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- Title
In situ chemical behaviour of methylisothiazolinone ( MI) and methylchloroisothiazolinone ( MCI) in reconstructed human epidermis: a new approach to the cross-reactivity issue.
- Authors
Debeuckelaere, Camille; Moussallieh, François‐Marie; Elbayed, Karim; Namer, Izzie‐Jacques; Berl, Valérie; Giménez‐Arnau, Elena; Lepoittevin, Jean‐Pierre
- Abstract
Background Methylisothiazolinone ( MI) [with methylchloroisothiazolinone ( MCI) in a ratio of 1:3, a well-recognized allergenic preservative] was released as an individual preservative in the 2000s for industrial products and in 2005 for cosmetics. The high level of exposure to MI since then has provoked an epidemic of contact allergy to MI, and an increase in MI/ MCI allergy. There are questions concerning the MI/ MCI cross-reaction pattern. Objectives To bring a new perspective on the MI/ MCI cross-reactivity issue by studying their in situ chemical behaviour in 3D reconstructed human epidermis ( RHE). Methods MI and MCI were synthesized with 13C substitution at positions C-4/ C-5 and C-5, respectively. Their in situ chemical behaviours in an RHE model were followed by use of the high-resolution magic angle spinning nuclear magnetic resonance technique. Results MI was found to react exclusively with cysteine thiol residues, whereas MCI reacted with histidines and lysines. The reaction mechanisms were found to be different for MI and MCI, and the adducts formed had different molecular structures. Conclusion In RHE, different MI/ MCI reactions towards different nucleophilic amino acids were observed, making it difficult to explain cross-reactivity between MI and MCI.
- Subjects
THIAZOLINES; EPIDERMIS; CHEMISTRY of cosmetics; NUCLEAR magnetic resonance spectroscopy; HISTIDINE; CROSS reactions (Immunology); PHYSIOLOGY
- Publication
Contact Dermatitis (01051873), 2016, Vol 74, Issue 3, p159
- ISSN
0105-1873
- Publication type
Article
- DOI
10.1111/cod.12524