Disproportionation involving an organomercurial and a sulfhydryl-containing protein. Reaction between chloromercuryferrocene and bakers'-yeast cytochrome c.

Reaction between iso-1 cytochrome c from bakers' yeast and chloromercuryferrocene, FcHgCl, does not result in simple replacement of the sulfhydryl hydrogen atom in Cys 102 with the ferrocenylmercury group, FcHg. Instead, this reaction yields the protein monomer modified at Cys 102 with an HgCl+ group and the protein dimer in which the thiolate groups of Cys 102 are bridged by a mercury(II) atom. These proteins and other organometallic products are identified by chromatographic, spectroscopic, and electrochemical methods. Organomercurials of the type RHgX and biological thiols can undergo not only substitution reactions, but disproportionation reactions as well.