Synthesis and Characterization of Nucleosides and Oligonucleotides with a Benzo[ a ]pyren-6-ylmethyl Adduct at Adenine N 6 or Guanine N 2
β Scribed by Kim, Hye-Young H.; Cooper, Monica; Nechev, Lubomir V.; Harris, Constance M.; Harris, Thomas M.
- Book ID
- 127382465
- Publisher
- American Chemical Society
- Year
- 2001
- Tongue
- English
- Weight
- 126 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0893-228X
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π SIMILAR VOLUMES
## Synthesis of Oligodeoxynucleotides Containing 6-N-((13C)Methyl)adenine and 2-N-((13C)Methyl)guanine -The title compounds are prepared for NMR studies to investigate DNA-protein interactions.
The exocyclic amino groups of deoxyadenosine and deoxyguanosine readily add to C-10 of the benzo[a]pyrene 7,8-diol 9,10-epoxides at room temperature overnight in trifluoroethanol. Whereas the dG adducts are obtained as a mixture of cis-and trans-opened diastereomers, the dA adducts arise exclusively