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Photonucleophilic Addition of the ε‐Amino Group of Lysine to a Triflusal Metabolite as a Mechanistic Key to Photoallergy Mediated by the Parent Drug |
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| Authors: | Sara Montanaro Dr Virginie Lhiaubet‐Vallet Dr M Consuelo Jiménez Dr Miguel Blanca Prof Miguel Angel Miranda Prof |
| Affiliation: | 1. Departamento de Quimica/Instituto de Tecnología Química, UPV‐CSIC, Universidad Politécnica de Valencia, Avenida de Los Naranjos, s/n, 46022 Valencia (Spain), Fax: (+34)?963877809;2. Allergy Service and Research Unit for Allergic Diseases, Carlos Haya Hospital, 29010 Malaga (Spain) |
| Abstract: | A mechanism for triflusal‐induced photoallergy involving complexation of 2‐hydroxy‐4‐trifluoromethylbenzoic acid with site I of human serum albumin and subsequent formation of a covalent adduct by photoreaction between a metabolite and a neighboring lysine residue is proposed. This is supported by the observed photobinding to poly‐L ‐lysine. Thereby, a photoantigen is generated, which is a likely trigger of the immune response.  |
| Keywords: | fluorescence human serum albumin laser flash photolysis photobinding time‐resolved spectroscopy |