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Binding of tetrabutylammonium bromide based deep eutectic solvent to DNA by spectroscopic analysis
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy ( IF 4.3 ) Pub Date : 2021-02-04 , DOI: 10.1016/j.saa.2021.119543
Rizana Yusof , Khairulazhar Jumbri , Haslina Ahmad , Emilia Abdulmalek , Mohd Basyaruddin Abdul Rahman

The binding characteristics of DNA in deep eutectic solvents (DESs), particularly the binding energy and interaction mechanism, are not widely known. In this study, the binding of tetrabutylammonium bromide (TBABr) based DES of different hydrogen bond donors (HBD), including ethylene glycol (EG), glycerol (Gly), 1,3-propanediol (1,3-PD) and 1,5-pentanediol (1,5-PD), to calf thymus DNA was investigated using fluorescence spectroscopy. It was found that the shorter the alkyl chain length (2 carbons) and higher EG ratios of TBABr:EG (1:5) increased the binding constant (Kb) between DES and DNA up to 5.75 × 105 kJ mol−1 and decreased the binding of Gibbs energy (ΔGo) to 32.86 kJ mol−1. Through displacement studies, all synthesised DESs have been shown to displace DAPI (4′,6-diamidino-2-phenylindole) and were able to bind on the minor groove of Adenine-Thymine (AT)-rich DNA. A higher number of hydroxyl (OH) groups caused the TBABr:Gly to form more hydrogen bonds with DNA bases and had the highest ability to quench DAPI from DNA, with Stern-Volmer constants (Ksv) of 115.16 M−1. This study demonstrated that the synthesised DESs were strongly bound to DNA through a combination of electrostatic, hydrophobic, and groove binding. Hence, DES has the potential to solvate and stabilise nucleic acid structures.



中文翻译:

光谱分析法分析四丁基溴化铵基深共熔溶剂与DNA的结合

DNA在深共熔溶剂(DES)中的结合特性,特别是结合能和相互作用机理,尚未广为人知。在这项研究中,基于四丁基溴化铵(TBABr)的DES与不同氢键供体(HBD)的结合,包括乙二醇(EG),甘油(Gly),1,3-丙二醇(1,3-PD)和1,使用荧光光谱法研究了5-戊二醇(1,5-PD)对小牛胸腺DNA的影响。发现较短的烷基链长度(2个碳原子)和较高的TBABr:EG(1:5)EG比增加了DES与DNA之间的结合常数(K b),最高可达5.75×10 5 kJ mol -1和降低吉布斯能的结合(ΔG Ò)至32.86千焦摩尔-1。通过置换研究,已证明所有合成的DES都置换了DAPI(4',6-diamidino-2-phenylindole)并能够结合到富含腺嘌呤(AT)的DNA的小沟上。较高数量的羟基(OH)导致TBABr:Gly与DNA碱基形成更多的氢键,并具有从DNA淬灭DAPI的最高能力,其斯特恩-沃尔默常数(K sv)为115.16 M -1。这项研究表明,合成的DES通过静电,疏水和凹槽结合而牢固地与DNA结合。因此,DES具有溶剂化和稳定核酸结构的潜力。

更新日期:2021-02-24
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