当前位置: X-MOL 学术Bioelectrochemistry › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
An electrochemical study of 9-chloroacridine redox behavior and its interaction with double-stranded DNA.
Bioelectrochemistry ( IF 5 ) Pub Date : 2020-06-03 , DOI: 10.1016/j.bioelechem.2020.107579
Jelena Rupar 1 , Mara M Aleksić 1 , Vladimir Dobričić 2 , Jasmina Brborić 2 , Olivera Čudina 2
Affiliation  

The electrochemical behavior of 9-chloroacridine (9Cl-A), a precursor molecule for synthesis of acridine derivatives with cytostatic activity, is a complex, pH-dependent, diffusion-controlled irreversible process. Oxidation of 9Cl-A initiates with the formation of a cation radical monomer, continues via the formation of a dimer subsequent oxidation to new cation radical. Reduction of 9Cl-A produces radical monomers which are stabilized by dimer formation. The investigation was performed using cyclic, differential pulse and square wave voltammetry at a glassy carbon electrode. The interaction between 9Cl-A and double-stranded DNA (dsDNA) was investigated using a multilayer dsDNA-electrochemical biosensor and 9Cl-A solutions from 1.0×10-7M (the lowest 9Cl-A concentration whose interaction with DNA was possible to detect) up to 1×10-4M. These allowed the binding constant, K=3.45×105M-1 and change in Gibbs free energy of the formed adsorbed complex to be calculated. Complex formation was a spontaneous process proceeding via 9Cl-A intercalation into dsDNA inducing structural changes. The intercalation of 9Cl-A into dsDNA was supported by molecular docking analysis.

The combination of simple methodology and the use of biosensors to investigate DNA interactions is a powerful tool to offer insight into aspects of drug design during pharmaceutical development.



中文翻译:

9-氯ac啶氧化还原行为及其与双链DNA相互作用的电化学研究。

9-氯ac啶(9Cl-A)的电化学行为是合成具有细胞抑制活性的a啶衍生物的前体分子,是一个复杂的,依赖pH值且受扩散控制的不可逆过程。9Cl-A的氧化从形成阳离子自由基单体开始,然后通过形成二聚物继续氧化,随后氧化成新的阳离子自由基。9Cl-A的还原产生自由基单体,其通过二聚体形成而稳定。研究是在玻璃碳电极上使用循环,差分脉冲和方波伏安法进行的。使用多层dsDNA-电化学生物传感器和来自9Cl-A的9Cl-A溶液研究了9Cl-A与双链DNA(dsDNA)之间的相互作用1.0×10--7中号 (可以检测到与DNA相互作用的最低9Cl-A浓度),直至 1个×10--4中号。这些允许绑定常数,ķ=3.45×105中号--1个并计算所形成的吸附复合物的吉布斯自由能的变化。复合物的形成是一个自发过程,过程是通过9Cl-A插入dsDNA诱导结构变化。分子对接分析支持9Cl-A插入dsDNA。

简单方法论与使用生物传感器研究DNA相互作用的结合是一种强大的工具,可用于洞察药物开发过程中药物设计的各个方面。

更新日期:2020-06-03
down
wechat
bug