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Skeletal formula of the iodoacetate anion, ICH2CO2

The iodoacetate anion is an alkylating agent which acts on cysteine residues in proteins. It is often used to modify SH-groups to prevent the re-formation of disulfide bonds after the reduction of cystine residues to cysteine during protein sequencing.

The protonated form of iodoacetate is often called monoiodoacetic acid or simply iodoacetic acid.

See also


  • A. K. Knap and R. F. Pratt (1991). "Inactivation of the RTEM-1 cysteine beta-lactamase by iodoacetate. The nature of active-site functional groups and comparisons with the native enzyme". Biochem. J. 273: 85–91.
  • Dickens F (1933). "Interaction of halogenacetates and SH compounds. The reaction of halogenacetic acids with glutathione and cysteine. The mechanism of iodoacetate poisoning of glyoxalase". Biochem. J. 27: 1141–1151. PMID 16745202.