@article{2935039,
    title = "Photolabile N-hydroxypyrid-2(1H)-one derivatives of guanine nucleosides: a new method for independent guanine radical generation",
    author = "Panagiotis Kaloudis and Cecilia Paris and Despoina Vrantza and Susana Encinas and Raul Pérez-Ruiz and Miguel A. Miranda and Thanasis Gimisis",
    journal = "Organic and Biomolecular Chemistry",
    year = "2009",
    volume = "7",
    number = "23",
    pages = "4965",
    publisher = "Royal Society of Chemistry (RSC)",
    issn = "1477-0520, 1477-0539",
    doi = "10.1039/b909138f",
    abstract = "One-electron oxidized guanine is an important reactive intermediate in the formation of oxidatively generated damage in DNA and a variety of methods have been utilized for the abstraction of a single electron from the guanine moiety. In this study, an alternative approach for the site specific, independent generation of the guanine radical, utilizing N-hydroxypyrid-2(1H)-one as a photolabile modifier of guanine, is proposed. Novel photolabile 6-[(1-oxido-2-pyridinyl)oxo]-6-deoxy- and 2′,6-dideoxy-guanosine derivatives capable of generating the neutral guanine radical (G(-H) •) upon photolysis were synthesized and characterized. The generation of G(-H) proceeds through homolysis of the N-O bond and was confirmed through continuous photolysis product analysis and trapping studies, as well as laser flash photolysis experiments. {\textcopyright} The Royal Society of Chemistry 2009."
}