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. Author manuscript; available in PMC: 2015 Nov 14.
Published in final edited form as: Org Biomol Chem. 2014 Nov 14;12(42):8367–8378. doi: 10.1039/c4ob01063a

Fig. 10.

Fig. 10

Enzymatic stabilization of anionic leaving group. UNG provides a strong hydrogen bond to stabilize the uracil anion in the product complex, as indicated by a reduced N1 pKa of 6.4 relative to that of 9.8 for uracil in solution. (B) The uracil N1 pKa is even further reduced in a ternary complex with UNG and DNA that contains a mimic of the cationic oxacarbenium ion.