HPLC-MS/MS identification of positionally isomeric benzo[c]phenanthrene diol epoxide adducts in duplex DNA

Chemical Research in Toxicology

Volumn 13, Issue 12, 2000, Pages 1342-1348

  Harsch, Andreas ^a   Sayer, Jane M ^b   Jerina, Donald M ^b   Vouros, Paul ^a  

^a NORTHEASTERN UNIVERSITY   (United States)

^b NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,2,3,4 TETRAHYDRO 3,4 DIHYDROXYBENZO[C]PHENANTHRENE 1,2 OXIDE; DOUBLE STRANDED DNA; EPOXIDE; MUTAGENIC AGENT; POLYSTYRENE DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ANALYTIC METHOD; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; ISOMERISM; MASS SPECTROMETRY; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DNA ADDUCTS; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; PHENANTHRENES; STEREOISOMERISM;

EID: 0034486413     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx000140m     Document Type: Article

References (5)

1. Jerina, D. M., Chadha, A., Cheh, A. M., Schurdak, M. E., Wood, A. W., and Sayer, J. M. (1991) Covalent bonding of bay-region diol epoxides to nucleic acids. In Biological Reactive Intermediates IV. Molecular and Cellular Effects and Their Impact on Human Health (Witmer, C. M., Snyder, R., Jollow, D. J., Kalf, G. F., Kocsis, J. J., and Sipes, I. G., Eds.) Advances in Experimental Medicine and Biology 283, pp 533-553, Plenum Press, New York.
2. 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[α]pyrene 7,8-diol 9,10-epoxide enantiomers with high and low carcinogenic activity. Carcinogenesis 15, 1729-1735.
3. Page, J. E., Zajc, B., Oh-hara, T., Lakshman, M. K, Sayer, J. M., Jerina, D. M., and Dipple, A. (1998) Sequence context profoundly influences mutagenic potency of trans-opened benzo[α]pyrene 7,8-diol 9,10-epoxide-purine nucleoside adducts in site-specific mutation studies. Biochemistry 37, 9127-9137.
4. Pontén, I., Sayer, J. M., Pilcher, A. S., Yagi, H., Kumar, S., and Jerina, D. M. (1979) Sequence context effects on mutational properties of cis-opened benzo[c]phenanthrene diol epoxide-deoxy-adenosine adducts in site-specific mutation studies. Biochemistry 18, 1144-1152.
5. Wei, D., Maher, V. M., and McCormick, J. J. (1995) Site-specific rates of excision repair of benzo[α]pyrene diol epoxide adducts in the hypoxanthine phosphoribosyltransferase gene of human fibroblasts: Correlation with mutation spectra. Proc. Natl. Acad. Sci. U.S.A. 92, 2204-2208.