Understanding of the interactions of ctDNA with an antioxidant flavone analog: Exploring the utility of the small molecule as fluorescent probe for biomacromolecule
| Autor: | Abhijit Karmakar, Tamanna Mallick, Swapan K. Chandra, Debabrata Mandal, Shaikh Batuta, Sreeparna Das, Naznin Ara Begum, Niharul Alam |
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| Rok vydání: | 2018 |
| Předmět: |
Antioxidant
Optimized geometry Hydrogen bond Dual emission medicine.medical_treatment Organic Chemistry Intercalation (chemistry) 02 engineering and technology 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Small molecule Fluorescence 0104 chemical sciences Analytical Chemistry Inorganic Chemistry chemistry.chemical_compound chemistry medicine Biophysics 0210 nano-technology Spectroscopy DNA |
| Zdroj: | Journal of Molecular Structure. 1165:276-287 |
| ISSN: | 0022-2860 |
| DOI: | 10.1016/j.molstruc.2018.03.113 |
| Popis: | Spectroscopic, viscometric and molecular docking studies were done to ascertain the occurrence and nature of binding interactions between 4′-N,N-dimethylamino-3-hydroxyflavone (DMAHF), a potent antioxidant flavone analog having intrinsic fluorescence activity and calf thymus deoxyribonucleic acid (ctDNA) in Tris-HCl buffer (pH 7.4) medium. Results indicate that DMAHF adopted a completely non-planar structure due to its hydrogen bonding interactions with B-form of ctDNA at its minor groove. DNA-groove binding activity of DMAHF was also confirmed by performing its competitive binding studies with EtBr, a perfect intercalator. The structure of DMAHF showed strong influence on its mode of binding as evident from its single crystal XRD and DFT based optimized geometry. Moreover, the structural changes of DMAHF on binding with ctDNA greatly influenced its ESIPT based dual emission fluorescence behavior. This opens up its utility as fluorescence probe of biomacromolecules, like DNA. |
| Databáze: | OpenAIRE |
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