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Synthesis of the N2-Deoxyguanosine Adduct of the Potent Dietary Mutagen IQ 1

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journal contribution
posted on 23.12.2004, 00:00 by James S. Stover, Carmelo J. Rizzo
After bioactivation, the potent dietary mutagen 2-amino-3-methylimidazo[4,5-f]-quinoline (IQ) reacts with DNA to give two regioisomeric adducts of deoxyguanosine. The synthesis of the minor N2-adduct has been achieved utilizing the Buchwald−Hartwig palladium-catalyzed N-arylation reaction as the key step.