Synthesis and characterization of nucleosides and oligonucleotides bearing adducts of butadiene epoxides on adenine N6 and guanine N2

Chemical Research in Toxicology

Volumn 14, Issue 4, 2001, Pages 379-388

  Nechev, Lubomir V ^a   Zhang, Mingzhu ^a,c   Tsarouhtsis, Dimitrios ^a,d   Tamura, Pamela J ^a   Wilkinson, Amanda S ^a   Harris, Constance M ^a   Harris, Thomas M ^a,b  

^a VANDERBILT UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b VANDERBILT UNIVERSITY   (United States)

^c DUPONT COMPANY   (United States)

^d ABBOTT LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,2 EPOXY 3 BUTENE; 1,3 BUTADIENE DERIVATIVE; ADENINE DERIVATIVE; BUTADIENE DIEPOXIDE; DRUG METABOLITE; GUANINE DERIVATIVE; NUCLEOSIDE; OLIGONUCLEOTIDE; PURINE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; GENOTOXICITY; METABOLISM; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

ADENINE; BASE SEQUENCE; CIRCULAR DICHROISM; EPOXY COMPOUNDS; GUANINE; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; NUCLEOSIDES; OLIGONUCLEOTIDES;

EID: 0035064448     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx000241k     Document Type: Article

References (6)

1. The Ninth Report on Carcinogens (2000) Department of Health and Human Services, U.S. Public Health Service, National Toxicology Program, Research Triangle Park, NC.
2. Himmelstein, M. W., Acquavella, J. F., Recio, L., Medinsky, M. A., and Bond, J. A. (1997) Toxicology and epidemiology of 1,3-butadiene. Crit. Rev. Toxicol. 27, 1-108.
3. 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.
4. Citti, L., Gervasi, P. 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.
5. Tretyakova, N. Y., Lin, Y. P., Upton, P. B., Sangaiah, R., and Swenberg, J. A. (1996) Macromolecular adducts of butadiene. Toxicology 113, 70-76.
6. Tretyakova, N., Lin, Y., Sangaiah, R., Upton, P. B., and Swenberg, J. A. (1997) Identification and quantitation of DNA adducts from calf thymus DNA exposed to 3,4-epoxy-1-butene. Carcinogenesis 18, 137-147.