O6-substituted-2'-deoxyguanosine-3'-phosphate adducts detected by 32P past-labeling of styrene oxide treated DNA
- 1 June 1989
- journal article
- research article
- Published by Oxford University Press (OUP) in Carcinogenesis: Integrative Cancer Research
- Vol. 10 (6) , 1009-1013
- https://doi.org/10.1093/carcin/10.6.1009
Abstract
32P post-labeling of DNA reacted with styrene oxide resulted in the detection of six adducts. In order to determine which of these corresponded to modification at the O6 position of guanine, O6-substituted styrene oxide-deoxyguanosine–-3'–monophosphate derivatives were synthesized. The two synthetic isomers were purified by HPLC and the structures were confirmed by mass spectrometry and 1H NMR. 32P post-labeling and co-chromatography with the DNA-styrene–7, 8–oxide reaction products resulted in the assignment of adduct number 4 as O6hydroxy-2-phenylethyl)-2'-deoxyguanosine-3', 5'-bisphosphate and adduct number 5 as O6-(2-hydroxy-1-phenylethyl)-2'-deoxyguanosine-3',5'-bishosphate.Keywords
This publication has 18 references indexed in Scilit:
- The p-nitrophenylethyl (NPE) group: A versatile new blocking group for phosphate and aglycone protection in nucleosides and nucleotidesPublished by Elsevier ,2001
- In vivo mutagenesis by O6-methylguanine built into a unique site in a viral genome.Proceedings of the National Academy of Sciences, 1984
- A carcinogenicity study of styrene-7,8-oxide in ratsCancer Letters, 1984
- Base-pairing properties of O6-methylguanine in template DNA during in vitro DNA replication.Journal of Biological Chemistry, 1984
- Reaction products of styrene oxide with guanosine in aqueous mediaCarcinogenesis: Integrative Cancer Research, 1984
- Chromosomal aberrations and sister-chromatid exchanges in workers exposed to styreneMutation Research Letters, 1983
- Chromosomal aberrations and sister-chromatid exchanges in lymphocytes of men occupationally exposed to styrene in a plastic-boat factoryMutation Research - Fundamental and Molecular Mechanisms of Mutagenesis, 1980
- Increased frequency of chromosome aberrations in workers exposed to styrene.Scandinavian Journal of Work, Environment & Health, 1979
- DNA synthesis with methylated poly(dC-dG) templates. Evidence for a competitive nature to miscoding byBiochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis, 1979
- Mutagenicity of aliphatic epoxidesMutation Research/Genetic Toxicology, 1978