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A new approach to elucidating repair reactions of resveratrol

机译:阐明白藜芦醇修复反应的新方法

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摘要

The repair by co-antioxidants of the phenoxy radical of resveratrol, the famous health-preserving ingredient of red wine, is a key step of radical scavenging cascades in nature. To generate that radical, we employed 355 nm photoionization as a direct and selective access that reduces the chemical complexity and is equally applicable in organized phases; to monitor it, we used its hitherto unreported absorption in the red where no other species in our systems interfere. With this novel approach, we measured rate constants and H/D kinetic isotope effects for the repairs by ascorbate, trolox (a vitamin E analogue) and 4-aminophenol, and identified the mechanisms as one-step hydrogen abstractions. Cysteine and glutathione are unreactive. In micellar solution (SDS), the repair by ascorbate is much slower and involves only the hydrophilic phenoxy moieties protruding from the micelles. The new experimental strategy also led to a reevaluation of extinction coefficients, rate constants and mechanisms.
机译:白葡萄酒中著名的保健成分白藜芦醇的苯氧基自由基的共抗氧化剂修复是自然界中自由基清除级联的关键步骤。为了产生该自由基,我们采用355 nm光电离作为直接和选择性途径,从而降低了化学复杂性,并且同样适用于有组织的阶段。为了对其进行监控,我们使用了迄今未报告的红色吸收值,而系统中没有其他任何种类的干扰。通过这种新颖的方法,我们测量了抗坏血酸,trolox(一种维生素E类似物)和4-氨基苯酚修复的速率常数和H / D动力学同位素效应,并确定了一步提取氢的机理。半胱氨酸和谷胱甘肽没有反应。在胶束溶液(SDS)中,抗坏血酸的修复要慢得多,并且仅涉及从胶束伸出的亲水性苯氧基部分。新的实验策略还导致对消光系数,速率常数和机制的重新评估。

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