Regular paper 5’,8-Cyclo-2’-deoxyadenosine (cdA) formation by γ-radiation. Theoretical quantum mechanics study

نویسندگان

  • Boleslaw T. Karwowski
  • Andre Grand
  • Jean Cadet
چکیده

Reactions of reactive oxygen species and more specifically — of hydroxyl radical (•OH) — with nucleosides may lead to the generation of radicals in the base and 2-deoxyribose moieties. In the present study emphasis was put on the possible reaction modes of 2'-deoxyadenosine (dA) radicals, leading to the formation of related 5’,8-cyclonucleosides. It appears that the prerequisite for the formation of 5’,8-cyclo-2’-deoxyadenosine (cdA) is the adoption of O4’-exo conformation by 2-deoxyribose; however, this is the least energetically favored conformer among the different puckered forms adopted by the furanose ring. The O4’-exo conformation was found to be present in each of the discussed mechanisms.

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تاریخ انتشار 2009