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N-acetylation of aromatic amines: Implication for skin and immune cells
Jutta Bonifas1,Brunhilde Bloemeke1,*
1
Department of Environmental Toxicology, University Trier, Universitaetsring 15, 54296 Trier, Germany
DOI: 10.2741/E733 Volume 7 Issue 2, pp.305-321
Published: 01 January 2015
(This article belongs to the Special Issue Arylamine induced carcinogenesis)
*Corresponding Author(s):  
Brunhilde Bloemeke
E-mail:  
bloemeke@uni-trier.de
Abstract

Frequently, aromatic amine (AA) contact to the skin occurs via occupational or ‘life style’ exposure to hair dye intermediates and couplers, usually monocyclic p-phenylenediamines and meta-substituted aminophenols. The transport of AA from the outer surface to the systemic circulation predominantly follows the intracellular route. Skin tends to have relatively higher phase II compared to phase I xenobiotic metabolizing enzyme capacity, and levels are generally regarded to be lower than those in liver are. Inside skin cells AA are primarily N-acetylated and detoxified by N-acetyltransferase 1. AA activation via hydroxylation or chemical oxidation competes with acetylation and is only of importance under circumstances when N-acetylation capacities are limited. The reactive AA derivatives are able to elicit effects by virtue of their modifications of skin proteins resulting in irritant or allergic contact dermatitis. Overall, the effective acetylation of topically applied AA in skin cells emphasizes a protective role of cutaneous acetylation mediating a classical “first-pass” effect, which attenuates systemic exposure.

Key words
N-Acetyltransferase,Skin,Immune Cells,Aromatic Amine,Review
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Jutta Bonifas, Brunhilde Bloemeke. N-acetylation of aromatic amines: Implication for skin and immune cells. Frontiers in Bioscience-Elite. 2015. 7(2); 305-321.