Characterization of the mutational profile of (+)-7 R ,8 S -dihydroxy-9 S ,10 R -epoxy-7,8,9,10-tetrahydrobenzo[ a ]pyrene at the hypoxanthine (guanine) phosphoribosyltransferase gene in repair-deficient Chinese hamster V-H1 cells

Carcinogenesis - Tập 20 Số 12 - Trang 2279-2286 - 1999
M. Schiltz1, Xiao Cui, Yingqing Lu, Haruhiko Yagi, D. M. JERINA, Małgorzata Z. Zdzienicka, Richard L. Chang, Allan H. Conney, S J Wei
1Laboratory for Cancer Research, Department of Chemical Biology, College of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA.

Tóm tắt

Từ khóa


Tài liệu tham khảo

Wei,S.-J.C., Chang,R.L., Wong,C.Q., Bhachech,N., Cui,X.X., Hennig,E., Yagi,H., Sayer,J.M., Jerina,D.M., Preston,B.D. and Conney,A.H. ( 1991 ) Dose-dependent differences in the profile of mutations induced by an ultimate carcinogen from benzo[ a ]pyrene. Proc. Natl Acad. Sci. USA , 88 , 11227 –11230.

Wei,S.-J.C., Chang,R.L., Bhachech,N., Cui,X.X., Merkler,K.A., Wong,C.Q., Hennig,E., Yagi,H., Jerina,D.M. and Conney,A.H. ( 1993 ) Dose-dependent differences in the profile of mutations induced by (+)-7R,8S-dihydroxy-9S,10R-epoxy-7,8,9,10-tetrahydrobenzo[ a ]pyrene in the coding region of the hypoxanthine (guanine) phosphoribosyltransferase gene in Chinese hamster V-79 cells. Cancer Res. , 53 , 3294 –3301.

Hennig,E., Conney,A.H. and Wei,S.-J.C. ( 1995 ) Characterization of hprt splicing mutations induced by the ultimate carcinogenic metabolite of benzo[ a ]pyrene in Chinese hamster V-79 cells. Cancer Res. , 55 , 1550 –1558.

Wei,S.-J.C., Chang,R.L., Cui,X.X., Merkler,K.A., Wong,C.Q., Yagi,H., Jerina,D.M. and Conney,A.H. ( 1996 ) Dose-dependent differences in the mutational profiles of (–)-(1R,2S,3S,4R)-3,4-dihydroxy-1,2-epoxy-1,2,3,4-tetrahydrobenzo[ c ]phenanthrene and its less carcinogenic enantiomer. Cancer Res. , 56 , 3695 –3703.

Buening,M.K., Wislocki,P.G., Levin,W., Yagi,H., Thakker,D.R., Akagi,H., Koreeda,M., Jerina,D.M. and Conney,A.H. ( 1978 ) Tumorigenicity of the optical enantiomers of the diastereomeric benzo[ a ]pyrene 7,8,-diol-9,10-epoxides in newborn mice: exceptional activity of (+)-7β,8α-dihydroxy-9α,10α-epoxy-7,8,9,10-tetrahydrobenzo[ a ]pyrene. Proc. Natl Acad. Sci. USA , 75 , 5358 –5361.

Slaga,T.J., Bracken,W.J., Gleason,G., Levin,W., Yagi,H., Jerina,D.M. and Conney,A.H. ( 1979 ) Marked differences in the tumor-initiating activities of the optical enantiomers of the diasteriomeric benzo[ a ]pyrene 7,8-diol-9,10-epoxides. Cancer Res. , 39 , 67 –71.

Wood,A.W., Chang,R.L., Levin,W., Thakker,D.R., Yagi,H., Sayer,J.M., Jerina,D.M. and Conney,A.H. ( 1984 ) Mutagenicity of the enantiomers of the diasteriomeric bay-region benzo[ c ]phenanthrene 3,4-diol-1,2-epoxides in bacterial and mammalian cells. Cancer Res. , 44 , 2320 –2324.

Levin,W., Chang,R.L., Wood,A.W., Thakker,D.R., Yagi,H., Jerina,D.M. and Conney,A.H. ( 1986 ) Tumorigenicity of optical isomers of the diasteriomeric bay-region 3,4-diol-1,2-epoxides of benzo[ c ]phenanthrene in murine tumor models. Cancer Res. , 46 , 2257 –2261.

Jerina,D.M., Yagi,H., Thakker,D.R., Sayer,J.M., van Bladeren,P.J., Lehr,R.E., Whalen,D.L., Levin,W., Chang,R.L., Wood,A.W. and Conney,A.H. (1984) Identification of the ultimate carcinogenic metabolites of the polycyclic aromatic hydrocarbons: bay-region (R,S)-diol-(S,R)-epoxides. In Caldwell,J. and Paulson,G.D. (eds) Foreign Compound Metabolism . Taylor and Francis, London, UK, pp. 257–266.

Cheng,S.C., Hilton,B.D., Roman,J.M. and Dipple,A. ( 1989 ) DNA adducts from carcinogenic and noncarcinogenic enantiomers of benzo[ a ]pyrene dihydrodiol epoxide. Chem. Res. Toxicol. , 2 , 334 –340.

Sayer,J.M., Chadha,A., Agarwal,S.K., Yeh,H.J.C., Yagi,H. and Jerina,D.M. ( 1991 ) Covalent nucleoside adducts of benzo[ a ]pyrene 7,8-diol-9,10-epoxides: structural reinvestigation and characterization of a novel adenosine adduct on the ribose moiety. J. Org. Chem. , 56 , 20 –29.

Dipple,A., Pigott,M.A., Agarwal,S.K., Yagi,H., Sayer,J.M. and Jerina,D.M. ( 1987 ) Optically active benzo[ c ]phenanthrene diol epoxides bind extensively to adenine in DNA. Nature , 327 , 535 –536.

Jerina,D.M., Sayer,J.M., Agarwal,S.K., Yagi,H., Levin,W., Wood,A.W., Conney,A.H., Pruess-Schwartz,D., Baird,W.M., Pigott,M.A. and Dipple,A. (1986) Reactivity and tumorigenicity of bay-region diol epoxides derived from polycyclic aromatic hydrocarbons. In Kocsis,J.J., Jollow,D.J., Witmer,C.M., Nelson,J.O. and Snyder,R. (eds) Biological Reactive Intermediates III . Plenum, New York, NY, pp. 11–30.

Sancar,A. ( 1994 ) Mechanisms of DNA excision repair. Science , 266 , 1954 –1956.

Wood,R.D. and Shivji,M.K.K. ( 1997 ) Which DNA polymerases are used for DNA-repair in eukaryotes? Carcinogenesis , 18 , 605 –610.

Loechler,E.L. ( 1996 ) The role of adduct site-specific mutagenesis in understanding how carcinogen–DNA adducts cause mutations: perspective, prospects and problems. Carcinogenesis , 17 , 895 –902.

Zdzienicka,M.Z. and Simons,J.W.I.M. ( 1987 ) Mutagen-sensitive cell lines are obtained with a high frequency in V79 Chinese hamster cells. Mutat. Res. , 178 , 235 –244.

Collins,A.R. ( 1993 ) Mutant rodent cell lines sensitive to ultraviolet light, ionizing radiation and cross-linking agents: a comprehensive survey of genetic and biochemical characteristics. Mutat. Res. DNA Repair , 293 , 99 –118.

Kadkhodayan,S., Salazar,E.P., Ramsey,M.J., Takayama,K., Zdzienicka,M., Tucker,J.D. and Weber,C.A. ( 1997 ) Molecular analysis of ERCC2 mutations in the repair deficient hamster mutants UVL-1 and V-H1. Mutat. Res. , 385 , 47 –57.

Hoeijmakers,J.H.J., Egly,J.-M. and Vermeulen,W. ( 1996 ) TFIIH: a key component in multiple DNA transactions. Curr. Opin. Genet. Dev. , 6 , 26 –33.

Mitchell,D.L., Zdzienicka,M.Z., van Zeeland,A.A. and Nairn,R.S. ( 1989 ) Intermediate (6–4) photoproduct repair in Chinese hamster V79 mutant V-H1 correlates with intermediate levels of DNA incision and repair replication. Mutat. Res. , 226 , 43 –47.

Vrieling,H., Van Rooijen,M.L., Groen,N.A., Zdzienicka,M.Z., Simons,J.W.I.M., Lohman,P.H.M. and van Zeeland,A.A. ( 1989 ) DNA strand specificity for UV-induced mutations in mammalian cells. Mol. Cell. Biol. , 9 , 1277 –1283.

Yagi,H., Akagi,H., Thakker,D.R., Mah,H.D., Koreeda,M. and Jerina,D.M. ( 1977 ) Absolute stereochemistry of the highly mutagenic 7,8-diol 9,10-epoxides derived from the potent carcinogen trans-7,8-dihydroxy-7,8-dihydrobenzo[ a ]pyrene. J. Am. Chem. Soc. , 99 , 2358 –2359.

Wei,S.-J.C., Chang,R.L., Hennig,E., Cui,X.X., Merkler,K.A., Wong,C.Q., Yagi,H., Jerina,D.M. and Conney,A.H. ( 1994 ) Mutagenic selectivity at the HPRT locus in V-79 cells: comparison of mutations caused by bay-region benzo[ a ]pyrene 7,8-diol-9,10-epoxide enantiomers with high and low carcinogenic activity. Carcinogenesis , 15 , 1729 –1735.

SAS Institute Inc. (1985) SAS®User's Guide, Statistics , 5th Edn. SAS Institute Inc., Cary, NC.

Chen,J. and Thilly,W.G. ( 1996 ) Mutational spectra vary with exposure conditions: benzo[ a ]pyrene in human cells. Mutat. Res. , 357 , 209 –217.

Brookes,P. and Osborne,M.R. ( 1982 ) Mutation in mammalian cells by stereoisomers of anti-benzo[ a ]pyrene-diolepoxide in relation to the extent and nature of the DNA reaction products. Carcinogenesis , 3 , 1223 –1226.

Zdzienicka,M.Z., van der Schans,G.P., Westerveld,A., van Zeeland,A.A. and Simons,J.W.I.M. ( 1988 ) Phenotypic heterogeneity within the first complementation group of UV-sensitive mutants of Chinese hamster cell lines. Mutat. Res. , 193 , 31 –41.

Hanawalt,P.C. ( 1998 ) Genomic instability: environmental invasion and the enemies within. Mutat. Res. , 400 , 117 –125.