Abstract
The radical resulting from OH addition at position C6 (5-yl-6-hydroxy-cytosine) has been identified in single crystals of cytosine monohydrate after X irradiation at room temperature. This radical is unstable under storage at room temperature or illumination with visible light. It is best observed at low doses of radiation. At high doses, it possibly transforms into the 5-yl-6-oxy-cytosine radical. This radical is characterized by an ..cap alpha..-proton at position C5. These identifications are based on specific deuteration of the proton bonded to C5 and on INDO calculations. The INDO calculations indicate that, in order to reproduce the experimental couplings of the 5-yl-6-hydroxy-cytosine radical, the cytosine molecule has to be protonated at N3.
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