DNA adducts in mouse testis and lung after inhalation exposure to 1,3- butadiene

Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis

Volumn 397, Issue 1, 1998, Pages 3-10

  Koivisto, Pertti ^a   Adler, Ilse Dore ^b   Pacchierotti, Francesca ^c   Peltonen, Kimmo ^a  

^a FINNISH INSTITUTE OF OCCUPATIONAL HEALTH   (Finland)

^b INSTITUTE OF EPIDEMIOLOGY   (Germany)

^c ENEA   (Italy)

Author keywords

1,3 Butadiene; Adduct; DNA; Enantiomer; Metabolism; Postlabeling

Indexed keywords

1,3 BUTADIENE;

ANIMAL EXPERIMENT; ARTICLE; CHEMICAL MUTAGENESIS; DNA ADDUCT; DNA REPAIR; DOSE RESPONSE; DRUG DNA BINDING; INDUSTRIAL WASTE; LUNG TOXICITY; MOUSE; NONHUMAN; PRIORITY JOURNAL;

ALKYLATION; ANIMALS; BIOLOGICAL MARKERS; BUTADIENES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DNA ADDUCTS; DNA REPAIR; ENVIRONMENTAL POLLUTION; EPOXY COMPOUNDS; GERM CELLS; GUANINE; LUNG; MALE; MICE; MOLECULAR STRUCTURE; MUTAGENS; STEREOISOMERISM; TESTIS;

ANIMALIA;

EID: 2142743415     PISSN: 00275107     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0027-5107(97)00190-5     Document Type: Article

References (30)

1. ECETOC, 1,3-Butadiene. Special Report No. 1, European Centre for Ecotoxicology and Toxicology of Chemicals, 1993, pp. 1-111.
2. J. Fajen, R. Lundsford, D. Roberts, Industrial exposure to 1,3-butadiene monomer, polymer and end-user industries, in: M. Sorsa, K. Peltonen, H. Vainio, K. Hemminki (Eds.), Butadiene and Styrene: Assessment of Health Hazards, IARC Scientific Publications No. 127, Lyon, France, 1993, pp. 3-14.
3. Peltonen K., Vaaranrinta R. Sampling and analysis of 1,3-butadiene in air by gas chromatography on a porous-layer open-tubular fused-silica column. J. Chromatogr. A. 710:1995;237-241.
4. M. Sorsa, K. Peltonen, Nordic Expert Group for Criteria Documentation of Health Risks from Chemicals, 113. 1,3-Butadiene. Arbete och Hälsa vetenskaplig skriftserie, 36, 1994.
5. Sorsa M., Peltonen K., Anderson D., Demopoulos N.A., Neumann H.-G., Osterman-Golkar S. Assessment of environmental and occupational exposures to butadiene as a model for risk estimation of petrochemical emissions. Mutagenesis. 11:1996;9-17.
6. Wistuba D., Nowotny H.-P., Träger O., Schurig V. 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. 1:1989;127-136.
7. Wistuba D., Schurig V. Complementary epoxide hydrolase vs. glutathion S-transferase-catalyzed kinetic resolution of simple aliphatic oxiranes-complete regio- and enantioselective hydrolysis of cis-2-ethyl-3-methyloxirane. Angew. Chem. Int. Ed. Engl. 25:1986;1032-1034.
8. Bellucci G., Chiappi C., Conti L., Marioni F., Pierini G. Substrate enantioselection in the microsomal epoxide hydrolase catalyzed hydrolysis of monosubstituted oxiranes. Effect of branching of alkyl chains. J. Org. Chem. 54:1989;5978-5983.
9. Wistuba D., Schurig V. Enantio- and regioselectivity in the epoxide-hydrolase catalyzed ring opening of simple aliphatic oxiranes. Part I: Monoalkylsubstituted oxiranes Chirality. 4:1992;178-184.
10. Wistuba D., Träger O., Schurig V. Enantio- and regioselectivity in the epoxide-hydrolase-catalyzed ring opening of simple aliphatic oxiranes. Part II: Dialkyl- and trialkylsubstituted oxiranes Chirality. 4:1992;185-192.
11. Levin W., Buening M.K., Wood A.W., Chang R.L., Kedzierski B., Thakker D.R., Boyd D.R., Gadaginamath G.S., Armstrong R.N., Yagi H., Karle J.M., Slaga T.J., Jerina D.M., Conney A.H. An enantiomeric interaction in the metabolism and tumorigenicity of (+)- and (-)-benzo(a)pyrene 7,8-oxide. J. Biol. Chem. 255:1980;9067-9074.
12. Seiler J.P. Chirality-dependent DNA reactivity as the possible cause of the differential mutagenicity of the two components in an enantiomeric pair of epoxides. Mutation Res. 245:1990;165-169.
13. van Zeeland A., Groot A., Neuhäuser-Klaus A. DNA adduct formation in mouse testis by ethylating agents: a comparison with germ-cell mutagenesis. Mutation Res. 231:1990;55-62.
14. Walker V., Fennel T., Upton P., Skopek T., Prevost V., Shuker D., Swenberg J. Molecular dosimetry of ethylene oxide: formation and persistence of 7-(2-hydroxyethyl)guanine in DNA following repeated exposure of rats and mice. Cancer Res. 52:1992;4328-4334.
15. Poirier M., Reed E., Litterst C., Kaz D., Gupta S. Persistence of platinum-ammine-DNA adducts in gonads and kidneys of rats and multiple tissues from cancer patients. Cancer Res. 52:1992;149-153.
16. Blommaert F., Michael C., van Dijk-Knijnenburg H., Schornagel J., den Engelse L., Fichtinger-Schepman A. The formation and persistence of carboplatin-DNA adducts in rats. Cancer Chemother. Pharmacol. 38:1996;273-280.
17. I. Neagu, P. Koivisto, C. Neagu, S. Kaltia, R. Kostiainen, K. Peltonen, Alkylation of purine bases with 3,4-epoxy-1-butene, a reactine metabolite of 1,3-butadiene, in: K. Hemminki, A. Dipple, D.E.G. Shuker, F.F. Kadlubar, D. Segerbäck, H. Bartsch (Eds.), DNA-adducts: Identification and Biological Significance, IARC Scientific Publications No. 125, Lyon, 1994.
18. Neagu I., Koivisto P., Neagu C., Kostiainen R., Stenby K., Peltonen K. Butadiene monoxide and deoxyguanosine alkylation products at the N7-position. Carcinogenesis. 16:1995;1809-1813.
19. 6-adenine adducts. Carcinogenesis. 16:1995;2999-3007.
20. 32P-Postlabeling/HPLC assay reveals an enantioselective adduct formation in N7 guanine residues in vivo after 1,3-butadiene inhalation exposure. Carcinogenesis. 18:1997;439-443.
21. 32P-postlabelling of diastereomeric 7-alkylguanine adducts of butadiene monoepoxide. Carcinogenesis. 17:1996;1297-1303.
22. O.E. Albrecht, J.G. Filser, H.-G. Neumann, Biological monitoring of 1,3-butadiene: species differences in haemoglobin binding in rat and mouse, in: M. Sorsa, K. Peltonen, H. Vainio, K. Hemminki (Eds.), Butadiene and Styrene: Assessment of Health Hazards, IARC Scientific Publications No. 127, International Agency for Research on Cancer, Lyon, 1993, pp. 135.
23. Citti L., Gervasi G., Turchi G., Bellucci G., Bianchini R. The reaction of 3,4-epoxy-1-butene with deoxyguanosine and DNA in vitro: synthesis and characterization of the main adducts. Carcinogenesis. 5:1984;47-52.
24. 2-, and N7-guanosine adducts of butadiene monoxide. Chem. Res. Toxicol. 9:1996;126-132.
25. 32P-postlabeling. Environ. Health Perspect. 104:1996;655-657.
26. Solomon J., Mukai F., Fedyk J., Segal A. Reactions of propylene oxide with 2′-deoxynucleosides and in vitro with calf thymus DNA. Chem. Biol. Interact. 67:1988;275-294.
27. Latif F., Moschel R.C., Hemminki K., Dipple A. Styrene oxide as a stereochemical probe for the mechanisms of aralkylation at different sites on guanosine. Chem. Res. Toxicol. 1:1988;364.
28. Osterlind A. Diverging trends in incidence and mortality of testicular cancer in Denmark, 1943-1982. Br. J. Cancer. 53:1986;501-505.
29. Brown L., Pottern L., Hoover R., Devesa S., Aselton P., Flannery J. Testicular cancer in the United States: trends in incidence and mortality. Int. J. Epidemiol. 15:1986;164-170.
30. T. Hakulinen, A. Andersen, B. Malker, E. Pukkala, G. Schou, H. Tulinius, Trends in cancer incidence in the Nordic countries, Acta Pathol. Microbiol. Immunol. Scand, suppl. 288, (1986) 1-68 pp.