Formation of tricyclic [4.3.3.0] adducts between 8-oxoguanosine and tyrosine under conditions of oxidative DNA-protein cross-linking

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Xu, Xiaoyun [1 ]
Fleming, Aaron M. [1 ]
Muller, James G. [1 ]
Burrows, Cynthia J. [1 ]
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[1] Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, UT 84112-0850, United States
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8-Oxo-7,8-dihydro-2′-deoxyguanosine (OG), a prevalent product of oxidative stress on cellular DNA, is readily further oxidized forming adducts with nucleophiles. In the presence of tyrosine or p-cresol, an unusual tricyclo[4.3.3.0] adduct has been characterized in both nucleoside and oligodeoxynucleotide studies. The adduct is more stable in oligomers than nucleosides and undergoes slow reversion and hydration to spiroiminodihydantoin. Copyright © 2008 American Chemical Society;
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页码:10080 / 10081
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