Journal
ORGANIC LETTERS
Volume 2, Issue 5, Pages 613-616Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol9913643
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[GRAPHICS] Further oxidation of the common DNA lesion 8-oxo-7,8-dihydroguanosine by one-electron oxidants such as IrCl62-, Fe(CN)(6)(3-), or SO4- leads to two major products, depending upon reaction conditions. In nucleosides at pH 7, 22 degrees C, the principal product is shown herein to be a spiroiminodihydantoin nucleoside, as a diastereomeric mixture, that can be characterized by NMR, ESI-MS/MS, and independent synthesis.
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