 로고
    • Development of human cytochrome P450-expressing cell lines: Application in mutagenicity testing of ochratoxin A
    • De Groene, E. M., Hassing, I. G. A. M., Blom, M. J., Seinen, W., Fink-Gremmels, J., and Horbach, G. J. (1996) Development of human cytochrome P450-expressing cell lines: Application in mutagenicity testing of ochratoxin A. Cancer Res. 56, 299-304.
    • (1996) Cancer Res. , vol.56 , pp. 299-304
    • De Groene, E.M.1    Hassing, I.G.A.M.2    Blom, M.J.3    Seinen, W.4    Fink-Gremmels, J.5    Horbach, G.J.6
  • 12
    • 0032699716 scopus 로고    scopus 로고
    • Genotoxicity of ochratoxin A by Salmonella mutagenicity test after bioactivation by mouse kidney microsomes
    • Obrecht-Pflumio, S., Chassat, T., Dirheimer, G., and Marzin, D. (1999) Genotoxicity of ochratoxin A by Salmonella mutagenicity test after bioactivation by mouse kidney microsomes. Mutat. Res. 446, 95-102.
    • (1999) Mutat. Res. , vol.446 , pp. 95-102
    • Obrecht-Pflumio, S.1    Chassat, T.2    Dirheimer, G.3    Marzin, D.4
  • 13
    • 0020582221 scopus 로고
    • Formation of (4R)- and (4S)-4-hydroxyochratoxin A and 10-hydroxyochratoxin A from ochratoxin A by rabbit liver microsomes
    • Størmer, F. C., Støren, O., Hansen, C. E., Pedersen, J. I., and Aasen, A. J. (1983) Formation of (4R)- and (4S)-4-hydroxyochratoxin A and 10-hydroxyochratoxin A from ochratoxin A by rabbit liver microsomes. Appl. Environ. Microbiol. 45, 1183-1187.
    • (1983) Appl. Environ. Microbiol. , vol.45 , pp. 1183-1187
    • Størmer, F.C.1    Støren, O.2    Hansen, C.E.3    Pedersen, J.I.4    Aasen, A.J.5
  • 14
    • 12244312747 scopus 로고    scopus 로고
    • Effect of cytochrome P450 induction on the metabolism and toxicity of ochratoxin A
    • Omar, R. F., Hasinoff, B. B., Mejilla, F., and Rahimtula, A. D. (1996) Effect of cytochrome P450 induction on the metabolism and toxicity of ochratoxin A. Biochem. Pharmacol. 40, 1183-1191.
    • (1996) Biochem. Pharmacol. , vol.40 , pp. 1183-1191
    • Omar, R.F.1    Hasinoff, B.B.2    Mejilla, F.3    Rahimtula, A.D.4
  • 15
    • 0030032632 scopus 로고    scopus 로고
    • Metabolites of ochratoxins in rat urine and in a culture of Aspergillus ochraceus
    • Xiao, H., Marquardt, R. R., Abramson, D., and Frohlich, A. A. (1996) Metabolites of ochratoxins in rat urine and in a culture of Aspergillus ochraceus. Appl. Environ. Microbiol. 62, 648-655.
    • (1996) Appl. Environ. Microbiol. , vol.62 , pp. 648-655
    • Xiao, H.1    Marquardt, R.R.2    Abramson, D.3    Frohlich, A.A.4
  • 16
    • 0035147426 scopus 로고    scopus 로고
    • Ochratoxin A-induced tumor formation: Is there a role of reactive ochratoxin A metabolites?
    • Zepnik, H., Pähler, A., Schauer, U., Dekant, W. (2001) Ochratoxin A-induced tumor formation: Is there a role of reactive ochratoxin A metabolites? Toxicol. Sci. 59, 59-67.
    • (2001) Toxicol. Sci. , vol.59 , pp. 59-67
    • Zepnik, H.1    Pähler, A.2    Schauer, U.3    Dekant, W.4
  • 18
    • 0037070059 scopus 로고    scopus 로고
    • Metabolism and lack of DNA reactivity of the mycotoxin ochratoxin A in cultured rat and human primary hepatocytes
    • Gross-Steinmeyer, K., Weymann, J., Hege, H.-G., and Metzler, M. (2002) Metabolism and lack of DNA reactivity of the mycotoxin ochratoxin A in cultured rat and human primary hepatocytes. J. Agric. Food Chem. 50, 938-945.
    • (2002) J. Agric. Food Chem. , vol.50 , pp. 938-945
    • Gross-Steinmeyer, K.1    Weymann, J.2    Hege, H.-G.3    Metzler, M.4
  • 19
    • 0034802670 scopus 로고    scopus 로고
    • Electrochemical oxidation of ochratoxin A: Correlation with 4-chlorophenol
    • Calcutt, M. W., Gillman, I. G., Noftle, R. E., and Manderville, R. A. (2001) Electrochemical oxidation of ochratoxin A: Correlation with 4-chlorophenol. Chem. Res. Toxicol. 14, 1266-1272.
    • (2001) Chem. Res. Toxicol. , vol.14 , pp. 1266-1272
    • Calcutt, M.W.1    Gillman, I.G.2    Noftle, R.E.3    Manderville, R.A.4
  • 20
    • 0000161894 scopus 로고    scopus 로고
    • Ochratoxin A acts as a photoactivatable DNA cleaving agent
    • Gillman, I. G., Yezek, J. M., and Manderville, R. A. (1998) Ochratoxin A acts as a photoactivatable DNA cleaving agent. Chem. Commun. 467-468.
    • (1998) Chem. Commun. , pp. 467-468
    • Gillman, I.G.1    Yezek, J.M.2    Manderville, R.A.3
  • 21
    • 0032750345 scopus 로고    scopus 로고
    • Oxidation of ochratoxin A by an Fe-porphyrin system: Model for enzymatic activation and DNA cleavage
    • Gillman, I. G., Clark, T. N., and Manderville, R. A. (1999) Oxidation of ochratoxin A by an Fe-porphyrin system: Model for enzymatic activation and DNA cleavage. Chem. Res. Toxicol. 12, 1066-1076.
    • (1999) Chem. Res. Toxicol. , vol.12 , pp. 1066-1076
    • Gillman, I.G.1    Clark, T.N.2    Manderville, R.A.3
  • 22
    • 0031446380 scopus 로고    scopus 로고
    • Biological reactivity of polyphenolic-glutathione conjugates
    • Monks, T. J., and Lau, S. S. (1997) Biological reactivity of polyphenolic-glutathione conjugates. Chem. Res. Toxicol. 10, 1296-1313.
    • (1997) Chem. Res. Toxicol. , vol.10 , pp. 1296-1313
    • Monks, T.J.1    Lau, S.S.2
  • 26
    • 0002333139 scopus 로고
    • Glutathione conjugation
    • Mulder, G. J., Ed., Taylor and Francis, London
    • Ketterer, B., and Mulder, G. J. (1990) Glutathione conjugation. In Conjugation Reactions in Drug Metabolism (Mulder, G. J., Ed.) pp 307-364, Taylor and Francis, London.
    • (1990) Conjugation Reactions in Drug Metabolism , pp. 307-364
    • Ketterer, B.1    Mulder, G.J.2
  • 27
    • 0031820170 scopus 로고    scopus 로고
    • 2-Hydroxy-4-glutathion-S-yl-17b-estradiol and 2-hydroxy-1-glutathion-S-yl-17β-estradiol produce oxidative stress and renal toxicity in an animal model of 17β-estradiol-mediated nephrocarcinogenicity
    • Butterworth, M., Lau, S. S., and Monks, T. J. (1998) 2-Hydroxy-4-glutathion-S-yl-17b-estradiol and 2-hydroxy-1-glutathion-S-yl-17β-estradiol produce oxidative stress and renal toxicity in an animal model of 17β-estradiol-mediated nephrocarcinogenicity. Carcinogenesis 19, 133-139.
    • (1998) Carcinogenesis , vol.19 , pp. 133-139
    • Butterworth, M.1    Lau, S.S.2    Monks, T.J.3
  • 28
  • 29
    • 12244265059 scopus 로고
    • Combinational O-aryl carbamate and benzamide direct ortho metalation reactions. Synthesis of ochratoxin A and ochratoxin B
    • Sibi, M. P., Chattopadhyay, S., Dankwardt, J. W., and Snieckus, V. (1985) Combinational O-aryl carbamate and benzamide direct ortho metalation reactions. Synthesis of ochratoxin A and ochratoxin B. J. Am. Chem. Soc. 94, 6203-6205.
    • (1985) J. Am. Chem. Soc. , vol.94 , pp. 6203-6205
    • Sibi, M.P.1    Chattopadhyay, S.2    Dankwardt, J.W.3    Snieckus, V.4
  • 30
    • 79960698472 scopus 로고
    • Water suppression that works-excitation sculpting using arbitrary wave-forms and pulsedfield gradients
    • Hwang, T.-L., and Shaka, A. J. (1995) Water suppression that works-excitation sculpting using arbitrary wave-forms and pulsedfield gradients. J. Magn. Reson. Ser. A 112, 275-279.
    • (1995) J. Magn. Reson. Ser. A , vol.112 , pp. 275-279
    • Hwang, T.-L.1    Shaka, A.J.2
  • 31
    • 0000428146 scopus 로고
    • Analysis and characterization of enzymes
    • Hayes, A. W., Ed., Raven Press, New York
    • Guengerich, F. P. (1989) Analysis and characterization of enzymes. In Principles and Methods of Toxicology (Hayes, A. W., Ed.) pp 777-813, Raven Press, New York.
    • (1989) Principles and Methods of Toxicology , pp. 777-813
    • Guengerich, F.P.1
  • 32
    • 0020789618 scopus 로고
    • Mechanism of C-C cleavage of cyclic 1,2-diketones with alkaline hydrogen peroxide. The acyclic mechanism and its application to the basic autoxidation of pyrogallol
    • Sawaki, Y., and Foote, C. S. (1983) Mechanism of C-C cleavage of cyclic 1,2-diketones with alkaline hydrogen peroxide. The acyclic mechanism and its application to the basic autoxidation of pyrogallol. J. Am. Chem. Soc. 105, 5035-5040,
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 5035-5040
    • Sawaki, Y.1    Foote, C.S.2
  • 33
    • 0033789364 scopus 로고    scopus 로고
    • Characterization of benzoquinone-peptide adducts by electrospray mass spectrometry
    • Mason, D. E., and Liebler, D. C. (2000) Characterization of benzoquinone-peptide adducts by electrospray mass spectrometry. Chem. Res. Toxicol. 13, 976-982.
    • (2000) Chem. Res. Toxicol. , vol.13 , pp. 976-982
    • Mason, D.E.1    Liebler, D.C.2
  • 35
    • 0028276212 scopus 로고
    • Structure-activity studies in E. coli strains on ochratoxin A (OTA) and its analogues implicate a genotoxic free radical and a cytotoxic thiol derivative as reactive metabolites
    • Malaveille, C., Brun, G., and Bartsch, H. (1994) Structure-activity studies in E. coli strains on ochratoxin A (OTA) and its analogues implicate a genotoxic free radical and a cytotoxic thiol derivative as reactive metabolites. Mutat. Res. 307, 141-147.
    • (1994) Mutat. Res. , vol.307 , pp. 141-147
    • Malaveille, C.1    Brun, G.2    Bartsch, H.3
  • 36
    • 0025935620 scopus 로고
    • Metabolic activation of 1,2,4-trichlorobenzene and pentachlorobenzene by rat liver microsomes: A major role for quinone metabolites
    • Den Besten, C., Smink, M. C. C., De Vries, E. J., and Van Bladeren, P. J. (1991) Metabolic activation of 1,2,4-trichlorobenzene and pentachlorobenzene by rat liver microsomes: A major role for quinone metabolites. Toxicol. Appl. Pharmacol. 108, 223-233.
    • (1991) Toxicol. Appl. Pharmacol. , vol.108 , pp. 223-233
    • Den Besten, C.1    Smink, M.C.C.2    De Vries, E.J.3    Van Bladeren, P.J.4
  • 37
    • 0029864104 scopus 로고    scopus 로고
    • Characterization of chlorinated adducts of hemoglobin and albumin following administration of pentachlorophenol to rats
    • Waidyanatha, S., Po-Hsiung, L., and Rappaport, S. M. (1996) Characterization of chlorinated adducts of hemoglobin and albumin following administration of pentachlorophenol to rats. Chem. Res. Toxicol. 9, 647-653.
    • (1996) Chem. Res. Toxicol. , vol.9 , pp. 647-653
    • Waidyanatha, S.1    Po-Hsiung, L.2    Rappaport, S.M.3
  • 38
    • 0024538443 scopus 로고
    • Oxidation of substituted N,N-dimethylanilines by cytochrome P-450: Estimation of the effective oxidation-reduction potential ofcytochrome P-450
    • Macdonald, T. L., Gutheim, W. G., Martin, R. B., and Guengerich, F. P. (1989) Oxidation of substituted N,N-dimethylanilines by cytochrome P-450: Estimation of the effective oxidation-reduction potential ofcytochrome P-450. Biochemistry 28, 2071-2077.
    • (1989) Biochemistry , vol.28 , pp. 2071-2077
    • Macdonald, T.L.1    Gutheim, W.G.2    Martin, R.B.3    Guengerich, F.P.4
  • 39
    • 0015172413 scopus 로고
    • Interaction ofochratoxin A with human serum albumin
    • Chu, F. S. (1971) Interaction ofochratoxin A with human serum albumin. Arch. Biochem. Biophys. 147, 359-366.
    • (1971) Arch. Biochem. Biophys. , vol.147 , pp. 359-366
    • Chu, F.S.1
  • 40
    • 0037123057 scopus 로고    scopus 로고
    • Interaction of ochratoxin A with human serum albumin. Preferential binding of the dianion and pH effects
    • Il'ichev, Y. V., Perry, J. L., and Simon, J. D. (2002) Interaction of ochratoxin A with human serum albumin. Preferential binding of the dianion and pH effects. J. Phys. Chem. B. 106, 452-459.
    • (2002) J. Phys. Chem. B , vol.106 , pp. 452-459
    • Il'ichev, Y.V.1    Perry, J.L.2    Simon, J.D.3
  • 41
    • 0025610873 scopus 로고
    • Oxidative degradation of aromatic pollutants by chemical models of ligninase based on porphyrin complexes
    • Labat, G., Seris, J.-L., and Meunier, B. (1990) Oxidative degradation of aromatic pollutants by chemical models of ligninase based on porphyrin complexes. Angnew. Chem. Int. Ed. Engl. 29, 1471-1473.
    • (1990) Angnew. Chem. Int. Ed. Engl. , vol.29 , pp. 1471-1473
    • Labat, G.1    Seris, J.-L.2    Meunier, B.3
  • 42
    • 0032514904 scopus 로고    scopus 로고
    • The fate of the oxidizing tyrosyl radical in the presence of glutathione and ascorbate
    • Sturgeon, B. E., Sipe, H. J., Jr., Barr, D. P., Corbett, J. T., Martinez, J. G., and Mason, R. P. (1998) The fate of the oxidizing tyrosyl radical in the presence of glutathione and ascorbate. J. Biol. Chem. 273, 30116-30121.
    • (1998) J. Biol. Chem. , vol.273 , pp. 30116-30121
    • Sturgeon, B.E.1    Sipe H.J., Jr.2    Barr, D.P.3    Corbett, J.T.4    Martinez, J.G.5    Mason, R.P.6
  • 43
    • 0000933636 scopus 로고
    • Formation and reactivity of 4-oxocyclohexa-2,5-dienylidene in the photolysis of 4-chlorophenol in aqueous solution at ambient temperature
    • Grabner, G., Richard, C., and Köhler, G. (1994) Formation and reactivity of 4-oxocyclohexa-2,5-dienylidene in the photolysis of 4-chlorophenol in aqueous solution at ambient temperature. J. Am. Chem. Soc. 116, 11470-11480.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 11470-11480
    • Grabner, G.1    Richard, C.2    Köhler, G.3
  • 44
    • 0029854240 scopus 로고    scopus 로고
    • Renal toxicodynamics of ochratoxin A: A pathophysiological approach
    • Gekle, M., and Silbernagl, S. (1996) Renal toxicodynamics of ochratoxin A: A pathophysiological approach. Kidney Blood Pressure Res. 19, 225-235.
    • (1996) Kidney Blood Pressure Res. , vol.19 , pp. 225-235
    • Gekle, M.1    Silbernagl, S.2
  • 47
    • 0012157669 scopus 로고
    • Mutagenicity testing of ochratoxin A using NIH/3T3 cell lines stably expressing human cytochrome P450 cDNAs
    • Goll, M., Oldenburg, E., and Valenta, H., Eds., Braunschweig-Völkenrode, Munich, Germany
    • De Groene, E. M., Hassing, I. G., Blom, M. J., Fink-Gremmels, J., and Horbach, G. J. (1995) Mutagenicity testing of ochratoxin A using NIH/3T3 cell lines stably expressing human cytochrome P450 cDNAs. In Mykotoxin Workshop (Goll, M., Oldenburg, E., and Valenta, H., Eds.) Vol. 17, pp 66-69, Braunschweig-Völkenrode, Munich, Germany.
    • (1995) Mykotoxin Workshop , vol.17 , pp. 66-69
    • De Groene, E.M.1    Hassing, I.G.2    Blom, M.J.3    Fink-Gremmels, J.4    Horbach, G.J.5
  • 48
    • 0002350705 scopus 로고
    • Involvement of antioxidants and inhibitors of glutathione conjugation in ochratoxin A genotoxicity in mice liver and kidney
    • Pfohl-Leszkowicz, A., Obrecht-Pflumio, S., Grosse, Y., and Dirheimer, G. (1994) Involvement of antioxidants and inhibitors of glutathione conjugation in ochratoxin A genotoxicity in mice liver and kidney. Toxicol. Lett. 74, 64-69.
    • (1994) Toxicol. Lett. , vol.74 , pp. 64-69
    • Pfohl-Leszkowicz, A.1    Obrecht-Pflumio, S.2    Grosse, Y.3    Dirheimer, G.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.