3P-Postlabelling of diastereomeric 7-alkylguanine adducts of butadiene monoepoxide

Carcinogenesis

Volumn 17, Issue 6, 1996, Pages 1297-1303

  Kumar, Rajiv ^a   Vodicka, Pavel ^b   Koivisto, Pertti ^c   Peltonen, Kimmo ^c   Hemminki, Kari ^a  

^a KAROLINSKA INSTITUTE   (Sweden)

^b INSTITUTE OF EXPERIMENTAL MEDICINE   (Czech Republic)

^c FINNISH INSTITUTE OF OCCUPATIONAL HEALTH   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

1,2 EPOXY 3 BUTENE; 1,3 BUTADIENE DERIVATIVE; DEOXYGUANOSINE PHOSPHATE; PHOSPHORUS 32; POLYNUCLEOTIDE 5' HYDROXYL KINASE; UNCLASSIFIED DRUG; 2' DEOXYGUANOSINE 3' PHOSPHATE; 2'-DEOXYGUANOSINE 3'-PHOSPHATE; 3,4-EPOXY-1-BUTENE; DNA; EPOXIDE; MUTAGENIC AGENT; PHOSPHORUS;

ARTICLE; CONTROLLED STUDY; DIASTEREOISOMER; DNA ADDUCT; DNA MODIFICATION; ENZYME ACTIVE SITE; HALF LIFE TIME; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOMER; ISOTOPE LABELING; MOLECULAR MODEL; NONHUMAN; PRIORITY JOURNAL; STEREOCHEMISTRY; ANIMAL; BINDING SITE; BIOSYNTHESIS; CHEMICAL STRUCTURE; DRUG EFFECT; ISOLATION AND PURIFICATION; MALE; METABOLISM; PHOSPHORYLATION; SALMON; STEREOISOMERISM;

ANIMALS; BINDING SITES; DEOXYGUANINE NUCLEOTIDES; DNA; DNA ADDUCTS; EPOXY COMPOUNDS; HALF-LIFE; ISOTOPE LABELING; MALE; MODELS, MOLECULAR; MUTAGENS; PHOSPHORUS RADIOISOTOPES; PHOSPHORYLATION; POLYNUCLEOTIDE 5'-HYDROXYL-KINASE; SALMON; STEREOISOMERISM;

EID: 0029666307     PISSN: 01433334     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (43)

1. 32P-labelling test for DNA damage. Proc. Natl Acad. Sci. USA, 78, 6126-6129.
2. 32P-postlabelling. Basic Life Sci. , 53, 13-32.
3. 32Ppostlabelling assay. Carcinogenesis, 13, 1053-1074.
4. 32P-postlabelling analysis of DNA adducts in humans: adduct distribution and method improvement. Mutat. Res. , 313, 269-276.
5. 32P-postlabelling of 7-methylguanine levels in white blood cell DNA of healthy individuals and cancer patients treated with dacarbazine. Human data and method development for 7-alkylguanines. Carcinogenesis, 12, 1423-1431.
6. 32P-postlabelling. Carcinogenesis, 15, 1949-1953.
7. Hemminki. K. , Widlak. P. and Hou, S. -M. (1995) DNA adducts caused by tamoxifene and toremifene in human microsomal system and lymphocytes in vitro. Carcinogenesis, 16, 1661-1664.
8. Nath, R. G. and Chung, F-L. (1994) Detection of exocyclic 1, N2-propanodeoxyguanosine adducts as DNA lesions in rodents and humans. Proc. Natl Acad. Sci. USA, 91, 7491-7495.
9. 32P-postlabelling method for the detection of 7-alkylguanine adducts formed by the reaction of different 1, 2-alkyl epoxides with DNA. Carcinogenesis, 16, 483-489.
10. 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 (olefins) in the rat. Carcinogenesis. 16, 1603-1609.
11. 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: Assessments of Health Hazards, IARC Scientific Publications no. 127, IARC, Lyon, pp. 3-14.
12. Neagu, l. , Koivisto, P. , Neagu, C. , Kostiainen, R. , Stenby, K. and Peltonen. K. (1995) Butadiene monoepoxide and deoxyguanosine alkylation products at the N7-position. Carcinogenesis, 16, 1809-1813.
13. Citti, L. , Gervasi. G. , Turchi. G. , Bellucci. G. and Bianchini. R. (1984) The reaction of 3, 4-epoxy-l-butene with deoxyguanosine and DNA in vitro: synthesis and characterization of the main adducts. Carcinogenesis. 5, 47-52.
14. 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-silca column. J. Chromatogr. , 710, 237-241.
15. Pellizzari, E. D. , Michael, L. C. , Thomas. K. W. , Shields, P. G. and Harris. C. (1995) Identification of 1, 3-butadiene, benzene and other volatile organics from wok oil emissions. J. Exposure Anal. Environ. Epidemiology, 5, 77-87.
16. Shields, P. G. , Xu. G. X. , Blot. WJ. , Fraumeni, J. F. Jr, Trivers, G. E. , Pellizzari, E. D. , Qu, Y. H. , Gao, Y. T. and Harris, C. (1995) Mutagens from heated Chinese and US cooking oils. J. Natl Cancer Inst. , 87, 836-841
17. Huff, J. , Melnick, R. , Solleveld. H. , HazemanJ. , Powers. M. and Miller. R. (1985) Multiple organ carcinogenecity of 1 , 3-butadiene in B6C3F1 mice after 60 weeks of inhalation exposure. Science, 227, 548-549.
18. Melnick. R. , Huff, J. , Chan, B. and Miller. R. (1990) Carcinogenecity of 1, 3-butadiene in C57BL/6 X C3HF1 mice at low exposure concentrations. Cancer Res. , 50, 6592-6599.
19. Jacobson-Kram, D. and Rosenthal, S. L. (1995) Molecular and genetic toxicology of 1, 3-butadiene. Mutat. Res. , 339, 121-30.
20. Recio, L. and Meyer, K. G. (1995) Increased frequency of mutations at A:T base pairs in the bone marrow of B6C3FI lacl transgenic mice exposed to 1, 3-butadiene. Environ. Mol. Mutagenesis, 26, 1-8.
21. Duescher, R. J. and Elfarra, A. A. (1994) Human liver microsomes are efficient catalysts of 1, 3-butadiene oxidation: evidence for major roles by cytochromes P450 2A6 and 2EI. Arch. Biochim. Biophys. , 311, 342-349.
22. Thornton-Manning, J. R. , Dahl, A. R. , Bechtold, W. E. , Griffith. W. C. Jr and Henderson, R. F. (1995) Disposition of butadiene monoepoxide and butadiene diepoxide in various tissues of rats and mice following a low level inhalation exposure to 1, 3-butadiene. Carcinogenesis, 16, 1723-31.
23. Maniglier-Poulet, C, Cheng, X. , Ruth, J. A. and Ross, D. (1995) Metabolism of 1, 3-butadiene to butadiene monoepoxide in mouse and human bone marrow cells. Chem. -Biol. Interactions, 97, 119-129.
24. Cochrane, J. E. and Skopek. T. R. (1994) Mulagenicity of butadiene and its epoxide metabolites: I. Mutagenicity potential of 1, 2-epoxybutene, 1, 2, 3, 4-diepoxybutane and 3, 4-epoxy-l, 2-butanediol in cultured human lymphoblasts. Carcinogenesis, 15, 713-717.
25. Cochrane, J. E. and Skopek. T. R. (1994) Mutagenicity of butadiene and its epoxide metabolites: II. Mutational spectra of butadiene, 1, 2-epoxybutene and diepoxybutane at hprt locus in splenic T-cells from exposed B6C3FI mice. Carcinogenesis, 15, 719-723.
26. Neagu, J. , Koivisto. P. , Neagu. C. , Kaltia. S. , Kostiainen. R. and Peltonen. K. (1994) Alkylation of purine bases with 3, 4-epoxy-l-butene, a reactive metabolite of 1, 3-butadiene. In Hemminki. K. , Dipple. A. , Shuker. D. E. G. , Kadlubar, F. F. , Segerbäck. D. and Bartsch. H. (eds), DNA AdductsIdentification and Biological Significance, IARC Scientific Publications no. 125, IARC, Lyon, pp. 419-422.
27. 32P-postlabelling. Carcinogenesis, 15, 1903-10.
28. 32P-postlabelling of an adenine adduct formed by diepoxybutane. In Sors, M. , Peltonen. K. , Vainio. H. and Hemminki. K. (eds). Butadiene and Styrene: Assessments of Health Hazards, IARC Scientific Publications no. 127, IARC, Lyon, pp. 143-150.
29. 32P-postlabelling of DNA adducts formed after exposure to epoxybutene and diepoxybutane. In Phillips. D. H. , Castegnaro, M. and Bartsch, H. (eds), Postlabelling Methods for Detection of DNA Adducts. IARC Scientific Publications no. 124, IARC, Lyon, pp. 211-282.
30. 66-adenine adducts. Carcinogenesis, 16, 2999- 3007.
31. 32-P-postlabelling and HPLC. Environ. Health Perspect. , in press.
32. 32P-postlabelling. In Gledhill, B. L. and Mauro, F. (eds). New Horizons in Biological Dosimetry, Wiley-Liss. New York, pp. 219-228.
33. 32P-postlabelling assay. Carcinogenesis, 14, 2463-2469.
34. 32P-postlabelling. Carcinogenesis, 16, 113-116.
35. 4-infected Escherichia coli B). Biochemical J. , 199, 273-276.
36. Fontanel, M. -L. , Bazin, H. and Téoule, R. (1994) Sterical recognition by T4 polynucleotide kinase of non nucleosidic moieties 5′-attached to oligonucleotides. Nucleic Acids Res. , 22, 2022-2027.
37. 32P-postlabelling assay. Carcinogenesis, 10, 1557-1559.
38. Randerath, K. , Gupta. K. P. and van Golen, K. L. (1993) Altered fidelity of a nucleic acid modifying enzyme, T4 polynucleotide kinase, by safrole induced DNA damage. Carcinogenesis, 14, 1523-1529.
39. 32P-postlabeling reaction using N1, N2 and C8 modified deoxyguanosine 3′-monophosphates as substrates. Chem. -Biol. Interactions, 77, 51-61.
40. Soltis, D. A. and Uhlenbeck. O. C. (1982) Independent locations of kinase and 3′-phosphatase activities on T4 polynucleotide kinase. J. Biol. Chem. , 257, 11340-11345.
41. Sprinkle, T. J. , Tippins, R. B. and Kestler. D. P. (1987) Inhibition of bovine and human brain 2′, 3′-cyclic nucleotide-3′-phosphodiesterase by heparin and polyribonucleotides and evidence for an associated 5′-polynucleotide kinase activity. Biochem. Biophys. Res. Commun. , 145, 686-691.
42. Midgley, C. A. and Murray. N. E. (1985) T4 polynucleotide kinase; cloning of the gene (pseT) and amplification of its product. EMBO J. , 4, 2695-2703.
43. Kumar, R. and Hemminki. K. (1996) Separation of 7-methyl- and 7-(2-hydroxyethyl)-guanine adducts in human DNA samples using a combination of TLC and HPLC. Carcinogenesis, 17, 485-492.