Reactions of Peroxynitrite with γ-Tocopherol
| العنوان: | Reactions of Peroxynitrite with γ-Tocopherol |
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| المؤلفون: | Niel C. Hoglen, Stephen C. Waller, Daniel C. Liebler, and I. Glenn Sipes |
| المصدر: | Chemical Research in Toxicology. 10:401-407 |
| بيانات النشر: | American Chemical Society (ACS), 1997. |
| سنة النشر: | 1997 |
| مصطلحات موضوعية: | Magnetic Resonance Spectroscopy, Nitrates, Chemistry, Diastereomer, General Medicine, Buffer solution, Toxicology, Medicinal chemistry, Quinone, chemistry.chemical_compound, Potassium phosphate, Molsidomine, Nitration, Vitamin E, Organic chemistry, Spectrophotometry, Ultraviolet, Methanol, Acetonitrile, Oxidation-Reduction, Peroxynitrite |
| الوصف: | The reaction of peroxynitrite with gamma-tocopherol (gamma-TH) in a methanol/potassium phosphate buffer solution results in the formation of four major products, which were identified as 2,7,8-trimethyl-2-(4,8,12-trimethyldecyl)-5-nitro-6-chromanol++ + (NGT), 2,7,8-trimethyl-2-(4,8,12-trimethyldecyl)-5,6-chromaquinone (tocored), and two diastereomers of 8a-(hydroxy)-gamma-tocopherone. NGT was the major product formed in these reactions, and its formation was modestly increased by increasing amounts of Fe(3+)-EDTA. Tocored and NGT also were formed when gamma-TH was exposed to 3-morpholinosydnonimine (SIN-1), a compound that decomposes to form peroxynitrite. When gamma-TH reacted with the nitrating agent NO2+BF4- in acetonitrile or methanol/potassium phosphate buffer, NGT and tocored also were formed, but the major product detected was gamma-tocopherol quinone (gamma-TQ). This product was not detected in reactions involving peroxynitrite. Oxidation of gamma-TH by peroxynitrite involves nitration and electron transfer reactions. Since the product distribution in oxidations with NO2+BF4- differed substantially from that in oxidations with peroxynitrite and SIN-1, NO2+ appeared not to be the principal species involved in NGT formation. Nitration of gamma-TH may involve either peroxynitrite or some peroxynitrite-derived oxidant other than NO2+. Because of its stability and formation as a novel product of the reaction between gamma-TH with peroxynitrite, NGT may be a useful in vivo marker for peroxynitrite interactions with lipid structures that contain gamma-TH. |
| تدمد: | 1520-5010 0893-228X |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3c4cb99ef884f7dee861ef172f8fc448 https://doi.org/10.1021/tx960200h |
| رقم الأكسشن: | edsair.doi.dedup.....3c4cb99ef884f7dee861ef172f8fc448 |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 15205010 0893228X |
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