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. Author manuscript; available in PMC: 2015 Aug 1.
Published in final edited form as: Biochim Biophys Acta. 2014 Mar 19;1844(8):1335–1343. doi: 10.1016/j.bbapap.2014.03.007

Figure 4. Mechanism of sulfenamide formation in protein tyrosine phosphatase B1 (PTPB1).

Figure 4

(1) Exposure of the catalytic cysteine 215 (RSH) of PTPB1 to H2O2 leads to the formation of a sulfenic acid (RSOH), which undergoes (2) intramolecular cyclization with a nearby amino group, yielding in sulfenamide (RSNR). (3) Reduction of the sulfenamide is mediated by forming a mixed disulfide formation with glutathione, which is subsequently resolved by glutaredoxin.