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(A) Hydrolysis of dU, dT, and dU analogs is not acid catalyzed at neutral pH, for enzymatic or non-enzymatic reactions, because the carbonyl oxygens are highly acidic (pKa < −3), so the base departs as an anion. (B) Resonance stabilization of the uracil anion involves the two carbonyl oxygens (O2, O4).
