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Volumn 103, Issue , 2014, Pages 267-278

Optimizing proteolytic digestion conditions for the analysis of serum albumin adducts of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine, a potential human carcinogen formed in cooked meat

Author keywords

Biomarkers; Food carcinogens; Protein adducts

Indexed keywords

2 AMINO 1 METHYL 6 PHENYLIMIDAZO[4,5 B]PYRIDINE; 3 CHLOROPERBENZOIC ACID; AMINOPEPTIDASE; CHYMOTRYPSIN; CHYMOTRYPSIN TRYPSIN; CYSTEINE; CYTOSOL AMINOPEPTIDASE; LEUCINE; PROTEINASE K; REACTIVE OXYGEN METABOLITE; SERUM ALBUMIN; 2-AMINO-1-METHYL-6-PHENYLIMIDAZO(4,5-B)PYRIDINE; CARCINOGEN; IMIDAZOLE DERIVATIVE; SULFONAMIDE; TRYPSIN;

EID: 84900008694     PISSN: 18743919     EISSN: 18767737     Source Type: Journal    
DOI: 10.1016/j.jprot.2014.03.023     Document Type: Article
Times cited : (22)

References (44)
  • 1
    • 0025250171 scopus 로고
    • Protein adducts in the molecular dosimetry of chemical carcinogens
    • Skipper P.L., Tannenbaum S.R. Protein adducts in the molecular dosimetry of chemical carcinogens. Carcinogenesis 1990, 11:507-518.
    • (1990) Carcinogenesis , vol.11 , pp. 507-518
    • Skipper, P.L.1    Tannenbaum, S.R.2
  • 2
    • 84865711795 scopus 로고    scopus 로고
    • Biomarkers intersect with the exposome
    • Rappaport S.M. Biomarkers intersect with the exposome. Biomarkers 2012, 17:483-489.
    • (2012) Biomarkers , vol.17 , pp. 483-489
    • Rappaport, S.M.1
  • 3
    • 0032793485 scopus 로고    scopus 로고
    • Alkylation of human serum albumin by sulfur mustard in vitro and in vivo: mass spectrometric analysis of a cysteine adduct as a sensitive biomarker of exposure
    • Noort D., Hulst A.G., de Jong L.P., Benschop H.P. Alkylation of human serum albumin by sulfur mustard in vitro and in vivo: mass spectrometric analysis of a cysteine adduct as a sensitive biomarker of exposure. Chem Res Toxicol 1999, 12:715-721.
    • (1999) Chem Res Toxicol , vol.12 , pp. 715-721
    • Noort, D.1    Hulst, A.G.2    de Jong, L.P.3    Benschop, H.P.4
  • 4
    • 0036182039 scopus 로고    scopus 로고
    • Proteomic approaches to characterize protein modifications: new tools to study the effects of environmental exposures
    • Liebler D.C. Proteomic approaches to characterize protein modifications: new tools to study the effects of environmental exposures. Environ Health Perspect 2002, 110(Suppl. 1):3-9.
    • (2002) Environ Health Perspect , vol.110 , Issue.SUPPL. 1 , pp. 3-9
    • Liebler, D.C.1
  • 5
    • 0037027003 scopus 로고    scopus 로고
    • Protein adducts: quantitative and qualitative aspects of their formation, analysis and applications
    • Tornqvist M., Fred C., Haglund J., et al. Protein adducts: quantitative and qualitative aspects of their formation, analysis and applications. J Chromatogr B Analyt Technol Biomed Life Sci 2002, 778:279-308.
    • (2002) J Chromatogr B Analyt Technol Biomed Life Sci , vol.778 , pp. 279-308
    • Tornqvist, M.1    Fred, C.2    Haglund, J.3
  • 6
    • 33749020292 scopus 로고    scopus 로고
    • Mass spectrometric characterization of covalent modification of human serum albumin by 4-hydroxy-trans-2-nonenal
    • Aldini G., Gamberoni L., Orioli M., et al. Mass spectrometric characterization of covalent modification of human serum albumin by 4-hydroxy-trans-2-nonenal. J Mass Spectrom 2006, 41:1149-1161.
    • (2006) J Mass Spectrom , vol.41 , pp. 1149-1161
    • Aldini, G.1    Gamberoni, L.2    Orioli, M.3
  • 7
    • 84886947868 scopus 로고    scopus 로고
    • Mass spectrometric approaches for the identification and quantification of reactive carbonyl species protein adducts
    • Colzani M., Aldini G., Carini M. Mass spectrometric approaches for the identification and quantification of reactive carbonyl species protein adducts. J Proteomics 2013, 92:28-50.
    • (2013) J Proteomics , vol.92 , pp. 28-50
    • Colzani, M.1    Aldini, G.2    Carini, M.3
  • 8
    • 84864300656 scopus 로고    scopus 로고
    • Adductomics: Characterizing exposures to reactive electrophiles
    • Rappaport S.M., Li H., Grigoryan H., et al. Adductomics: Characterizing exposures to reactive electrophiles. Toxicol Lett 2012, 213:83-90.
    • (2012) Toxicol Lett , vol.213 , pp. 83-90
    • Rappaport, S.M.1    Li, H.2    Grigoryan, H.3
  • 9
    • 1942504286 scopus 로고    scopus 로고
    • Heterocyclic amines: Mutagens/carcinogens produced during cooking of meat and fish
    • Sugimura T., Wakabayashi K., Nakagama H., Nagao M. Heterocyclic amines: Mutagens/carcinogens produced during cooking of meat and fish. Cancer Sci 2004, 95:290-299.
    • (2004) Cancer Sci , vol.95 , pp. 290-299
    • Sugimura, T.1    Wakabayashi, K.2    Nakagama, H.3    Nagao, M.4
  • 10
    • 80051723506 scopus 로고    scopus 로고
    • Metabolism and biomarkers of heterocyclic aromatic amines in molecular epidemiology studies: lessons learned from aromatic amines
    • Turesky R.J., Le Marchand L. Metabolism and biomarkers of heterocyclic aromatic amines in molecular epidemiology studies: lessons learned from aromatic amines. Chem Res Toxicol 2011, 24:1169-1214.
    • (2011) Chem Res Toxicol , vol.24 , pp. 1169-1214
    • Turesky, R.J.1    Le Marchand, L.2
  • 11
  • 12
    • 0013943926 scopus 로고
    • The biochemical production of ferrihemoglobin-forming derivatives from aromatic amines, and mechanisms of ferrihemoglobin formation
    • Kiese M. The biochemical production of ferrihemoglobin-forming derivatives from aromatic amines, and mechanisms of ferrihemoglobin formation. Pharmacol Rev 1966, 18:1091-1161.
    • (1966) Pharmacol Rev , vol.18 , pp. 1091-1161
    • Kiese, M.1
  • 13
    • 0023920604 scopus 로고
    • Biomonitoring of aromatic amines and alkylating agents by measuring hemoglobin adducts
    • Neumann H.G. Biomonitoring of aromatic amines and alkylating agents by measuring hemoglobin adducts. Int Arch Occup Environ Health 1988, 60:151-155.
    • (1988) Int Arch Occup Environ Health , vol.60 , pp. 151-155
    • Neumann, H.G.1
  • 14
    • 0021168643 scopus 로고
    • In vivo dosimetry of 4-aminobiphenyl in rats via a cysteine adduct in hemoglobin
    • Green L.C., Skipper P.L., Turesky R.J., et al. In vivo dosimetry of 4-aminobiphenyl in rats via a cysteine adduct in hemoglobin. Cancer Res 1984, 44:4254-4259.
    • (1984) Cancer Res , vol.44 , pp. 4254-4259
    • Green, L.C.1    Skipper, P.L.2    Turesky, R.J.3
  • 15
    • 6944226910 scopus 로고    scopus 로고
    • Alkylaniline-hemoglobin adducts and risk of non-smoking-related bladder cancer
    • Gan J., Skipper P.L., Gago-Dominguez M., et al. Alkylaniline-hemoglobin adducts and risk of non-smoking-related bladder cancer. J Natl Cancer Inst 2004, 96:1425-1431.
    • (2004) J Natl Cancer Inst , vol.96 , pp. 1425-1431
    • Gan, J.1    Skipper, P.L.2    Gago-Dominguez, M.3
  • 16
    • 0024237525 scopus 로고
    • Hemoglobin adducts of aromatic amines: associations with smoking status and type of tobacco
    • Bryant M.S., Vineis P., Skipper P.L., Tannenbaum S.R. Hemoglobin adducts of aromatic amines: associations with smoking status and type of tobacco. Proc Natl Acad Sci U S A 1988, 85:9788-9791.
    • (1988) Proc Natl Acad Sci U S A , vol.85 , pp. 9788-9791
    • Bryant, M.S.1    Vineis, P.2    Skipper, P.L.3    Tannenbaum, S.R.4
  • 17
    • 0023915285 scopus 로고
    • Structure of the single stable hemoglobin adduct formed by 4-aminobiphenyl in vivo
    • Ringe D., Turesky R.J., Skipper P.L., Tannenbaum S.R. Structure of the single stable hemoglobin adduct formed by 4-aminobiphenyl in vivo. Chem Res Toxicol 1988, 1:22-24.
    • (1988) Chem Res Toxicol , vol.1 , pp. 22-24
    • Ringe, D.1    Turesky, R.J.2    Skipper, P.L.3    Tannenbaum, S.R.4
  • 18
    • 0022384966 scopus 로고
    • Identification of the major serum albumin adduct formed by 4-aminobiphenyl in vivo in rats
    • Skipper P.L., Obiedzinski M.W., Tannenbaum S.R., et al. Identification of the major serum albumin adduct formed by 4-aminobiphenyl in vivo in rats. Cancer Res 1985, 45:5122-5127.
    • (1985) Cancer Res , vol.45 , pp. 5122-5127
    • Skipper, P.L.1    Obiedzinski, M.W.2    Tannenbaum, S.R.3
  • 19
    • 0023583184 scopus 로고
    • Binding of 2-amino-3-methylimidazo[4,5-f]quinoline to hemoglobin and albumin in vivo in the rat Identification of an adduct suitable for dosimetry
    • Turesky R.J., Skipper P.L., Tannenbaum S.R. Binding of 2-amino-3-methylimidazo[4,5-f]quinoline to hemoglobin and albumin in vivo in the rat Identification of an adduct suitable for dosimetry. Carcinogenesis 1987, 8:1537-1542.
    • (1987) Carcinogenesis , vol.8 , pp. 1537-1542
    • Turesky, R.J.1    Skipper, P.L.2    Tannenbaum, S.R.3
  • 20
    • 0025884641 scopus 로고
    • The measurement of MeIQx adducts with mouse haemoglobin in vitro and in vivo: implications for human dosimetry
    • Lynch A.M., Murray S., Boobis A.R., et al. The measurement of MeIQx adducts with mouse haemoglobin in vitro and in vivo: implications for human dosimetry. Carcinogenesis 1991, 12:1067-1072.
    • (1991) Carcinogenesis , vol.12 , pp. 1067-1072
    • Lynch, A.M.1    Murray, S.2    Boobis, A.R.3
  • 21
    • 0033850349 scopus 로고    scopus 로고
    • Effect of diet on serum albumin and hemoglobin adducts of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in humans
    • Magagnotti C., Orsi F., Bagnati R., et al. Effect of diet on serum albumin and hemoglobin adducts of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in humans. Int J Cancer 2000, 88:1-6.
    • (2000) Int J Cancer , vol.88 , pp. 1-6
    • Magagnotti, C.1    Orsi, F.2    Bagnati, R.3
  • 22
    • 2942672557 scopus 로고    scopus 로고
    • Characterization of a peptide adduct formed by N-acetoxy-2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), a reactive intermediate of the food carcinogen PhIP
    • Chepanoske C.L., Brown K., Turteltaub K.W., Dingley K.H. Characterization of a peptide adduct formed by N-acetoxy-2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), a reactive intermediate of the food carcinogen PhIP. Food Chem Toxicol 2004, 42:1367-1372.
    • (2004) Food Chem Toxicol , vol.42 , pp. 1367-1372
    • Chepanoske, C.L.1    Brown, K.2    Turteltaub, K.W.3    Dingley, K.H.4
  • 23
    • 73849139592 scopus 로고    scopus 로고
    • Isoform-selective inactivation of human arylamine N-acetyltransferases by reactive metabolites of carcinogenic arylamines
    • Liu L., Wagner C.R., Hanna P.E. Isoform-selective inactivation of human arylamine N-acetyltransferases by reactive metabolites of carcinogenic arylamines. Chem Res Toxicol 2009, 22:1962-1974.
    • (2009) Chem Res Toxicol , vol.22 , pp. 1962-1974
    • Liu, L.1    Wagner, C.R.2    Hanna, P.E.3
  • 24
    • 55949129078 scopus 로고    scopus 로고
    • Human arylamine N-acetyltransferase 1: in vitro and intracellular inactivation by nitrosoarene metabolites of toxic and carcinogenic arylamines
    • Liu L., Wagner C.R., Hanna P.E. Human arylamine N-acetyltransferase 1: in vitro and intracellular inactivation by nitrosoarene metabolites of toxic and carcinogenic arylamines. Chem Res Toxicol 2008, 21:2005-2016.
    • (2008) Chem Res Toxicol , vol.21 , pp. 2005-2016
    • Liu, L.1    Wagner, C.R.2    Hanna, P.E.3
  • 25
    • 1642310560 scopus 로고    scopus 로고
    • Mass spectrometric investigation of the mechanism of inactivation of hamster arylamine N-acetyltransferase 1 by N-hydroxy-2-acetylaminofluorene
    • Guo Z., Wagner C.R., Hanna P.E. Mass spectrometric investigation of the mechanism of inactivation of hamster arylamine N-acetyltransferase 1 by N-hydroxy-2-acetylaminofluorene. Chem Res Toxicol 2004, 17:275-286.
    • (2004) Chem Res Toxicol , vol.17 , pp. 275-286
    • Guo, Z.1    Wagner, C.R.2    Hanna, P.E.3
  • 26
    • 81755176448 scopus 로고    scopus 로고
    • Mass spectrometric characterization of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine N-oxidized metabolites bound at Cys34 of human serum albumin
    • Peng L., Turesky R.J. Mass spectrometric characterization of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine N-oxidized metabolites bound at Cys34 of human serum albumin. Chem Res Toxicol 2011, 24:2004-2017.
    • (2011) Chem Res Toxicol , vol.24 , pp. 2004-2017
    • Peng, L.1    Turesky, R.J.2
  • 27
    • 84872527191 scopus 로고    scopus 로고
    • Capturing labile sulfenamide and sulfinamide serum albumin adducts of carcinogenic arylamines by chemical oxidation
    • Peng L., Turesky R.J. Capturing labile sulfenamide and sulfinamide serum albumin adducts of carcinogenic arylamines by chemical oxidation. Anal Chem 2013, 85:1065-1072.
    • (2013) Anal Chem , vol.85 , pp. 1065-1072
    • Peng, L.1    Turesky, R.J.2
  • 28
    • 84867500404 scopus 로고    scopus 로고
    • Mapping serum albumin adducts of the food-borne carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by data-dependent tandem mass spectrometry
    • Peng L., Dasari S., Tabb D.L., Turesky R.J. Mapping serum albumin adducts of the food-borne carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by data-dependent tandem mass spectrometry. Chem Res Toxicol 2012, 25:2179-2193.
    • (2012) Chem Res Toxicol , vol.25 , pp. 2179-2193
    • Peng, L.1    Dasari, S.2    Tabb, D.L.3    Turesky, R.J.4
  • 29
    • 34250785181 scopus 로고    scopus 로고
    • Direct determination of methionine sulfoxide in milk proteins by enzyme hydrolysis/high-performance liquid chromatography
    • Baxter J.H., Lai C.S., Phillips R.R., et al. Direct determination of methionine sulfoxide in milk proteins by enzyme hydrolysis/high-performance liquid chromatography. J Chromatogr A 2007, 1157:10-16.
    • (2007) J Chromatogr A , vol.1157 , pp. 10-16
    • Baxter, J.H.1    Lai, C.S.2    Phillips, R.R.3
  • 30
    • 0033541645 scopus 로고    scopus 로고
    • Quantification of glutamine in proteins and peptides using enzymatic hydrolysis and reverse-phase high-performance liquid chromatography
    • Tsao M., Otter D.E. Quantification of glutamine in proteins and peptides using enzymatic hydrolysis and reverse-phase high-performance liquid chromatography. Anal Biochem 1999, 269:143-148.
    • (1999) Anal Biochem , vol.269 , pp. 143-148
    • Tsao, M.1    Otter, D.E.2
  • 31
    • 84855877960 scopus 로고    scopus 로고
    • Systematic and quantitative comparison of digest efficiency and specificity reveals the impact of trypsin quality on MS-based proteomics
    • Burkhart J.M., Schumbrutzki C., Wortelkamp S., et al. Systematic and quantitative comparison of digest efficiency and specificity reveals the impact of trypsin quality on MS-based proteomics. J Proteomics 2012, 75:1454-1462.
    • (2012) J Proteomics , vol.75 , pp. 1454-1462
    • Burkhart, J.M.1    Schumbrutzki, C.2    Wortelkamp, S.3
  • 32
    • 34547141383 scopus 로고    scopus 로고
    • Liquid chromatography/tandem mass spectrometry detection of covalent binding of acetaminophen to human serum albumin
    • Damsten M.C., Commandeur J.N., Fidder A., et al. Liquid chromatography/tandem mass spectrometry detection of covalent binding of acetaminophen to human serum albumin. Drug Metab Dispos 2007, 35:1408-1417.
    • (2007) Drug Metab Dispos , vol.35 , pp. 1408-1417
    • Damsten, M.C.1    Commandeur, J.N.2    Fidder, A.3
  • 33
    • 38149106764 scopus 로고    scopus 로고
    • Irreversible alkylation of human serum albumin by zileuton metabolite 2-acetylbenzothiophene-S-oxide: a potential model for hepatotoxicity
    • Li F., Chordia M.D., Woodling K.A., Macdonald T.L. Irreversible alkylation of human serum albumin by zileuton metabolite 2-acetylbenzothiophene-S-oxide: a potential model for hepatotoxicity. Chem Res Toxicol 2007, 20:1854-1861.
    • (2007) Chem Res Toxicol , vol.20 , pp. 1854-1861
    • Li, F.1    Chordia, M.D.2    Woodling, K.A.3    Macdonald, T.L.4
  • 34
    • 0026040316 scopus 로고
    • Metabolic activation of carcinogenic heterocyclic aromatic amines by human liver and colon
    • Turesky R.J., Lang N.P., Butler M.A., et al. Metabolic activation of carcinogenic heterocyclic aromatic amines by human liver and colon. Carcinogenesis 1991, 12:1839-1845.
    • (1991) Carcinogenesis , vol.12 , pp. 1839-1845
    • Turesky, R.J.1    Lang, N.P.2    Butler, M.A.3
  • 35
    • 0036318194 scopus 로고    scopus 로고
    • Quick measurement of protein sulfhydryls with Ellman's reagent and with 4,4'-dithiodipyridine
    • Riener C.K., Kada G., Gruber H.J. Quick measurement of protein sulfhydryls with Ellman's reagent and with 4,4'-dithiodipyridine. Anal Bioanal Chem 2002, 373:266-276.
    • (2002) Anal Bioanal Chem , vol.373 , pp. 266-276
    • Riener, C.K.1    Kada, G.2    Gruber, H.J.3
  • 36
    • 54949129419 scopus 로고    scopus 로고
    • ProteoWizard: open source software for rapid proteomics tools development
    • Kessner D., Chambers M., Burke R., et al. ProteoWizard: open source software for rapid proteomics tools development. Bioinformatics 2008, 24:2534-2536.
    • (2008) Bioinformatics , vol.24 , pp. 2534-2536
    • Kessner, D.1    Chambers, M.2    Burke, R.3
  • 37
    • 33847401893 scopus 로고    scopus 로고
    • MyriMatch: highly accurate tandem mass spectral peptide identification by multivariate hypergeometric analysis
    • Tabb D.L., Fernando C.G., Chambers M.C. MyriMatch: highly accurate tandem mass spectral peptide identification by multivariate hypergeometric analysis. J Proteome Res 2007, 6:654-661.
    • (2007) J Proteome Res , vol.6 , pp. 654-661
    • Tabb, D.L.1    Fernando, C.G.2    Chambers, M.C.3
  • 39
    • 0041534338 scopus 로고    scopus 로고
    • Modification of human serum albumin by acrylamide at cysteine-34: a basis for a rapid biomonitoring procedure
    • Noort D., Fidder A., Hulst A.G. Modification of human serum albumin by acrylamide at cysteine-34: a basis for a rapid biomonitoring procedure. Arch Toxicol 2003, 77:543-545.
    • (2003) Arch Toxicol , vol.77 , pp. 543-545
    • Noort, D.1    Fidder, A.2    Hulst, A.G.3
  • 40
    • 0021782306 scopus 로고
    • Serum albumin
    • Peters T. Serum albumin. Adv Protein Chem 1985, 37:161-245.
    • (1985) Adv Protein Chem , vol.37 , pp. 161-245
    • Peters, T.1
  • 41
    • 0033062612 scopus 로고    scopus 로고
    • Crystal structure of human serum albumin at 2.5 A resolution
    • Sugio S., Kashima A., Mochizuki S., et al. Crystal structure of human serum albumin at 2.5 A resolution. Protein Eng 1999, 12:439-446.
    • (1999) Protein Eng , vol.12 , pp. 439-446
    • Sugio, S.1    Kashima, A.2    Mochizuki, S.3
  • 42
    • 0032970624 scopus 로고    scopus 로고
    • DNA and protein adduct formation in the colon and blood of humans after exposure to a dietary-relevant dose of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine
    • Dingley K.H., Curtis K.D., Nowell S., et al. DNA and protein adduct formation in the colon and blood of humans after exposure to a dietary-relevant dose of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine. Cancer Epidemiol Biomarkers Prev 1999, 8:507-512.
    • (1999) Cancer Epidemiol Biomarkers Prev , vol.8 , pp. 507-512
    • Dingley, K.H.1    Curtis, K.D.2    Nowell, S.3
  • 43
    • 0032806626 scopus 로고    scopus 로고
    • Comparative biotransformation studies of MeIQx and PhIP in animal models and humans
    • Garner R.C., Lightfoot T.J., Cupid B.C., et al. Comparative biotransformation studies of MeIQx and PhIP in animal models and humans. Cancer Lett 1999, 143:161-165.
    • (1999) Cancer Lett , vol.143 , pp. 161-165
    • Garner, R.C.1    Lightfoot, T.J.2    Cupid, B.C.3
  • 44
    • 0027192833 scopus 로고
    • Molecular dosimetry of the food-borne carcinogen MeIQx using adducts of serum albumin
    • Lynch A.M., Murray S., Zhao K., et al. Molecular dosimetry of the food-borne carcinogen MeIQx using adducts of serum albumin. Carcinogenesis 1993, 14:191-194.
    • (1993) Carcinogenesis , vol.14 , pp. 191-194
    • Lynch, A.M.1    Murray, S.2    Zhao, K.3


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