Amino Chemoassay Profiling of Aromatic Aldehydes-Unraveling Drivers of Their Skin Sensitization Potency.

ABSTRACT: Aromatic aldehydes are ubiquitous in humans' everyday life. As aldehydes, they can form imines (Schiff bases) with amino groups of skin proteins, leading to immune response-triggered allergic contact dermatitis. Many known aromatic aldehydes are considered as weak or nonsensitizers, but others like atranol and chloratranol, two components of the fragrance oak moss absolute, show strong sensitization potency. This large discrepancy in potency and, in particular, the underlying reaction mechanisms are only little understood so far. To reduce this knowledge gap, our chemoassay employing glycine-para-nitroanilide (Gly-pNA) as an amino model nucleophile was applied to 23 aromatic aldehydes. The determined Gly-pNA second-order rate constants for imine formation (k₁ ≤ 2.85 L·mol

SUBMITTER: Bohme A 

PROVIDER: S-EPMC10354803 | biostudies-literature | 2023 Jul

REPOSITORIES: biostudies-literature