메뉴 건너뛰기




Volumn 18, Issue 2, 1997, Pages 439-443

32P-Postlabelling/HPLC assay reveals an enantioselective adduct formation in N7 guanine residues in vivo after 1,3-butadiene inhalation exposure

Author keywords

[No Author keywords available]

Indexed keywords

1,3 BUTADIENE; DNA; GUANINE; PHOSPHORUS 32; 1,3 BUTADIENE DERIVATIVE; 1,3-BUTADIENE; CARCINOGEN; DRUG DERIVATIVE; MUTAGENIC AGENT; PHOSPHORUS;

EID: 0031284665     PISSN: 01433334     EISSN: None     Source Type: Journal    
DOI: 10.1093/carcin/18.2.439     Document Type: Article
Times cited : (34)

References (37)
  • 1
    • 0001835122 scopus 로고
    • Industrial exposure to 1,3-butadiene monomer, polymer and end-user industries
    • Sorsa, M., Peltonen, K., Vainio, H. and Hemminki, K. (eds). IARC Scientific Publication no. 127, International Agency for Research on Cancer, Lyon, France
    • Fajen, J., Lundsford, R. and Roberts, D. (1993) Industrial exposure to 1,3-butadiene monomer, polymer and end-user industries. In Sorsa, M., Peltonen, K., Vainio, H. and Hemminki, K. (eds), Butadiene and Styrene: Assessment of Health Hazards. IARC Scientific Publication no. 127, International Agency for Research on Cancer, Lyon, France, pp. 3-14.
    • (1993) Butadiene and Styrene: Assessment of Health Hazards , pp. 3-14
    • Fajen, J.1    Lundsford, R.2    Roberts, D.3
  • 2
    • 0029050974 scopus 로고
    • Sampling and analysis of 1,3-butadiene in air by gas chromatography on a porous-layer open-tubular fused-silica column
    • Peltonen, K. and Vaaranrinta, R. (1995) Sampling and analysis of 1,3-butadiene in air by gas chromatography on a porous-layer open-tubular fused-silica column. J. Chromatogr. A, 710, 237-241.
    • (1995) J. Chromatogr. A , vol.710 , pp. 237-241
    • Peltonen, K.1    Vaaranrinta, R.2
  • 3
    • 0003369213 scopus 로고
    • Nordic Expert Group for Criteria Documentation of Health Risks from Chemicals. 113. 1,3-Butadiene
    • Sorsa, M. and Peltonen, K. (1994) Nordic Expert Group for Criteria Documentation of Health Risks from Chemicals. 113. 1,3-Butadiene. Arbete Hälsa Vetensk. Skrift., 36, 1-7.
    • (1994) Arbete Hälsa Vetensk. Skrift. , vol.36 , pp. 1-7
    • Sorsa, M.1    Peltonen, K.2
  • 4
    • 0030069679 scopus 로고    scopus 로고
    • Assessment of environmental and occupational exposures to butadiene as a model for risk estimation of petrochemical emissions
    • Sorsa, M., Peltonen, K., Anderson, D., Demopoulos, N.A., Neumann, H.-G. and Osterman-Golkar, S. (1996) Assessment of environmental and occupational exposures to butadiene as a model for risk estimation of petrochemical emissions. Mutagenesis, 11, 9-17.
    • (1996) Mutagenesis , vol.11 , pp. 9-17
    • Sorsa, M.1    Peltonen, K.2    Anderson, D.3    Demopoulos, N.A.4    Neumann, H.-G.5    Osterman-Golkar, S.6
  • 5
    • 0025155368 scopus 로고
    • Analysis of 1,3-butadiene and other selected gas-phase components in cigarette mainstream and sidestream smoke by gas chromatography-mass selective detection
    • Brunnemann, K.D., Kagan, M.R., Cox, J.E. and Hoffman, D. (1990) Analysis of 1,3-butadiene and other selected gas-phase components in cigarette mainstream and sidestream smoke by gas chromatography-mass selective detection. Carcinogenesis, 11, 1863-1868.
    • (1990) Carcinogenesis , vol.11 , pp. 1863-1868
    • Brunnemann, K.D.1    Kagan, M.R.2    Cox, J.E.3    Hoffman, D.4
  • 7
    • 0023262639 scopus 로고
    • Inhalation toxicity studies with 1,3-butadiene. 3. Two year toxicity/carcinogenicity study in rats
    • Owen, P.E., Glaister, J.R., Gaunt, I.F. and Pullinger, D.H. (1987) Inhalation toxicity studies with 1,3-butadiene. 3. Two year toxicity/carcinogenicity study in rats. Am. Indust. Hyg. Ass. J., 48, 407-413.
    • (1987) Am. Indust. Hyg. Ass. J. , vol.48 , pp. 407-413
    • Owen, P.E.1    Glaister, J.R.2    Gaunt, I.F.3    Pullinger, D.H.4
  • 8
    • 0025040276 scopus 로고
    • Symposium overview: Toxicology, carcinogenesis, and human health aspects of 1,3-butadiene
    • Melnick, R.L., Huff, J.E., Bird, M.G. and Acquavella, J.F. (1990) Symposium overview: toxicology, carcinogenesis, and human health aspects of 1,3-butadiene. Environ. Hlth Perspect., 86, 3-5.
    • (1990) Environ. Hlth Perspect. , vol.86 , pp. 3-5
    • Melnick, R.L.1    Huff, J.E.2    Bird, M.G.3    Acquavella, J.F.4
  • 9
    • 0024841513 scopus 로고
    • Cytochrome P-450-catalyzed asymmetric epoxidation of simple prochiral and chiral aliphatic alkenes: Species dependence and effect of enzyme induction on enantioselective oxirane formation
    • Wistuba, D., Nowotny, H.-P., Träger, O. and Schurig, V. (1989) Cytochrome P-450-catalyzed asymmetric epoxidation of simple prochiral and chiral aliphatic alkenes: species dependence and effect of enzyme induction on enantioselective oxirane formation. Chirality, 1, 127-136.
    • (1989) Chirality , vol.1 , pp. 127-136
    • Wistuba, D.1    Nowotny, H.-P.2    Träger, O.3    Schurig, V.4
  • 10
    • 0022811029 scopus 로고
    • Complementary epoxide hydrolase vs glutathione S-transferase-catalyzed kinetic resolution of simple aliphatic oxiranes - Complete regio- and enantioselective hydrolysis of cis-2-ethyl-3-methyloxirane
    • Wistuba, D. and Schurig, V. (1986) Complementary epoxide hydrolase vs glutathione S-transferase-catalyzed kinetic resolution of simple aliphatic oxiranes - complete regio- and enantioselective hydrolysis of cis-2-ethyl-3-methyloxirane. Angew. Chem. Int. Edn English, 25, 1032-1034.
    • (1986) Angew. Chem. Int. Edn English , vol.25 , pp. 1032-1034
    • Wistuba, D.1    Schurig, V.2
  • 11
    • 0000606437 scopus 로고
    • Substrate enantioselection in the microsomal epoxide hydrolase catalyzed hydrolysis of monosubstituted oxiranes. Effect of branching of alkyl chains
    • Bellucci, G., Chiappi, C., Conti, L., Marioni, F. and Pierini, G. (1989) Substrate enantioselection in the microsomal epoxide hydrolase catalyzed hydrolysis of monosubstituted oxiranes. Effect of branching of alkyl chains. J. Org. Chem., 54, 5978-5983.
    • (1989) J. Org. Chem. , vol.54 , pp. 5978-5983
    • Bellucci, G.1    Chiappi, C.2    Conti, L.3    Marioni, F.4    Pierini, G.5
  • 12
    • 0026694205 scopus 로고
    • Enantio- and regioselectivity in the epoxide-hydrolase-catalyzed ring opening of simple aliphatic oxiranes. Part I: Monoalkylsubstituted oxiranes
    • Wistuba, D. and Schurig, V. (1992) Enantio- and regioselectivity in the epoxide-hydrolase-catalyzed ring opening of simple aliphatic oxiranes. Part I: Monoalkylsubstituted oxiranes. Chirality, 4, 178-184.
    • (1992) Chirality , vol.4 , pp. 178-184
    • Wistuba, D.1    Schurig, V.2
  • 13
    • 0026647474 scopus 로고
    • Enantio- and regioselectivity in the epoxide-hydrolase-catalyzed ring opening of simple aliphatic oxiranes. Part II: Dialkyl- and trialkylsubstituted oxiranes
    • Wistuba, D., Träger, O. and Schurig, V. (1992) Enantio- and regioselectivity in the epoxide-hydrolase-catalyzed ring opening of simple aliphatic oxiranes. Part II: Dialkyl- and trialkylsubstituted oxiranes. Chirality, 4, 185-192.
    • (1992) Chirality , vol.4 , pp. 185-192
    • Wistuba, D.1    Träger, O.2    Schurig, V.3
  • 14
    • 0019198422 scopus 로고
    • An enantiomeric interaction in the metabolism and tumorigenicity of (+)- and (-)-benzo(a)pyrene 7,8-oxide
    • Levin, W. et al. (1980) An enantiomeric interaction in the metabolism and tumorigenicity of (+)- and (-)-benzo(a)pyrene 7,8-oxide. J. Biol. Chem., 255, 9067-9074.
    • (1980) J. Biol. Chem. , vol.255 , pp. 9067-9074
    • Levin, W.1
  • 15
    • 0025048624 scopus 로고
    • Chirality-dependent DNA reactivity as the possible cause of the differential mutagenicity of the two components in an enantiomeric pair of epoxides
    • Seiler, J.P. (1990) Chirality-dependent DNA reactivity as the possible cause of the differential mutagenicity of the two components in an enantiomeric pair of epoxides. Mutat. Res., 245, 165-169.
    • (1990) Mutat. Res. , vol.245 , pp. 165-169
    • Seiler, J.P.1
  • 16
    • 0021684714 scopus 로고
    • Characterization and quantitation of 3-alkylthymidines from reactions of mutagenic propylene oxides with thymidine
    • Djuric, Z. and Sinsheimer, J. (1984) Characterization and quantitation of 3-alkylthymidines from reactions of mutagenic propylene oxides with thymidine. Chemico-Biol. Interact., 52, 243-253.
    • (1984) Chemico-Biol. Interact. , vol.52 , pp. 243-253
    • Djuric, Z.1    Sinsheimer, J.2
  • 17
    • 0022500674 scopus 로고
    • Reactivity of mutagenic propylene oxides with deoxynucleosides and DNA
    • Djuric, Z., Hooberman, B., Rosman, L. and Sinsheimer, J. (1986) Reactivity of mutagenic propylene oxides with deoxynucleosides and DNA. Environ. Mutagen., 8, 369-383.
    • (1986) Environ. Mutagen. , vol.8 , pp. 369-383
    • Djuric, Z.1    Hooberman, B.2    Rosman, L.3    Sinsheimer, J.4
  • 18
    • 0023787141 scopus 로고
    • Reactions of propylene oxide with 2′-deoxynucleosides and in vitro with calf thymus DNA
    • Solomon, J., Mukai, F., Fedyk, J. and Segal, A. (1988) Reactions of propylene oxide with 2′-deoxynucleosides and in vitro with calf thymus DNA. Chemico-Biol. Interact., 67, 275-294.
    • (1988) Chemico-Biol. Interact. , vol.67 , pp. 275-294
    • Solomon, J.1    Mukai, F.2    Fedyk, J.3    Segal, A.4
  • 19
    • 0003392592 scopus 로고
    • Hemminki, K., Dipple, A., Shuker, D.E.G., Kadlubar, F.F., Segerbäck, D. and Bartsch, H. (eds). IARC Scientific Publication no. 125, International Agency for Research on Cancer, Lyon, France
    • Neagu, I., Koivisto, P., Neagu, C., Kaltia, S., Kostiainen, R. and Peltonen, K. (1994) In Hemminki, K., Dipple, A., Shuker, D.E.G., Kadlubar, F.F., Segerbäck, D. and Bartsch, H. (eds), DNA Adducts: Identification and Biological Significance. IARC Scientific Publication no. 125, International Agency for Research on Cancer, Lyon, France.
    • (1994) DNA Adducts: Identification and Biological Significance
    • Neagu, I.1    Koivisto, P.2    Neagu, C.3    Kaltia, S.4    Kostiainen, R.5    Peltonen, K.6
  • 20
    • 0029084251 scopus 로고
    • Butadiene monoxide and deoxyguanosine alkylation products at the N7-position
    • Neagu, I., Koivisto, P., Neagu, C., Kostiainen, R., Stenby, K. and Peltonen, K. (1995) Butadiene monoxide and deoxyguanosine alkylation products at the N7-position. Carcinogenesis, 16, 1809-1813.
    • (1995) Carcinogenesis , vol.16 , pp. 1809-1813
    • Neagu, I.1    Koivisto, P.2    Neagu, C.3    Kostiainen, R.4    Stenby, K.5    Peltonen, K.6
  • 26
    • 0021338990 scopus 로고
    • The reaction of 3,4-epoxy-1-butene with deoxyguanosine and DNA in vitro: Synthesis and characterization of the main adducts
    • Citti, L., Gervasi, G., Turchi, G., Bellucci, G. and Bianchini, R. (1984) The reaction of 3,4-epoxy-1-butene with deoxyguanosine and DNA in vitro: synthesis and characterization of the main adducts. Carcinogenesis, 5, 47-52.
    • (1984) Carcinogenesis , vol.5 , pp. 47-52
    • Citti, L.1    Gervasi, G.2    Turchi, G.3    Bellucci, G.4    Bianchini, R.5
  • 27
    • 0030031796 scopus 로고    scopus 로고
    • 2-, and N7-guanosine adducts of butadiene monoxide
    • 2-, and N7-guanosine adducts of butadiene monoxide. Chem. Res. Toxicol., 9, 126-132.
    • (1996) Chem. Res. Toxicol. , vol.9 , pp. 126-132
    • Selzer, R.1    Elfarra, A.A.2
  • 28
    • 0024264870 scopus 로고
    • Styrene oxide as a stereochemical probe for the mechanisms of aralkylation at different sites on guanosine
    • Latif, F., Moschel, R.C., Hemminki, K. and Dipple, A. (1988) Styrene oxide as a stereochemical probe for the mechanisms of aralkylation at different sites on guanosine. Chem. Res. Toxicol., 1, 364.
    • (1988) Chem. Res. Toxicol. , vol.1 , pp. 364
    • Latif, F.1    Moschel, R.C.2    Hemminki, K.3    Dipple, A.4
  • 29
    • 0024395758 scopus 로고
    • Determination of 7-(2-hydroxyethyl)guanine with gas chromatography/mass spectrometry as a parameter for genotoxicity of ethylene oxide. Biological monitoring of exposure and the response at the subcellular level to toxic substance
    • Föst, U., Marczynski, B., Kasemann, R. and Peter, H. (1989) Determination of 7-(2-hydroxyethyl)guanine with gas chromatography/mass spectrometry as a parameter for genotoxicity of ethylene oxide. Biological monitoring of exposure and the response at the subcellular level to toxic substance. Arch. Toxicol., 13 (suppl.), 250-253.
    • (1989) Arch. Toxicol. , vol.13 , Issue.SUPPL. , pp. 250-253
    • Föst, U.1    Marczynski, B.2    Kasemann, R.3    Peter, H.4
  • 30
    • 0027204793 scopus 로고
    • Molecular dosimetry of DNA and hemoglobin adducts in mice and rats exposed to ethylene oxide
    • Walker, V.E., Fennell, T.R., Upton, B., MacNeela, J.P. and Swenberg, J. (1993) Molecular dosimetry of DNA and hemoglobin adducts in mice and rats exposed to ethylene oxide. Environ. Hlth Perspect., 99, 11-17.
    • (1993) Environ. Hlth Perspect. , vol.99 , pp. 11-17
    • Walker, V.E.1    Fennell, T.R.2    Upton, B.3    MacNeela, J.P.4    Swenberg, J.5
  • 31
    • 0028085657 scopus 로고
    • Comparison of various immunochemical assays for detection of ethylene oxide-DNA adducts with monoclonal antibodies against imidazole ring-opened N7-(2-hydroxyethyl)guanosine: Application in a biological monitoring study
    • Van Delft, J.H.M., van Winden, M.J.M., Luiten-Schuite, A., Ribeiro, L.R. and Baan, R.A. (1994) Comparison of various immunochemical assays for detection of ethylene oxide-DNA adducts with monoclonal antibodies against imidazole ring-opened N7-(2-hydroxyethyl)guanosine: application in a biological monitoring study. Carcinogenesis, 15, 1867-1873.
    • (1994) Carcinogenesis , vol.15 , pp. 1867-1873
    • Van Delft, J.H.M.1    Van Winden, M.J.M.2    Luiten-Schuite, A.3    Ribeiro, L.R.4    Baan, R.A.5
  • 33
    • 0028092965 scopus 로고
    • Comparison of blood concentrations of 1,3-butadiene and butadiene epoxides in mice and rats exposed to 1,3-butadiene by inhalation
    • Himmelstein, M.W., Turner, M.J., Asgharian, B. and Bond, J.A. (1994) Comparison of blood concentrations of 1,3-butadiene and butadiene epoxides in mice and rats exposed to 1,3-butadiene by inhalation. Carcinogenesis, 15, 1479-1486.
    • (1994) Carcinogenesis , vol.15 , pp. 1479-1486
    • Himmelstein, M.W.1    Turner, M.J.2    Asgharian, B.3    Bond, J.A.4
  • 34
    • 0028862511 scopus 로고
    • Gender differences in the metabolism of 1,3-butadiene in Sprague-Dawley rats following a low level inhalation exposure
    • Thornton-Manning, J.R., Dahl, A.R., Bechtold, W.E., Griffith, C., Jr, Pei, L. and Henderson, R.F. (1995) Gender differences in the metabolism of 1,3-butadiene in Sprague-Dawley rats following a low level inhalation exposure. Carcinogenesis, 16, 2875-2878.
    • (1995) Carcinogenesis , vol.16 , pp. 2875-2878
    • Thornton-Manning, J.R.1    Dahl, A.R.2    Bechtold, W.E.3    Griffith Jr., C.4    Pei, L.5    Henderson, R.F.6
  • 35
    • 0024306062 scopus 로고
    • Species differences in DNA damage by butadiene: Role of diepoxybutane
    • Jelitto, B., Vangala, R.R. and Laib, R.J. (1989) Species differences in DNA damage by butadiene: role of diepoxybutane. Arch. Toxicol., 13, 246-249.
    • (1989) Arch. Toxicol. , vol.13 , pp. 246-249
    • Jelitto, B.1    Vangala, R.R.2    Laib, R.J.3
  • 36
    • 0029010215 scopus 로고
    • Uptake, distribution, and formation of hemoglobin and DNA adducts after inhalation of C2-C8 1-alkenes (olefins) in the rat
    • Eide, I., Hagemann, R., Zahlsen, K., Tareke, E., Törnqvist, M., Kumar, R., Vodicka, P. and Hemminki, K. (1995) Uptake, distribution, and formation of hemoglobin and DNA adducts after inhalation of C2-C8 1-alkenes (olefins) in the rat. Carcinogenesis, 16, 1603-1609.
    • (1995) Carcinogenesis , vol.16 , pp. 1603-1609
    • Eide, I.1    Hagemann, R.2    Zahlsen, K.3    Tareke, E.4    Törnqvist, M.5    Kumar, R.6    Vodicka, P.7    Hemminki, K.8


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.