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3‘- H -Phosphonate Synthesis of Chiral Benzo[ a ]pyrene Diol Epoxide Adducts at N 2 of Deoxyguanosine in Oligonucleotides

✍ Scribed by Iyer, Prema C.; Yagi, Haruhiko; Sayer, Jane M.; Jerina, Donald M.


Book ID
126037502
Publisher
American Chemical Society
Year
2007
Tongue
English
Weight
74 KB
Volume
20
Category
Article
ISSN
0893-228X

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Novel trifluoroethanol mediated synthesi
✍ Andagar R Ramesha; Heiko Kroth; Donald M Jerina 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 74 KB

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