Purine 5’,8-cyclonucleosides (cPus) are a class of cytotoxic DNA lesions characterized by an additional covalent bond between the C8 of the purine base and C5' of 2-deoxyribose of the same nucleoside. Both (5'R) and (5'S) diastereomers can be induced in cellular and tissue DNA by endogenous reactive oxygen species. The (5'S) diastereomer of cdA and cdG were previously shown to strongly inhibit DNA replication and induce mutations in Escherichia coli and human cells. However, the effects of the (5'S) diastereomer of these lesions on DNA replication in human cells have not yet been assessed. Here, we report the chemical syntheses of oligodeoxynucleotides containing both the (5'R) and the (5'S) diastereomers of cdA and cdG, and the assessment about the impacts of the (5'R) diastereomers of the two lesions on DNA replication in bacterial and human cells.

Replication studies of purine 5’,8-cyclonucleosides in cells

2019 Fall National Meeting

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