| DOI | Resolve DOI: https://doi.org/10.1021/ja954030r |
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| Author | Search for: Valgimigli, L.; Search for: Ingold, K. U.1; Search for: Lusztyk, J. |
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| Affiliation | - National Research Council Canada
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| Format | Text, Article |
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| Subject | alpha tocopherol derivative; trolox c; antioxidant activity; in vitro study |
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| Abstract | Rate constants for hydrogen atom abstraction from two water-soluble α-tocopherol (α-TOH, vitamin E) analogues by tert-butoxyl radicals have been measured at room temperature in four solvents, including water. The results imply that H-atom abstraction from α-TOH is 3.9 times slower in water than in benzene and yield a 'reliable' Kamlet-Taft β solvent parameter for water of 0.31. Literature rate constants for H-atom abstraction by peroxyl radicals from α-TOH in SDS micelles and in phospholipid micelles are, respectively, about 100 and 1000 times lower than in styrene. Since only a small fraction of the observed rate diminution can be attributed to hydrogen bonding of α-TOH to water it is concluded that in these heterogeneous systems much of the α-TOH is physically inaccessible to the attacking radicals. Whether this is also true for α-TOH in the biological membranes in living animals remains to be determined. |
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| Publication date | 1996 |
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| In | |
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| Language | English |
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| Peer reviewed | Yes |
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| NPARC number | 21276501 |
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| Export citation | Export as RIS |
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| Report a correction | Report a correction (opens in a new tab) |
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| Record identifier | 496231f8-1ffe-47b8-857d-5b9343adb5d0 |
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| Record created | 2015-10-13 |
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| Record modified | 2020-03-20 |
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