Mechanism for formation of sulfenic acid

The mechanism below rationalizes the reaction mechanism of the formation of the sulfenic acid, see Wood, Z.A., Schröder, E., Harris, J.R. and Poole, L.B. Structure, mechanism and regulation of peroxiredoxins. Trends Biochem. Sci. 28 (2003) 32-40. [PMID: 12517450]

© IUBMB 2004

It is possible that a base B: in the protein assists the cysteine residue to lose H+, and that its protonated form assists the RO- group to leave the peroxide. The —S- form of the cysteine may be stabilized by an arginine residue, whose guanidino group is shown.

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EC see below
EC, thioredoxin-dependent peroxiredoxin
EC, glutaredoxin-dependent peroxiredoxin
EC, NADH-dependent peroxiredoxin
EC, glutathione-dependent peroxiredoxin
EC, lipoyl-dependent peroxiredoxin
EC, mycoredoxin-dependent peroxiredoxin.