脱氢抗坏血酸及其双环形式中质子和氢原子提取的热力学预测

IF 0.9 Q4 CHEMISTRY, MULTIDISCIPLINARY Acta Chimica Slovaca Pub Date : 2021-01-01 DOI:10.2478/acs-2021-0005
Dagmar Štellerová, Vladimír Lukes
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引用次数: 1

摘要

摘要利用密度泛函理论对脱氢抗坏血酸及其双环形式进行了构象分析。对于能量上优选的构象,使用B3LYP泛函和6-311++G**基组计算电离电势(IP)和键离解焓(BDE)。使用基于密度的溶剂化模型(SMD)和可极化连续体模型(IEF-PCM)来估计水溶液的影响。将获得的结果与参考L-抗坏血酸(维生素C)的可用实验数据进行比较。我们的计算表明,所研究的维生素C的双环代谢产物也可能由于叔-CH键的热力学优选解离而表现出有限的自由基清除能力。
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Thermodynamic prediction of proton and hydrogen atom abstraction in dehydroascorbic acid and its bicyclic form
Abstract Conformation analysis of dehydroascorbic acid and its bicyclic form was performed using the density functional theory. For the energetically preferred conformations, ionization potentials (IP) and bond dissociation enthalpies (BDE) were calculated using the B3LYP functional and 6-311++G** basis set. The effects of aqueous solution were estimated using the solvation model based on density (SMD) and the polarizable continuum model (IEF-PCM). The obtained results were compared with available experimental data for reference L-ascorbic acid (vitamin C). Our calculations indicate that the investigated bicyclic metabolic product of vitamin C can also exhibit limited radical scavenging ability due to the thermodynamically preferred dissociation of tertiary —CH bonds.
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Acta Chimica Slovaca
Acta Chimica Slovaca CHEMISTRY, MULTIDISCIPLINARY-
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12.50%
发文量
11
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