title: Synthesis of oxygen-linked 8-phenoxyl-deoxyguanosine nucleoside analogues.
abstract: Nucleobase adducts, which form in vivo by the nucleophilic attack of nucleobases on exogenous electrophilic species, can impact conformation and biological influences of the adducted nucleoside. Contemporary studies aim to address the occurrence and relevance ofO-linked 8-phenoxy-purine adducts; however, preparative techniques for synthesizing these nucleosides were not previously described. Reported herein is a relatively facile synthesis ofO-linked 8-dG phenol adducts with a wide variety of electron-donating, electron-withdrawing, and sterically demanding phenols.
authors.affiliation: ETH Zürich, Institute of Food, Nutrition and Health, Schmelzbergstrasse 9, Zürich 8006, Switzerland.
authors.forename: Heidi A
authors.initials: HA
authors.lastname: Dahlmann
authors.forename: Shana J
authors.initials: SJ
authors.lastname: Sturla
keywords: 8-Deoxyguanosine adduct; DNA adduct; Modified nucleoside synthesis