Sodium metabisulfite as a contact allergen: an example of a rare chemical mechanism for protein modification

David W. Roberts*, David Basketter, Ian Kimber, Jonathan White, John McFadden, Ian R. White

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

Background. Skin-sensitizing chemicals that cause allergic contact dermatitis do so by reacting with self-proteins such that the modified structure becomes antigenic. The reaction chemistry involved is well characterized, but there are exceptions, such as the occasional allergen sodium metabisulfite.

Objectives. To identify the potential in cutaneo reaction chemistry of sodium metabisulfite.

Methods. The established protein reaction chemistry associated with aqueous sulfite chemistry was explored in the context of the protein modification stage in allergic contact dermatitis.

Results. A probable mechanism for the in cutaneo modification of proteins by sodium metabisulfite involves the sulfite di-anion, acting as a nucleophile towards electrophilic centres in proteins, which is a rare mechanism, as most known skin-sensitizing chemicals behave as electrophiles.

Conclusions. Sodium metabisulfite is an unusual but not infrequent contact allergen whose chemistry suggests a previously unrecognized protein modification mechanism involving nucleophilic attack by sulfite di-anions on target electrophilic centres in skin proteins. The chemical properties required for sensitization by nucleophilic attack on skin proteins are quite restrictive, so the domain of nucleophilic sensitizers is expected to be small. Thiourea derivatives are among the sensitizers likely to act by this mechanism.

Original languageEnglish
Pages (from-to)123-127
Number of pages5
JournalContact Dermatitis
Volume66
Issue number3
DOIs
Publication statusPublished - Mar 2012

Keywords

  • allergic contact dermatitis
  • reaction mechanism
  • sodium metabisulfite
  • ANHYDRIDE/TRIMELLITIC ANHYDRIDE/GLYCOLS COPOLYMER
  • APPLICABILITY DOMAIN CLASSIFICATION
  • LYMPH-NODE ASSAY
  • SKIN SENSITIZATION
  • MAXIMIZATION TEST
  • NAIL-VARNISH
  • DERMATITIS
  • CREAM
  • IDENTIFICATION
  • EXPOSURE

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