The 2H+/2e− free radical scavenging mechanisms of uric acid: thermodynamics of NH bond cleavage
作者： Ana Amić , Zoran Marković , Jasmina M. Dimitrić Marković , Bono Lučić , Višnja Stepanić
DOI: 10.1016/J.COMPTC.2015.09.003
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摘要: Abstract Double (2H+/2e−) free radical scavenging mechanisms of the most abundant endogenous plasma antioxidant uric acid were theoretically studied using DFT method M05-2X/6-311++G(d, p) coupled with SMD solvation model. Calculations performed for double, two sequential 1H+/1e− hydrogen atom transfer (HAT), double electron followed by proton (ET–PT) and loss (SPLET) in water as a solvent. It was found that inactivation first (the mechanism) occurs at its 3-N site another one second 7-N 3-N• radical. The final product all 2H+/2e− pathways is quinonoid diimine. Obtained results point to SPLET mechanism favorable acid. Taking into account electronic properties scavenged radicals, HAT be competitive mechanism. Second are less energy demanding than ones indicating processes plausible. On basis exergonicity calculated reaction energies, reactivity toward radicals predicted decrease follows: HO• Cl3COO• > alkoxyl, peroxyl ≫ superoxide
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