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. 2009 Mar;8(3):506–518. doi: 10.1074/mcp.M800327-MCP200

Fig. 6.

Fig. 6.

Proposed mechanism for sulfation of hydroxylated amino acids in silver-stained gels. Sodium thiosulfate reduces silver ions to form a reactive metallic intermediate that is then subject to nucleophilic attack by the lone electron pairs of hydroxylated residues (shown here for Ser). The thiosulfate intermediate can reduce a second silver ion proximal to acidic residues to produce Ag2S necessary for visualizing the gel-separated protein and liberate a sulfated peptide.