Covalent binding of the 13C-labeled skin sensitizers 5-chloro-2-methylisothiazol-3-one (MCI) and 2-methylisothiazol-3-one (MI) to a model peptide and glutathione |
| |
Authors: | Alvarez-Sánchez Rubén Basketter David Pease Camilla Lepoittevin Jean Pierre |
| |
Institution: | Laboratoire de Dermatochimie (UMR 7123), Université Louis Pasteur, Clinique Dermatologique, CHU, Strasbourg, France |
| |
Abstract: | The reactivity of 4-13C]- and 5-13C]-5-chloro-2-methylisothiazol-3-one (MCI) and 2-methylisothiazol-3-one (MI) towards a model peptide and glutathione was followed by 13C and 1H13C] NMR spectroscopy. Both molecules were found to react with GSH but in addition MCI was found to react with histidine and lysine to form adducts of a different nature. Reaction with histidine led to stable substitution adducts through an addition-elimination reaction at position 5 while reaction with lysine led to the formation of open adducts of the thioamide or amide type. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|