화학공학소재연구정보센터
Journal of the American Chemical Society, Vol.118, No.15, 3545-3549, 1996
Antioxidant Activities of Vitamin-E Analogs in Water and a Kamlet-Taft Beta-Value for Water
Rate constants for hydrogen atom abstraction from two water-soluble alpha-tocopherol (alpha-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 alpha-TOH is 3.9 times slower in water than in benzene and yield a "reliable" Kamlet-Taft beta solvent parameter for water of 0.31. Literature rate constants for H-atom abstraction by peroxyl radicals from alpha-TOH in SDS micelles and in phospholipid micelles are, respectively, about 100 and 1000 times lower than int styrene. Since only a small fraction of the observed rate diminution can be attributed to hydrogen bonding of alpha-TOH to water it is concluded that in these heterogeneous systems much of the alpha-TOH is physically inaccessible to the attacking radicals. Whether this is also true for alpha-TOH in the biological membranes in living animals remains to be determined.