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. Author manuscript; available in PMC: 2017 Jun 28.
Published in final edited form as: Biochemistry. 2016 Jun 14;55(25):3586–3593. doi: 10.1021/acs.biochem.6b00180

Figure 9.

Figure 9

Hypothesis: Methionine prevents sulfenylamide formation through bonding of Met229 to the aromatic ring of Trp74. The active site region and the carboxyl terminal domain are shown in this figure. H2O2 oxidizes the active site Cys72 to the sulfenic acid (red arrow in panel A) which can be further oxidized by peroxide because a Met229-Trp74 bond has formed (black solid line). In panel B, Leu229 cannot form such a bond, allowing the sulfenic acid to form a sulfenylamide with the amide of Trp74 (blue arrow). The figure was prepared by James Gruschus.