Penetration and haptenation of p-phenylenediamine.

Abstract:

:Although p-phenylenediamine (PPD) has been recognized as an extreme sensitizer for many years, the exact mechanism of sensitization has not been elucidated yet. Penetration and the ability to bind to proteins are the first two hurdles that an allergen has to overcome to be able to sensitize. This review is an overview of studies regarding PPD penetration through skin (analogues) and studies on the amino acids that are targeted by PPD. To complete this review, the auto-oxidation and N-acetylation steps involved in PPD metabolism are described. In summary, under normal hair dyeing exposure conditions, <1% of the applied PPD dose penetrates the skin. The majority (>80%) of PPD that penetrates will be converted into the detoxification products monoacetyl-PPD and diacetyl-PPD by the N-acetyltransferase enzymes. The small amount of PPD that does not become N-acetylated is susceptible to auto-oxidation reactions, yielding protein-reactive PPD derivatives. These derivatives may bind to specific amino acids, and some of the formed adducts might be the complexes responsible for sensitization. However, true in vivo evidence is lacking, and further research to unravel the definite mechanism of sensitization is needed.

journal_name

Contact Dermatitis

journal_title

Contact dermatitis

authors

Pot LM,Scheitza SM,Coenraads PJ,Blömeke B

doi

10.1111/cod.12032

subject

Has Abstract

pub_date

2013-04-01 00:00:00

pages

193-207

issue

4

eissn

0105-1873

issn

1600-0536

journal_volume

68

pub_type

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