742925.fig.008
Figure 8: Tyrosinase activation of NPrCAP (prohapten) and binding of the quinone-hapten NPrCAQ with proteins thorough cysteine residues. Oxidation of NPrCAP with tyrosinase produces the quinone NPrCAQ, which is reduced to the catechol NPrCAC or binds to thiols (cysteine, glutathione, melanosomal proteins). The production of NPrCAQ-thiol adducts can be confirmed by the detection of CA-CysC after acid hydrolysis. NAcCys-NPrCAC is produced by the addition reaction of NAcCys (R-SH) with NPrCAQ. From Ito et al. [47].