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Volumn 47, Issue 9, 2006, Pages 657-665

Screening and characterization of variant theta-class glutathione transferases catalyzing the activation of ethylene dibromide to a mutagen

Author keywords

Escherichia coli; Ethylene dibromide; Glutathione transferase; Hexa histidine tagging; lacZ; Mutagenicity

Indexed keywords

1,2 DIBROMOETHANE; ENVIRONMENTAL MUTAGEN; ENZYME VARIANT; GLUTATHIONE; GLUTATHIONE TRANSFERASE T1; HISTIDINE; NICKEL; RECOMBINANT ENZYME;

EID: 33845475482     PISSN: 08936692     EISSN: 10982280     Source Type: Journal    
DOI: 10.1002/em.20252     Document Type: Article
Times cited : (10)

References (39)
  • 2
    • 0026513368 scopus 로고
    • Design of two chimaeric human-rat class alpha glutathione transferases for probing the contribution of C-terminal segments of protein structure to the catalytic properties
    • Björnestedt R, Widersten M, Board PG, Mannervik B. 1992. Design of two chimaeric human-rat class alpha glutathione transferases for probing the contribution of C-terminal segments of protein structure to the catalytic properties. Biochem J 282:505-510.
    • (1992) Biochem J , vol.282 , pp. 505-510
    • Björnestedt, R.1    Widersten, M.2    Board, P.G.3    Mannervik, B.4
  • 3
    • 0016299364 scopus 로고
    • The mutagenicity and DNA-modifying effect of haloalkanes
    • Brem H, Stein AB, Rosenkranz HS. 1974. The mutagenicity and DNA-modifying effect of haloalkanes. Cancer Res 34:2576-2579.
    • (1974) Cancer Res , vol.34 , pp. 2576-2579
    • Brem, H.1    Stein, A.B.2    Rosenkranz, H.S.3
  • 4
    • 0036304466 scopus 로고    scopus 로고
    • An ensemble of theta class glutathione transferases with novel catalytic properties generated by stochastic recombination of fragments of two mammalian enzymes
    • Broo K, Larsson AK, Jemth P, Mannervik B. 2002. An ensemble of theta class glutathione transferases with novel catalytic properties generated by stochastic recombination of fragments of two mammalian enzymes. J Mol Biol 318:59-70.
    • (2002) J Mol Biol , vol.318 , pp. 59-70
    • Broo, K.1    Larsson, A.K.2    Jemth, P.3    Mannervik, B.4
  • 5
    • 0026657542 scopus 로고
    • Mutation spectrum and sequence alkylation selectivity resulting from modification of bacteriophage M13mp18 DNA with S-(2-chloroethyl)glutathione. Evidence for a role of S-[2-(N7-guanyl)ethyl]glutathione as a mutagenic lesion formed from ethylene dibromide
    • Cmarik JL, Humphreys WG, Bruner KL, Lloyd RS, Tibbetts C, Guengerich FP. 1992. Mutation spectrum and sequence alkylation selectivity resulting from modification of bacteriophage M13mp18 DNA with S-(2-chloroethyl)glutathione. Evidence for a role of S-[2-(N7-guanyl)ethyl]glutathione as a mutagenic lesion formed from ethylene dibromide. J Biol Chem 267:6672-6679.
    • (1992) J Biol Chem , vol.267 , pp. 6672-6679
    • Cmarik, J.L.1    Humphreys, W.G.2    Bruner, K.L.3    Lloyd, R.S.4    Tibbetts, C.5    Guengerich, F.P.6
  • 6
    • 0345549815 scopus 로고
    • A set of lacZ mutations in Escherichia coli that allow rapid detection of each of the six base substitutions
    • Cupples CG, Miller JH. 1989. A set of lacZ mutations in Escherichia coli that allow rapid detection of each of the six base substitutions. Proc Natl Acad Sci USA 86:5345-5349.
    • (1989) Proc Natl Acad Sci USA , vol.86 , pp. 5345-5349
    • Cupples, C.G.1    Miller, J.H.2
  • 7
    • 0025339237 scopus 로고
    • A set of lacZ mutations in Escherichia coli that allow rapid detection of specific frameshift mutations
    • Cupples CG, Cabrera M, Cruz C, Miller JH. 1990. A set of lacZ mutations in Escherichia coli that allow rapid detection of specific frameshift mutations. Genetics 125:275-280.
    • (1990) Genetics , vol.125 , pp. 275-280
    • Cupples, C.G.1    Cabrera, M.2    Cruz, C.3    Miller, J.H.4
  • 9
    • 0023797379 scopus 로고
    • An analysis of the mutagenicity of 1,2-dibromoethane to Escherichia coli: Influence of DNA repair activities and metabolic pathways
    • Foster PL, Wilkinson WG, Miller JK, Sullivan AD, Barnes WM. 1988. An analysis of the mutagenicity of 1,2-dibromoethane to Escherichia coli: Influence of DNA repair activities and metabolic pathways. Mutat Res 194:171-181.
    • (1988) Mutat Res , vol.194 , pp. 171-181
    • Foster, P.L.1    Wilkinson, W.G.2    Miller, J.K.3    Sullivan, A.D.4    Barnes, W.M.5
  • 10
    • 0026695811 scopus 로고
    • Salmonella typhimurium strains expressing human arylamine N-acetyltransferases: Metabolism and mutagenic activation of aromatic amines
    • Grant DM, Josephy PD, Lord HL, Morrison LD. 1992. Salmonella typhimurium strains expressing human arylamine N-acetyltransferases: Metabolism and mutagenic activation of aromatic amines. Cancer Res 52:3961-3964.
    • (1992) Cancer Res , vol.52 , pp. 3961-3964
    • Grant, D.M.1    Josephy, P.D.2    Lord, H.L.3    Morrison, L.D.4
  • 11
    • 0038544198 scopus 로고    scopus 로고
    • Activation of dihaloalkanes by thiol-dependent mechanisms
    • Guengerich FP. 2003. Activation of dihaloalkanes by thiol-dependent mechanisms. J Biochem Mol Biol 36:20-27.
    • (2003) J Biochem Mol Biol , vol.36 , pp. 20-27
    • Guengerich, F.P.1
  • 12
    • 30044452724 scopus 로고    scopus 로고
    • Activation of alkyl halides by glutathione transferases
    • Guengerich FP. 2005. Activation of alkyl halides by glutathione transferases. Methods Enzymol 401:342-353.
    • (2005) Methods Enzymol , vol.401 , pp. 342-353
    • Guengerich, F.P.1
  • 13
    • 0029025198 scopus 로고
    • Conjugation of carcinogens by theta class glutathione S-transferases: Mechanisms and relevance to variations in human risk
    • Guengerich FP, Thier R, Persmark M, Taylor JB, Pemble SE, Ketterer B. 1995. Conjugation of carcinogens by theta class glutathione S-transferases: Mechanisms and relevance to variations in human risk. Pharmacogenetics 5:S103-S107.
    • (1995) Pharmacogenetics , vol.5
    • Guengerich, F.P.1    Thier, R.2    Persmark, M.3    Taylor, J.B.4    Pemble, S.E.5    Ketterer, B.6
  • 14
    • 0032549055 scopus 로고    scopus 로고
    • Expression of human estrogen sulfotransferase in Salmonella typhimurium: Differences between hHST and hEST in the enantioselective activation of 1-hydroxyethylpyrene to a mutagen
    • Hagen M, Pabel U, Landsiedel R, Bartsch I, Falany CN, Glatt H. 1998. Expression of human estrogen sulfotransferase in Salmonella typhimurium: Differences between hHST and hEST in the enantioselective activation of 1-hydroxyethylpyrene to a mutagen. Chem Biol Interact 109:249-253.
    • (1998) Chem Biol Interact , vol.109 , pp. 249-253
    • Hagen, M.1    Pabel, U.2    Landsiedel, R.3    Bartsch, I.4    Falany, C.N.5    Glatt, H.6
  • 15
    • 0022500828 scopus 로고
    • Covalent binding of 1,2-dihaloalkanes to DNA, stability of the major DNA adduct, S-[2-(N7-guanyl)ethyl]glutathione
    • Inskeep PB, Koga N, Cmarik JL, Guengerich FP. 1986. Covalent binding of 1,2-dihaloalkanes to DNA, stability of the major DNA adduct, S-[2-(N7-guanyl)ethyl]glutathione Cancer Res 46:2839-2844.
    • (1986) Cancer Res , vol.46 , pp. 2839-2844
    • Inskeep, P.B.1    Koga, N.2    Cmarik, J.L.3    Guengerich, F.P.4
  • 16
    • 0031574268 scopus 로고    scopus 로고
    • Kinetic characterization of recombinant human glutathione transferase T1-1, a polymorphic detoxication enzyme
    • Jemth P, Mannervik B. 1997. Kinetic characterization of recombinant human glutathione transferase T1-1, a polymorphic detoxication enzyme. Arch Biochem Biophys 348:247-254.
    • (1997) Arch Biochem Biophys , vol.348 , pp. 247-254
    • Jemth, P.1    Mannervik, B.2
  • 17
    • 0034693835 scopus 로고    scopus 로고
    • The Escherichia coli lacZ reversion mutagenicity assay
    • Josephy PD. 2000. The Escherichia coli lacZ reversion mutagenicity assay. Mutat Res 455:71-80.
    • (2000) Mutat Res , vol.455 , pp. 71-80
    • Josephy, P.D.1
  • 18
    • 0037184859 scopus 로고    scopus 로고
    • Genetically-engineered bacteria expressing human enzymes and their use in the study of mutagens and mutagenesis
    • Josephy PD. 2002. Genetically-engineered bacteria expressing human enzymes and their use in the study of mutagens and mutagenesis. Toxicology 181/182:255-260.
    • (2002) Toxicology , vol.181-182 , pp. 255-260
    • Josephy, P.D.1
  • 20
    • 0034892584 scopus 로고    scopus 로고
    • Recombinant human P450 forms 1A1, 1A2, and 1B1 catalyze the bioactivation of heterocyclic amine mutagens in Escherichia coli lacZ strains
    • Josephy PD, Batty SM, Boverhof DR. 2001. Recombinant human P450 forms 1A1, 1A2, and 1B1 catalyze the bioactivation of heterocyclic amine mutagens in Escherichia coli lacZ strains. Environ Mol Mutagen 38:12-18.
    • (2001) Environ Mol Mutagen , vol.38 , pp. 12-18
    • Josephy, P.D.1    Batty, S.M.2    Boverhof, D.R.3
  • 21
    • 0036023224 scopus 로고    scopus 로고
    • N-hydroxyarylamine O-acetyltransferase-deficient Escherichia coli strains are resistant to the mutagenicity of nitro compounds
    • Josephy PD, Summerscales J, DeBruin LS, Schlaeger C, Ho J. 2002. N-hydroxyarylamine O-acetyltransferase-deficient Escherichia coli strains are resistant to the mutagenicity of nitro compounds. Biol Chem 383:977-982.
    • (2002) Biol Chem , vol.383 , pp. 977-982
    • Josephy, P.D.1    Summerscales, J.2    Debruin, L.S.3    Schlaeger, C.4    Ho, J.5
  • 22
    • 0018572413 scopus 로고
    • Sensitivity of Drosophila melanogaster to low concentrations of the gaseous 1,2-dibromoethane. I. Acute exposures
    • Kale P, Baum JW. 1979. Sensitivity of Drosophila melanogaster to low concentrations of the gaseous 1,2-dibromoethane. I. Acute exposures. Environ Mutagen 1:15-18.
    • (1979) Environ Mutagen , vol.1 , pp. 15-18
    • Kale, P.1    Baum, J.W.2
  • 23
    • 0022255449 scopus 로고
    • Mutagenic activity of various chemicals in Salmonella strain TA100 and glutathione-deficient derivatives. On the role of glutathione in the detoxification or activation of mutagens inside bacterial cells
    • Kerklaan PR, Zoetemelk CE, Mohn GR. 1985. Mutagenic activity of various chemicals in Salmonella strain TA100 and glutathione-deficient derivatives. On the role of glutathione in the detoxification or activation of mutagens inside bacterial cells. Biochem Pharmacol 34:2151-2156.
    • (1985) Biochem Pharmacol , vol.34 , pp. 2151-2156
    • Kerklaan, P.R.1    Zoetemelk, C.E.2    Mohn, G.R.3
  • 24
    • 0942301388 scopus 로고    scopus 로고
    • Selection of human cytochrome P450 1A2 mutants with enhanced catalytic activity for heterocyclic amine N-hydroxylation
    • Kim D, Guengerich FP. 2004. Selection of human cytochrome P450 1A2 mutants with enhanced catalytic activity for heterocyclic amine N-hydroxylation. Biochemistry 43:981-988.
    • (2004) Biochemistry , vol.43 , pp. 981-988
    • Kim, D.1    Guengerich, F.P.2
  • 25
    • 12344326429 scopus 로고
    • Ethylene dibromide: A potent pesticide with high mutagenic activity
    • abstract
    • Malling HV. 1969. Ethylene dibromide: A potent pesticide with high mutagenic activity. Genetics 61:s39. (abstract).
    • (1969) Genetics , vol.61
    • Malling, H.V.1
  • 27
    • 0029925074 scopus 로고    scopus 로고
    • A new Salmonella typhimurium NM5004 strain expressing rat glutathione S-transferase 5-5: Use in detection of genotoxicity of dihaloalkanes using an SOS/umu test system
    • Oda Y, Yamazaki H, Thier R, Ketterer B, Guengerich FP, Shimada T. 1996. A new Salmonella typhimurium NM5004 strain expressing rat glutathione S-transferase 5-5: Use in detection of genotoxicity of dihaloalkanes using an SOS/umu test system. Carcinogenesis 17:297-302.
    • (1996) Carcinogenesis , vol.17 , pp. 297-302
    • Oda, Y.1    Yamazaki, H.2    Thier, R.3    Ketterer, B.4    Guengerich, F.P.5    Shimada, T.6
  • 28
    • 0026320766 scopus 로고
    • Molecular cloning and amino acid sequencing of rat liver class theta glutathione S-transferase Yrs-Yrs inactivating reactive sulfate esters of carcinogenic arylmethanols
    • Ogura K, Nishiyama T, Okada T, Kajital J, Narihata H, Watabe T, Hiratsuka A, Watabe T. 1991. Molecular cloning and amino acid sequencing of rat liver class theta glutathione S-transferase Yrs-Yrs inactivating reactive sulfate esters of carcinogenic arylmethanols. Biochem Biophys Res Commun 181:1294-1300.
    • (1991) Biochem Biophys Res Commun , vol.181 , pp. 1294-1300
    • Ogura, K.1    Nishiyama, T.2    Okada, T.3    Kajital, J.4    Narihata, H.5    Watabe, T.6    Hiratsuka, A.7    Watabe, T.8
  • 29
    • 0033608962 scopus 로고    scopus 로고
    • Selection and characterization of human cytochrome P450 1A2 mutants with altered catalytic properties
    • Parikh A, Josephy PD, Guengerich FP. 1999. Selection and characterization of human cytochrome P450 1A2 mutants with altered catalytic properties. Biochemistry 38:5283-5289.
    • (1999) Biochemistry , vol.38 , pp. 5283-5289
    • Parikh, A.1    Josephy, P.D.2    Guengerich, F.P.3
  • 30
  • 31
    • 19544365689 scopus 로고    scopus 로고
    • Residue 234 in glutathione transferase T1-1 plays a pivotal role in the catalytic activity and the selectivity against alternative substrates
    • Shokeer A, Larsson AK, Mannervik B. 2005. Residue 234 in glutathione transferase T1-1 plays a pivotal role in the catalytic activity and the selectivity against alternative substrates. Biochem J 388:387-392.
    • (2005) Biochem J , vol.388 , pp. 387-392
    • Shokeer, A.1    Larsson, A.K.2    Mannervik, B.3
  • 32
    • 1642454573 scopus 로고    scopus 로고
    • Human acetyl CoA:arylamine N-acetyltransferase variants generated by random mutagenesis
    • Summerscales JE, Josephy PD. 2004. Human acetyl CoA:arylamine N-acetyltransferase variants generated by random mutagenesis. Mol Pharmacol 65:220-226.
    • (2004) Mol Pharmacol , vol.65 , pp. 220-226
    • Summerscales, J.E.1    Josephy, P.D.2
  • 33
    • 33646882130 scopus 로고    scopus 로고
    • Histidine tag fusion increases expression levels of active recombinant amelogenin in Escherichia coli
    • Svensson J, Andersson C, Reseland JE, Lyngstadaas P, Bülow L. 2006. Histidine tag fusion increases expression levels of active recombinant amelogenin in Escherichia coli. Protein Expr Purif 48:134-141.
    • (2006) Protein Expr Purif , vol.48 , pp. 134-141
    • Svensson, J.1    Andersson, C.2    Reseland, J.E.3    Lyngstadaas, P.4    Bülow, L.5
  • 34
    • 0019381921 scopus 로고
    • Mutagenicity and cytotoxicity of haloethanes as studied in the CHO/HGPRT system
    • Tan EL, Hsie AW. 1981. Mutagenicity and cytotoxicity of haloethanes as studied in the CHO/HGPRT system. Mutat Res 90:183-191.
    • (1981) Mutat Res , vol.90 , pp. 183-191
    • Tan, E.L.1    Hsie, A.W.2
  • 35
    • 28844438404 scopus 로고    scopus 로고
    • Structural basis of the suppressed catalytic activity of wild-type human glutathione transferase T1-1 compared to its W234R mutant
    • Tars K, Larsson AK, Shokeer A, Olin B, Mannervik B, Kleywegt GJ. 2006. Structural basis of the suppressed catalytic activity of wild-type human glutathione transferase T1-1 compared to its W234R mutant. J Mol Biol 355:96-105.
    • (2006) J Mol Biol , vol.355 , pp. 96-105
    • Tars, K.1    Larsson, A.K.2    Shokeer, A.3    Olin, B.4    Mannervik, B.5    Kleywegt, G.J.6
  • 36
    • 0027321555 scopus 로고
    • Expression of mammalian glutathione S-transferase 5-5 in Salmonella typhimurium TA1535 leads to base-pair mutations upon exposure to dihalomethanes
    • Thier R, Taylor JB, Pemble SE, Humphreys WG, Persmark M, Ketterer B, Guengerich FP. 1993. Expression of mammalian glutathione S-transferase 5-5 in Salmonella typhimurium TA1535 leads to base-pair mutations upon exposure to dihalomethanes. Proc Natl Acad Sci USA 90:8576-8580.
    • (1993) Proc Natl Acad Sci USA , vol.90 , pp. 8576-8580
    • Thier, R.1    Taylor, J.B.2    Pemble, S.E.3    Humphreys, W.G.4    Persmark, M.5    Ketterer, B.6    Guengerich, F.P.7
  • 37
    • 0029947171 scopus 로고    scopus 로고
    • Human glutathione S-transferase T1-1 enhances mutagenicity of 1,2-dibromoethane, dibromomethane and 1,2,3,4-diepoxybutane in Salmonella typhimurium
    • Thier R, Pemble SE, Kramer H, Taylor JB, Guengerich FP, Ketterer B. 1996. Human glutathione S-transferase T1-1 enhances mutagenicity of 1,2-dibromoethane, dibromomethane and 1,2,3,4-diepoxybutane in Salmonella typhimurium. Carcinogenesis 17:163-166.
    • (1996) Carcinogenesis , vol.17 , pp. 163-166
    • Thier, R.1    Pemble, S.E.2    Kramer, H.3    Taylor, J.B.4    Guengerich, F.P.5    Ketterer, B.6
  • 38
    • 0034534421 scopus 로고    scopus 로고
    • Glutathione conjugation as a bioactivation reaction
    • van Bladeren PJ. 2000. Glutathione conjugation as a bioactivation reaction. Chem Biol Interact 129:61-76.
    • (2000) Chem Biol Interact , vol.129 , pp. 61-76
    • Van Bladeren, P.J.1


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