Binding of tetrabutylammonium bromide based deep eutectic solvent to DNA by spectroscopic analysis

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), gl...

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Main Authors: Yusof, Rizana, Jumbri, Khairulazhar, Ahmad, Haslina, Abdulmalek, Emilia, Abdul Rahman, Mohd Basyaruddin
Format: Article
Published: Elsevier 2021
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author Yusof, Rizana
Jumbri, Khairulazhar
Ahmad, Haslina
Abdulmalek, Emilia
Abdul Rahman, Mohd Basyaruddin
author_facet Yusof, Rizana
Jumbri, Khairulazhar
Ahmad, Haslina
Abdulmalek, Emilia
Abdul Rahman, Mohd Basyaruddin
author_sort Yusof, Rizana
collection UPM
description 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.
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spelling upm.eprints-962082023-01-31T03:17:36Z http://psasir.upm.edu.my/id/eprint/96208/ Binding of tetrabutylammonium bromide based deep eutectic solvent to DNA by spectroscopic analysis Yusof, Rizana Jumbri, Khairulazhar Ahmad, Haslina Abdulmalek, Emilia Abdul Rahman, Mohd Basyaruddin 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. Elsevier 2021 Article PeerReviewed Yusof, Rizana and Jumbri, Khairulazhar and Ahmad, Haslina and Abdulmalek, Emilia and Abdul Rahman, Mohd Basyaruddin (2021) Binding of tetrabutylammonium bromide based deep eutectic solvent to DNA by spectroscopic analysis. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 253. art. no. 119543. pp. 1-8. ISSN 1386-1425; ESSN: 1873-3557 https://www.sciencedirect.com/science/article/pii/S1386142521001190 10.1016/j.saa.2021.119543
spellingShingle Yusof, Rizana
Jumbri, Khairulazhar
Ahmad, Haslina
Abdulmalek, Emilia
Abdul Rahman, Mohd Basyaruddin
Binding of tetrabutylammonium bromide based deep eutectic solvent to DNA by spectroscopic analysis
title Binding of tetrabutylammonium bromide based deep eutectic solvent to DNA by spectroscopic analysis
title_full Binding of tetrabutylammonium bromide based deep eutectic solvent to DNA by spectroscopic analysis
title_fullStr Binding of tetrabutylammonium bromide based deep eutectic solvent to DNA by spectroscopic analysis
title_full_unstemmed Binding of tetrabutylammonium bromide based deep eutectic solvent to DNA by spectroscopic analysis
title_short Binding of tetrabutylammonium bromide based deep eutectic solvent to DNA by spectroscopic analysis
title_sort binding of tetrabutylammonium bromide based deep eutectic solvent to dna by spectroscopic analysis
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