Identification of carbon-centred radicals derived from linalyl hydroperoxide, a strong skin sensitizer: a possible route for protein modifications |
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| Authors: | Bezard Michael Giménez-Arnau Elena Meurer Bernard Grossi Loris Lepoittevin Jean-Pierre |
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| Institution: | 1. Department of Biomedicine – Unit of Anatomy, Faculdade de Medicina da Universidade do Porto, Porto, Portugal;2. Department of Angiology and Vascular Surgery, Centro Hospitalar Universitário de São João, Porto, Portugal;3. Department of Surgery and Physiology, Faculdade de Medicina da Universidade do Porto, Porto, Portugal;4. Faculdade de Medicina e Ciências Biomédicas, Universidade do Algarve, Faro, Portugal;5. Department of Clinical Pathology, Centro Hospitalar Universitário de São João, Porto, Portugal;6. Cardiovascular R&D Unit, Faculdade de Medicina da Universidade do Porto, Porto, Portugal;7. Hospital de Braga, EPE, Porto, Portugal;8. Center for Health Technology and Services Research (CINTESIS), Porto, Portugal;9. Comprehensive Health Research Centre (CHRC), Lisboa, Faro, Portugal;10. Centro Internacional sobre o Envelhecimento, Faro, Portugal;11. ABC-RI, Algarve Biomedical Center Research Institute, Faro, Portugal;1. Key Laboratory of Eco-Environment-Related Polymer Materials of Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, People''s Republic of China;2. Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, People''s Republic of China;3. Key Laboratory of Bioelectrochemistry & Environmental Analysis of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, People''s Republic of China;4. Key Laboratory of Flexible Electronics (KLOFE), Nanjing Tech University (Nanjing Tech), Nanjing, 211816, People''s Republic of China;5. Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center for Advanced Materials (SICAM), Nanjing Tech University (Nanjing Tech), Nanjing, 211816, People''s Republic of China;6. Gansu Computing Center, Lanzhou 730030, People''s Republic of China |
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| Abstract: | Few studies are reported on the formation of reactive carbon-centred radical species from toxic xenobiotics. In this paper the formation of carbon radicals derived from the skin sensitizer linalyl hydroperoxide is described using radical trapping and EPR studies. Radical trapping used TMIO as scavenger agent and light, heat or TPP-Fe(3+) as radical inducers. EPR spin trapping was based on the use of the parent alcohol, generating the same allyloxyl radical than the hydroperoxide by photolysis of the corresponding nitrite formed with t-BuONO, also playing the role of the spin trap. It is suggested that the generation of these carbon radical species could play an important role for the binding of the hydroperoxide with skin proteins to form antigenic structures, the first step of the skin sensitization mechanism. |
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