In vitro DNA reaction with an ultimate carcinogen model of 4-nitro-quinoline-1-oxide: the 4-acetoxyaminoquinoline-1-oxide. Enzymatic degradation of the modified DNA
- 1 January 1983
- journal article
- research article
- Published by Oxford University Press (OUP) in Carcinogenesis: Integrative Cancer Research
- Vol. 4 (3) , 249-254
- https://doi.org/10.1093/carcin/4.3.249
Abstract
2-3H-labeled 4-acetoxyaminoquinoline-1-oxide (Ac-4 HA-QO), the ultimate carcinogen model of 4-nitroquinoline-1-oxide, was reacted in vitro with native [chicken] and denatured DNA. Ac-4 HAQO is a 2- to 3-fold more reactive than diAc-4 HAQO, another ultimate carcinogen model of 4 NQO which was previously studied. Ac-4 HAQO-modified DNA is thermally destablized: when 1% of the bases of DNA were modified by AC-4 HAQO, its melting temperature decreased 1.2.degree. C. Enzymatic degradation of Ac-4 HAQO-modified native and denatured DNA to nucleosides was performed. The hydrolysates were analyzed, first with a simple chromatographic system, and then by h.p.l.c. [high performance liquid chromatography]. The compounds recovered from the modified polymers were characterized by h.p.l.c. and a variation in their respective amounts as a function of the secondary structure of DNA was observed. The N-(deoxyguanosin-C8-yl)-4-aminoquinoline-1-oxide, the so called dG III adduct, was recovered from DNA, and its amount was evaluated to be .apprx. 3.5-fold greater in the case of denatured DNA than in the case of native DNA.This publication has 11 references indexed in Scilit:
- ADDUCTS FROM THE REACTION OF O,O'-DIACETYL OR O-ACETYL DERIVATIVES OF THE CARCINOGEN 4-HYDROXYAMINOQUINOLINE 1-OXIDE WITH PURINE NUCLEOSIDES1981
- Reactivity of the O,O'-diacetyl derivative of the carcinogen 4-hydroxyaminoquinoline-l-oxide with DNA. Comparison with in vivo-reacted DNAPublished by Elsevier ,1980
- In vitro DNA reaction with a carcinogen. The 1-oxide changes of stability of modified DNABiochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis, 1980
- Structural identification of the pyrimidine derivatives formed from N-(deoxyguanosin-8-yl)-2-aminofluorene in aqueous solution at alkaline pHCarcinogenesis: Integrative Cancer Research, 1980
- In vitro reaction of the carcinogen, N-hydroxy-2-naphthylamine, with DNA at the C-8 and N2 atoms of guanine and at the N6 atom of adenineCarcinogenesis: Integrative Cancer Research, 1980
- Modification of deoxyribonucleic acid by a diol epoxide of benzo[a]pyrene. Relation to deoxyribonucleic acid structure and conformation and effects on transfectional activityBiochemistry, 1979
- Arylamidation and arylation by the carcinogen N-2-fluorenylacetamide: A sensitive and rapid radiochemical assayAnalytical Biochemistry, 1978
- GUANYL O-6-ARYLAMINATION AND O-6-ARYLATION OF DNA BY CARCINOGEN N-HYDROXY-1-NAPHTHYLAMINE1978
- Structural identification of the major DNA adduct formed by aflatoxin B1 in vitro.Proceedings of the National Academy of Sciences, 1977
- Main binding sites of the carcinogen, 4-nitroquinoline 1-oxide in nucleic acidsBiochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis, 1976