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Volumn 22, Issue 6, 2009, Pages 997-1007

Degraded protein adducts of cis-2-butene-1,4-dial are urinary and hepatocyte metabolites of furan

Author keywords

[No Author keywords available]

Indexed keywords

2 ACETYLAMINO 6 (2,5 DIHYDRO 2 OXO 1H PYRROL 1 YL) 1 HEXANOIC ACID; ACETYLCYSTEINE; AMINO ACID; CIS 2 BUTENE 1,4 DIAL; FURAN; FURAN DERIVATIVE; GLUTATHIONE; LYSINE; N [4 CARBOXY 4 (3 MERCAPTO 1H PYRROL 1 YL) 1 OXOBUTYL]CYSTEINYLGLYCINE CYCLIC SULFIDE; N ACETYL [1 (5 ACETYLAMINO 5 CARBOXYPENTYL) 1H PYRROL 3 YL]CYSTEINE; NUCLEOPHILE; UNCLASSIFIED DRUG;

EID: 67449104867     PISSN: 0893228X     EISSN: 15205010     Source Type: Journal    
DOI: 10.1021/tx800377v     Document Type: Article
Times cited : (51)

References (32)
  • 3
    • 0015538457 scopus 로고
    • 4 and its distribution in air
    • 4 and its distribution in air. Clin. Toxicol. 6, 109-124.
    • (1973) Clin. Toxicol. , vol.6 , pp. 109-124
    • Capurro, P.U.1
  • 4
    • 34250193288 scopus 로고    scopus 로고
    • A review of the occurrence, formation and analysis of furan in heat-processed foods
    • DOI 10.1016/j.tifs.2007.03.006, PII S0924224407000854
    • Crews, C., and Castle, L. (2007) A review of the occurrence, formation and analysis of furan in heat-processed foods. Trends Food Sci. Technol. 18, 365-372. (Pubitemid 46900881)
    • (2007) Trends in Food Science and Technology , vol.18 , Issue.7 , pp. 365-372
    • Crews, C.1    Castle, L.2
  • 5
    • 28144456644 scopus 로고    scopus 로고
    • National Toxicology Program U.S. Department of Health and Human Services, Washington, DC
    • National Toxicology Program (2005) 11th Report on Carcinogens, U.S. Department of Health and Human Services, Washington, DC.
    • (2005) 11th Report on Carcinogens
  • 6
    • 0003541547 scopus 로고
    • National Toxicology Program U.S. Department of Health and Human Services, Public Health Service, National Institutes of Health, Research Triangle Park, NC
    • National Toxicology Program (1993) Toxicology and Carcinogenesis Studies of Furan in F344/N Rats and B6C3F1 Mice Vol. NTP Technical Report No. 402, U.S. Department of Health and Human Services, Public Health Service, National Institutes of Health, Research Triangle Park, NC.
    • (1993) Toxicology and Carcinogenesis Studies of Furan in F344/N Rats and B6C3F1 Mice Vol. NTP Technical Report No. 402
  • 8
    • 0027564724 scopus 로고
    • Studies on the interaction of furan with hepatic cytochrome P-450
    • Parmar, D., and Burka, L. T. (1993) Studies on the interaction of furan with hepatic cytochrome P-450. J. Biochem. Toxicol. 8, 1-9.
    • (1993) J. Biochem. Toxicol. , vol.8 , pp. 1-9
    • Parmar, D.1    Burka, L.T.2
  • 10
    • 0028785113 scopus 로고
    • Identification of cis-2-butene-1,4-dial as a microsomal metabolite of furan
    • Chen, L. J., Hecht, S. S., and Peterson, L. A. (1995) Identification of cis-2-butene-1,4-dial as a microsomal metabolite of furan. Chem. Res. Toxicol. 8, 903-906.
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 903-906
    • Chen, L.J.1    Hecht, S.S.2    Peterson, L.A.3
  • 11
    • 24944560423 scopus 로고    scopus 로고
    • Glutathione trapping to measure microsomal oxidation of furan to cis-2-butene-1,4-dial
    • DOI 10.1124/dmd.105.004432
    • Peterson, L. A., Cummings, M. E., Vu, C. C., and Matter, B. A. (2005) Glutathione trapping to measure microsomal oxidation of furan to cis-2-butene-1,4-dial. Drug Metab. Dispos. 33, 1453-1458. (Pubitemid 41323992)
    • (2005) Drug Metabolism and Disposition , vol.33 , Issue.10 , pp. 1453-1458
    • Peterson, L.A.1    Cummings, M.E.2    Vu, C.C.3    Matter, B.A.4
  • 12
    • 33845432139 scopus 로고    scopus 로고
    • Electrophilic intermediates produced by bioactivation of furan
    • DOI 10.1080/03602530600959417, PII J750847673M53626
    • Peterson, L. A. (2006) Electrophilic intermediates produced by bioactivation of furan. Drug Metab. Rev. 38, 615-626. (Pubitemid 44903258)
    • (2006) Drug Metabolism Reviews , vol.38 , Issue.4 , pp. 615-626
    • Peterson, L.A.1
  • 13
    • 0030753035 scopus 로고    scopus 로고
    • Characterization of amino acid and glutathione adducts of cis-2-butene- 1,4-dial, a reactive metabolite of furan
    • DOI 10.1021/tx9700174
    • Chen, L. J., Hecht, S. S., and Peterson, L. A. (1997) Characterization of amino acid and glutathione adducts of cis-2-butene-1,4-dial, a reactive metabolite of furan. Chem. Res. Toxicol. 10, 866-874. (Pubitemid 27350045)
    • (1997) Chemical Research in Toxicology , vol.10 , Issue.8 , pp. 866-874
    • Chen, L.-J.1    Hecht, S.S.2    Peterson, L.A.3
  • 14
    • 0036129082 scopus 로고    scopus 로고
    • Characterization of nucleoside adducts of cis-2-butene-1,4-dial, a reactive metabolite of furan
    • DOI 10.1021/tx0101402
    • Byrns, M. C., Predecki, D. P., and Peterson, L. A. (2002) Characterization of nucleoside adducts of cis-2-butene-1,4-dial, a reactive metabolite of furan. Chem. Res. Toxicol. 15, 373-379. (Pubitemid 34241376)
    • (2002) Chemical Research in Toxicology , vol.15 , Issue.3 , pp. 373-379
    • Byrns, M.C.1    Predecki, D.P.2    Peterson, L.A.3
  • 15
    • 10844243981 scopus 로고    scopus 로고
    • 2-etheno-2′-deoxyguanosine adducts by cis-2-butene-1,4-dial, a reactive metabolite of furan
    • DOI 10.1021/tx049866z
    • Byrns, M. C., Vu, C. C., and Peterson, L. A. (2004) The formation of substituted 1,N6-etheno-2′-deoxyadenosine and 1,N2-etheno-2′- deoxyguanosine adducts by cis-2-butene-1,4-dial, a reactive metabolite of furan. Chem. Res. Toxicol. 17, 1607-1613. (Pubitemid 39665552)
    • (2004) Chemical Research in Toxicology , vol.17 , Issue.12 , pp. 1607-1613
    • Byrns, M.C.1    Vu, C.C.2    Peterson, L.A.3
  • 16
    • 33645467568 scopus 로고    scopus 로고
    • Detection of DNA adducts derived from the reactive metabolite of furan, cis-2-butene-1,4-dial
    • Byrns, M. C., Vu, C. C., Neidigh, J. W., Abad, J. L., Jones, R. A., and Peterson, L. A. (2006) Detection of DNA adducts derived from the reactive metabolite of furan, cis-2-butene-1,4-dial. Chem. Res. Toxicol. 19, 414-420.
    • (2006) Chem. Res. Toxicol. , vol.19 , pp. 414-420
    • Byrns, M.C.1    Vu, C.C.2    Neidigh, J.W.3    Abad, J.L.4    Jones, R.A.5    Peterson, L.A.6
  • 17
    • 0033914808 scopus 로고    scopus 로고
    • A reactive metabolite of furan, cis-2-butene-1,4-dial, is mutagenic in the Ames assay
    • DOI 10.1021/tx000065f
    • Peterson, L. A., Naruko, K. C., and Predecki, D. (2000) A reactive metabolite of furan, cis-2-butene-1,4-dial, is mutagenic in the Ames assay. Chem. Res. Toxicol. 13, 531-534. (Pubitemid 30491112)
    • (2000) Chemical Research in Toxicology , vol.13 , Issue.7 , pp. 531-534
    • Peterson, L.A.1    Naruko, K.C.2    Predecki, D.P.3
  • 18
    • 33748997091 scopus 로고    scopus 로고
    • Identification of a cis-2-butene-1,4-dial-derived glutathione conjugate in the urine of furan-treated rats
    • DOI 10.1021/tx060111x
    • Peterson, L. A., Cummings, M. E., Chan, J. Y., Vu, C. C., and Matter, B. A. (2006) Identification of a cis-2-butene-1,4-dial-derived glutathione conjugate in the urine of furan-treated rats. Chem. Res. Toxicol. 19, 1138-1141. (Pubitemid 44454029)
    • (2006) Chemical Research in Toxicology , vol.19 , Issue.9 , pp. 1138-1141
    • Peterson, L.A.1    Cummings, M.E.2    Chan, J.Y.3    Vu, C.C.4    Matter, B.A.5
  • 19
    • 41849111307 scopus 로고    scopus 로고
    • Biomarkers of furan exposure by metabolic profiling of rat urine with liquid chromatography-tandem mass spectrometry and principal component analysis
    • Kellert, M., Wagner, S., Lutz, U., and Lutz, W. K. (2008) Biomarkers of furan exposure by metabolic profiling of rat urine with liquid chromatography-tandem mass spectrometry and principal component analysis. Chem. Res. Toxicol. 21, 761-768.
    • (2008) Chem. Res. Toxicol. , vol.21 , pp. 761-768
    • Kellert, M.1    Wagner, S.2    Lutz, U.3    Lutz, W.K.4
  • 20
    • 0022506914 scopus 로고
    • Plasma and liver amino acids in rats after administration of ethanol or acetaldehyde
    • DOI 10.1016/0885-4505(86)90131-3
    • Farbiszewski, R., Gabryel, H., Palka, J., Holownia, A., and Sokol, A. (1986) Plasma and liver amino acids in rats after administration of ethanol or acetaldehyde. Biochem. Med. Metab. Biol. 36, 239-243. (Pubitemid 16008496)
    • (1986) Biochemical Medicine and Metabolic Biology , vol.36 , Issue.2 , pp. 239-243
    • Farbiszewski, R.1    Gabryel, H.2    Palka, J.3
  • 22
    • 0014645531 scopus 로고
    • High-yield preparation of isolated rat liver parenchymal cells: A biochemical and fine structural study
    • Berry, M. N., and Friend, D. S. (1969) High-yield preparation of isolated rat liver parenchymal cells: A biochemical and fine structural study. J. Cell Biol. 43, 506-520.
    • (1969) J. Cell Biol. , vol.43 , pp. 506-520
    • Berry, M.N.1    Friend, D.S.2
  • 23
    • 0027377274 scopus 로고
    • Furan-induced cytolethality in isolated rat hepatocytes: Correspondence with in vivo dosimetry
    • DOI 10.1006/taap.1993.1245
    • Carfagna, M. A., Held, S. D., and Kedderis, G. L. (1993) Furan-induced cytolethality in isolated rat hepatocytes: Correspondence with in vivo dosimetry. Toxicol. Appl. Pharmacol. 123, 265-273. (Pubitemid 23359269)
    • (1993) Toxicology and Applied Pharmacology , vol.123 , Issue.2 , pp. 265-273
    • Carfagna, M.A.1    Held, S.D.2    Kedderis, G.L.3
  • 24
    • 0001153517 scopus 로고
    • Selective reduction of disulfides by tris(2-carboxyethyl)phosphine
    • Burns, J. A., Butler, J. C., Moran, J., and Whitesides, G. M. (1991) Selective reduction of disulfides by tris(2-carboxyethyl)phosphine. J. Org. Chem. 56, 2648-2650.
    • (1991) J. Org. Chem. , vol.56 , pp. 2648-2650
    • Burns, J.A.1    Butler, J.C.2    Moran, J.3    Whitesides, G.M.4
  • 25
    • 0034833507 scopus 로고    scopus 로고
    • Measurement of homocysteine and other aminothiols in plasma: Advantages of using tris(2-carboxyethyl)phosphine as reductant compared with tri-n-butylphosphine
    • Krijt, J., Vackova, M., and Kozich, V. (2001) Measurement of homocysteine and other aminothiols in plasma: Advantages of using tris(2-carboxyethyl) phosphine as reductant compared with tri-n-butylphosphine. Clin. Chem. 47, 1821-1828. (Pubitemid 32884218)
    • (2001) Clinical Chemistry , vol.47 , Issue.10 , pp. 1821-1828
    • Krijt, J.1    Vackova, M.2    Kozich, V.3
  • 27
    • 0027495621 scopus 로고
    • Epoxidation of acrylonitrile by rat and human cytochromes P450
    • DOI 10.1021/tx00036a017
    • Kedderis, G. L., Batra, R., and Koop, D. R. (1993) Epoxidation of acrylonitrile by rat and human cytochromes P450. Chem. Res. Toxicol. 6, 866-871. (Pubitemid 23351211)
    • (1993) Chemical Research in Toxicology , vol.6 , Issue.6 , pp. 866-871
    • Kedderis, G.L.1    Batra, R.2    Koop, D.R.3
  • 28
    • 33745241644 scopus 로고    scopus 로고
    • Gas chromatographic-mass spectrometric analysis of N-acetylated amino acids: The first case of aminoacylase I deficiency
    • DOI 10.1016/j.aca.2006.04.079, PII S0003267006009123
    • Gerlo, E., Van Coster, R., Lissens, W., Winckelmans, G., De Meirleir, L., and Wevers, R. (2006) Gas chromatographic-mass spectrometric analysis of N-acetylated amino acids: the first case of aminoacylase I deficiency. Anal. Chim. Acta 571, 191-199. (Pubitemid 43928907)
    • (2006) Analytica Chimica Acta , vol.571 , Issue.2 , pp. 191-199
    • Gerlo, E.1    Van Coster, R.2    Lissens, W.3    Winckelmans, G.4    De Meirleir, L.5    Wevers, R.6
  • 30
    • 0022373131 scopus 로고
    • Identification of Nα-acetyl-ε-(2-propenal)lysine as a urinary metabolite of malondialdehyde
    • McGirr, L. G., Hadley, M., and Draper, H. H. (1985) Identification of N alpha-acetyl-epsilon-(2-propenal)lysine as a urinary metabolite of malondialdehyde. J. Biol. Chem. 260, 15427-15431. (Pubitemid 16170073)
    • (1985) Journal of Biological Chemistry , vol.260 , Issue.29 , pp. 15427-15431
    • McGirr, L.G.1    Hadley, M.2    Draper, H.H.3
  • 31
    • 38949126520 scopus 로고    scopus 로고
    • Chemical toxicology of reactive intermediates formed by the glutathione-dependent bioactivation of halogen-containing compounds
    • DOI 10.1021/tx700202w
    • Anders, M. W. (2008) Chemical toxicology of reactive intermediates formed by the glutathione-dependent bioactivation of halogen-containing compounds. Chem. Res. Toxicol. 21, 145-159. (Pubitemid 351219716)
    • (2008) Chemical Research in Toxicology , vol.21 , Issue.1 , pp. 145-159
    • Anders, M.W.1
  • 32


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