메뉴 건너뛰기




Volumn 2, Issue 7, 2010, Pages 1211-1221

Assessing covalent binding of reactive drug metabolites by complete protein digestion and LC-MS analysis

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; CYSTEINE; DICLOFENAC; DRUG METABOLITE; ESTRADIOL; FIPEXIDE; PARACETAMOL; PRONASE; DRUG; IMMOBILIZED ENZYME; PROTEIN;

EID: 79952468004     PISSN: 17576180     EISSN: 17576199     Source Type: Journal    
DOI: 10.4155/bio.10.74     Document Type: Article
Times cited : (9)

References (31)
  • 1
    • 13844319935 scopus 로고    scopus 로고
    • Drug bioactivation, covalent binding to target proteins and toxicity relevance
    • DOI 10.1081/DMR-28812
    • Zhou S, Chan E, Duan W, Huang M, Chen Y-Z. Drug bioactivation, covalent binding to target proteins and toxicity relevance. Drug Metab. Rev. 37, 41-213 (2005). (Pubitemid 40259715)
    • (2005) Drug Metabolism Reviews , vol.37 , Issue.1 , pp. 41-213
    • Zhou, S.1    Chan, E.2    Duan, W.3    Huang, M.4    Chen, Y.-Z.5
  • 2
    • 38949104743 scopus 로고    scopus 로고
    • Idiosyncratic drug reactions: Past, present, and future
    • DOI 10.1021/tx700186p
    • Uetrecht J. Idiosyncratic drug reactions: past, present and future. Chem. Res. Toxicol. 21, 84-92 (2008). (Pubitemid 351219710)
    • (2008) Chemical Research in Toxicology , vol.21 , Issue.1 , pp. 84-92
    • Uetrecht, J.1
  • 3
    • 1642281756 scopus 로고    scopus 로고
    • Drug-protein adducts: An industry perspective on minimizing the potential for drug bioactivation in drug discovery and development
    • DOI 10.1021/tx034170b
    • Evans DC, Watt AP, Nicoll-Griffith DA, Baillie TA. Drug-protein adducts: an industry perspective on minimizing the potential for drug bioactivation in drug discovery and development. Chem. Res. Toxicol. 17, 3-16 (2004). (Pubitemid 38134055)
    • (2004) Chemical Research in Toxicology , vol.17 , Issue.1 , pp. 3-16
    • Evans, D.C.1    Watt, A.P.2    Nicoll-Griffith, D.A.3    Baillie, T.A.4
  • 5
    • 62249155473 scopus 로고    scopus 로고
    • Can in vitro metabolism-dependent covalent binding data distinguish hepatotoxic from non-hepatotoxic drugs an analysis using human hepatocytes and liver S-9 fraction
    • Bauman JN, Kelly JM, Tripathy S et al. Can in vitro metabolism-dependent covalent binding data distinguish hepatotoxic from non-hepatotoxic drugs? An analysis using human hepatocytes and liver S-9 fraction. Chem. Res. Toxicol. 22, 332-340 (2009).
    • (2009) Chem. Res. Toxicol. , vol.22 , pp. 332-340
    • Bauman, J.N.1    Kelly, J.M.2    Tripathy, S.3
  • 6
    • 33749009806 scopus 로고    scopus 로고
    • Detecting and characterizing reactive metabolites by liquid chromatography/tandem mass spectrometry
    • DOI 10.1002/jms.1098
    • Ma S, Subramanian R. Detecting and characterizing reactive metabolites by liquid chromatography/tandem mass spectrometry. J. Mass Spectrom. 41, 1121-1139 (2006). (Pubitemid 44454166)
    • (2006) Journal of Mass Spectrometry , vol.41 , Issue.9 , pp. 1121-1139
    • Ma, S.1    Subramanian, R.2
  • 7
    • 59649106977 scopus 로고    scopus 로고
    • Recent advances in applications of liquid chromatography-tandem mass spectrometry to the analysis of reactive drug metabolites
    • Ma S, Zhu M. Recent advances in applications of liquid chromatography-tandem mass spectrometry to the analysis of reactive drug metabolites. Chem. Biol. Interact. 179, 25-37 (2009).
    • (2009) Chem. Biol. Interact. , vol.179 , pp. 25-37
    • Ma, S.1    Zhu, M.2
  • 9
    • 0033827948 scopus 로고    scopus 로고
    • A new approach for measuring protein adducts from benzo a pyrene diolepoxide by high performance liquid chromatography/tandem mass spectrometry
    • Helleberg H, Törnqvist M. A new approach for measuring protein adducts from benzo[a] pyrene diolepoxide by high performance liquid chromatography/tandem mass spectrometry. Rapid Commun. Mass Spectrom. 14, 1644-1653 (2000).
    • (2000) Rapid Commun. Mass Spectrom. , vol.14 , pp. 1644-1653
    • Helleberg, H.1    Törnqvist, M.2
  • 10
    • 0029005917 scopus 로고
    • Bromobenzene 34-oxide alkylates histidine and lysine side chains of rat liver proteins in vivo
    • Bambal RB, Hanzlik RP. Bromobenzene 3,4-oxide alkylates histidine and lysine side chains of rat liver proteins in vivo. Chem. Res. Toxicol. 8, 729-735 (1995).
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 729-735
    • Bambal, R.B.1    Hanzlik, R.P.2
  • 11
    • 0028968377 scopus 로고
    • Reactivity of tolmetin glucuronide with human serum albumin identification of binding sites and mechanisms of reaction by tandem mass spectrometry
    • Ding A, Zia-Amirhosseini P, McDonagh AF, Burlingame AL, Benet LZ. Reactivity of tolmetin glucuronide with human serum albumin. Identification of binding sites and mechanisms of reaction by tandem mass spectrometry. Drug Metab. Dispos. 23, 369-376 (1995).
    • (1995) Drug Metab. Dispos. , vol.23 , pp. 369-376
    • Ding, A.1    Zia-Amirhosseini, P.2    McDonagh, A.F.3    Burlingame, A.L.4    Benet, L.Z.5
  • 12
    • 0027305020 scopus 로고
    • Synthesis of a fluorescent derivatizing reagent, 6-aminoquinolyl-N- hydroxysuccinimidyl carbamate, and its application for the analysis of hydrolysate amino acids via high-performance liquid chromatography
    • DOI 10.1006/abio.1993.1270
    • Cohen SA, Michaud DP. Synthesis of a fluorescent derivatizing reagent 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate, and its application for the analysis of hydrolysate amino acids via high performance liquid chromatography. Anal. Biochem. 211, 279-287 (1993). (Pubitemid 23207730)
    • (1993) Analytical Biochemistry , vol.211 , Issue.2 , pp. 279-287
    • Cohen, S.A.1    Michaud, D.P.2
  • 16
    • 33746929928 scopus 로고    scopus 로고
    • Mycotoxin adducts on human serum albumin: Biomarkers of exposure to Stachybotrys chartarum
    • DOI 10.1289/ehp.9064
    • Yike I, Distler AM, Ziady AG, Dearborn DG. Mycotoxin adducts on human serum albumin: biomarkers of exposure to Stachybotrys chartarum. Environ. Health Perspect. 114, 1221-1226 (2006). (Pubitemid 44184680)
    • (2006) Environmental Health Perspectives , vol.114 , Issue.8 , pp. 1221-1226
    • Yike, I.1    Distler, A.M.2    Ziady, A.G.3    Dearborn, D.G.4
  • 18
    • 0035132183 scopus 로고    scopus 로고
    • Paracetamol (acetaminophen)-induced toxicity: Molecular and biochemical mechanisms, analogues and protective approaches
    • Bessems JG, Vermeulen NP. Paracetamol (acetaminophen)-induced toxicity: molecular and biochemical mechanisms, analogues and protective approaches. Crit. Rev. Toxicol. 31, 55-138 (2001). (Pubitemid 32157805)
    • (2001) Critical Reviews in Toxicology , vol.31 , Issue.1 , pp. 55-138
    • Bessems, J.G.M.1    Vermeulen, N.P.E.2
  • 19
    • 0034157450 scopus 로고    scopus 로고
    • Paracetamol: Past present and future
    • Prescott L. Paracetamol: past, present, and future. Am. J. Ther. 7, 143-147 (2000).
    • (2000) Am. J. Ther. , vol.7 , pp. 143-147
    • Prescott, L.1
  • 20
    • 0023185661 scopus 로고
    • Immunochemical detection of acetaminophen-bound liver proteins
    • DOI 10.1016/0006-2952(87)90069-4
    • Bartolone JB, Sparks K, Cohen SD, Khairallah EA. Immunochemical detection of acetaminophen-bound liver proteins. Biochem. Pharmacol. 36, 1193-1196 (1987). (Pubitemid 17083171)
    • (1987) Biochemical Pharmacology , vol.36 , Issue.8 , pp. 1193-1196
    • Bartolone, J.B.1    Sparks, K.2    Cohen, S.D.3    Khairallah, E.A.4
  • 21
    • 0016328928 scopus 로고
    • Acetaminophen-induced hepatic necrosis V correlation of hepatic necrosis covalent binding and glutathione depletion in hamsters
    • Potter WZ, Thorgeirsson SS, Jollow DJ, Mitchell JR. Acetaminophen-induced hepatic necrosis. V. Correlation of hepatic necrosis, covalent binding and glutathione depletion in hamsters. Pharmacology 12, 129-143 (1974).
    • (1974) Pharmacology , vol.12 , pp. 129-143
    • Potter, W.Z.1    Thorgeirsson, S.S.2    Jollow, D.J.3    Mitchell, J.R.4
  • 23
    • 58149134070 scopus 로고    scopus 로고
    • Covalent protein modification by reactive drug metabolites using online electrochemistry/ liquid chromatography/mass spectrometry
    • Lohmann W, Hayen H, Karst U. Covalent protein modification by reactive drug metabolites using online electrochemistry/ liquid chromatography/mass spectrometry. Anal. Chem. 80, 9714-9719 (2008).
    • (2008) Anal. Chem. , vol.80 , pp. 9714-9719
    • Lohmann, W.1    Hayen, H.2    Karst, U.3
  • 25
    • 0026780189 scopus 로고
    • Fipexide-induced fulminant hepatitis report of three cases with emergency liver transplantation
    • Durand F, Samuel D, Bernuau J et al. Fipexide-induced fulminant hepatitis. Report of three cases with emergency liver transplantation. J. Hepatol. 15, 144-146 (1992).
    • (1992) J. Hepatol. , vol.15 , pp. 144-146
    • Durand, F.1    Samuel, D.2    Bernuau, J.3
  • 26
    • 0025077083 scopus 로고
    • LES FIEVRES AU FIPEXIDE. BILAN DE L'ENQUETE NATIONALE DE PHARMACOVIGILANCE
    • Guy C, Blay N, Rousset H, Fardeau V, Ollagnier M. Fever caused by fipexide. Evaluation of the national pharmacovigilance survey. Therapie 45, 429-431 (1990). (Pubitemid 20345748)
    • (1990) Therapie , vol.45 , Issue.5 , pp. 429-431
    • Guy, C.1    Blay, N.2    Rousset, H.3    Fardeau, V.4    Ollagnier, M.5
  • 27
    • 34547200482 scopus 로고    scopus 로고
    • Investigating the in vitro metabolism of fipexide: Characterization of reactive metabolites using liquid chromatography/mass spectrometry
    • DOI 10.1002/rcm.3092
    • Sleno L, Staack RF, Varesio E, Hopfgartner G. Investigating the in vitro metabolism of fipexide: characterization of reactive metabolites using liquid chromatography/mass spectrometry. Rapid Commun. Mass Spectrom. 21, 2301-2311 (2007). (Pubitemid 47121162)
    • (2007) Rapid Communications in Mass Spectrometry , vol.21 , Issue.14 , pp. 2301-2311
    • Sleno, L.1    Staack, R.F.2    Varesio, E.3    Hopfgartner, G.4
  • 28
    • 37649013599 scopus 로고    scopus 로고
    • Determining protein adducts of fipexide: Mass spectrometry based assay for confirming the involvement of its reactive metabolite in covalent binding
    • Sleno L, Varesio E, Hopfgartner G. Determining protein adducts of fipexide: mass spectrometry based assay for confirming the involvement of its reactive metabolite in covalent binding. Rapid Commun. Mass Spectrom. 21, 4149-4157 (2007).
    • (2007) Rapid Commun. Mass Spectrom. , vol.21 , pp. 4149-4157
    • Sleno, L.1    Varesio, E.2    Hopfgartner, G.3
  • 29
    • 0142219774 scopus 로고    scopus 로고
    • Diclofenac-induced liver injury: A paradigm of idiosyncratic drug toxicity
    • DOI 10.1016/S0041-008X(03)00368-5
    • Boelsterli UA. Diclofenac-induced liver injury: a paradigm of idiosyncratic drug toxicity. Toxicol. Appl. Pharmacol. 192, 307-322 (2003). (Pubitemid 37311346)
    • (2003) Toxicology and Applied Pharmacology , vol.192 , Issue.3 , pp. 307-322
    • Boelsterli, U.A.1
  • 31
    • 33947428263 scopus 로고    scopus 로고
    • 5-dependent: Metabolic activation of the ethynyl moiety leads to the formation of glutathione conjugates, a heme adduct, and covalent binding to the apoprotein
    • DOI 10.1124/jpet.106.117861
    • 5-dependent: metabolic activation of the ethynyl moiety leads to the formation of glutathione conjugates, a heme adduct, and covalent binding to the apoprotein. J. Pharmacol. Exp. Ther. 321, 276-287 (2007) (Pubitemid 46456978)
    • (2007) Journal of Pharmacology and Experimental Therapeutics , vol.321 , Issue.1 , pp. 276-287
    • Lin, H.-L.1    Hollenberg, P.F.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.