Reductive Photocycloreversion of Cyclobutane Dimers Triggered by Guanines.

ABSTRACT: The quest for simple systems achieving the photoreductive splitting of four-membered ring compounds is a matter of interest not only in organic chemistry but also in biochemistry to mimic the activity of DNA photorepair enzymes. In this context, 8-oxoguanine, the main oxidatively generated lesion of guanine, has been shown to act as an intrinsic photoreductant by transferring an electron to bipyrimidine lesions and provoking their cycloreversion. But, in spite of appropriate photoredox properties, the capacity of guanine to repair cyclobutane pyrimidine dimer is not clearly established. Here, dyads containing the cyclobutane thymine dimer and guanine or 8-oxoguanine are synthesized, and their photoreactivities are compared. In both cases, the splitting of the ring takes place, leading to t

SUBMITTER: Rodriguez-Muniz GM 

PROVIDER: S-EPMC10367068 | biostudies-literature | 2023 Jul

REPOSITORIES: biostudies-literature