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. Author manuscript; available in PMC: 2019 Jun 19.
Published in final edited form as: Biochemistry. 2018 Apr 30;57(24):3326–3337. doi: 10.1021/acs.biochem.8b00315

Figure 11.

Figure 11

Prodrug Form of a Covalent Inhibitor. In an acidic cell compartment, the prodrug omeprazole is converted into a classical affinity label containing a sulfenamide group that reacts with non-catalytic Cys residues, presumably with the small fraction of ionized thiolate.