Davies M J, Forni L G, Willson R L
Department of Biochemistry, Brunel University, Uxbridge, Middlesex, U.K.
Biochem J. 1988 Oct 15;255(2):513-22.
The reactions between Trolox C, a water-soluble vitamin E analogue, and several oxidizing free radicals including the hydroxyl radical and various peroxy radicals were examined by using the pulse-radiolysis technique. The results demonstrate that Trolox C may undergo rapid one-electron-transfer reactions as well as hydrogen-transfer processes; the resulting phenoxyl radical is shown to be relatively stable, in common with the phenoxyl radical derived from vitamin E. The reactions between the Trolox C phenoxyl radical and a variety of biologically relevant reducing compounds were examined by using both pulse radiolysis and e.s.r. The results demonstrate that the Trolox C phenoxyl radical is readily repaired by ascorbate (k = 8.3 x 10(6) dm3.mol-1.s-1) and certain thiols (k less than 10(5) dm3.mol-1.s-1) but not by urate, NADH or propyl gallate. Evidence from e.s.r. studies indicates that thiol-containing compounds may also enter into similar repair reactions with the alpha-tocopherol phenoxyl radical. Kinetic evidence is presented that suggests that Trolox C may 'repair' proteins that have been oxidized by free radicals.
采用脉冲辐解技术研究了水溶性维生素E类似物Trolox C与包括羟基自由基和各种过氧自由基在内的几种氧化自由基之间的反应。结果表明,Trolox C可能会发生快速的单电子转移反应以及氢转移过程;所生成的苯氧自由基与源自维生素E的苯氧自由基一样,显示出相对稳定。通过脉冲辐解和电子自旋共振(e.s.r.)研究了Trolox C苯氧自由基与多种生物相关还原化合物之间的反应。结果表明,Trolox C苯氧自由基很容易被抗坏血酸盐(k = 8.3×10⁶ dm³·mol⁻¹·s⁻¹)和某些硫醇(k<10⁵ dm³·mol⁻¹·s⁻¹)修复,但不能被尿酸盐、烟酰胺腺嘌呤二核苷酸(NADH)或没食子酸丙酯修复。电子自旋共振研究的证据表明,含硫醇的化合物也可能与α-生育酚苯氧自由基发生类似的修复反应。动力学证据表明,Trolox C可能会“修复”被自由基氧化的蛋白质。