The redox potential of flavin derivatives as a mediator in biosensors

Journal of Molecular Modeling volume 27, Article number: 96 (2021) Cite this article

Abstract

The two-electron reduction potential for a set of 393 flavin derivatives is presented in this article. These derivatives are substituted flavin on carbon 6, 7, 8, and 9 by coinage transition metals (Cu, Ag, and Au) and conjugated double bond hydrocarbons; and both groups are examined with and without functional groups such as OH, Cl, CH3, COOH, and NO2. In order to show the validity of the results, the reduction potential of human life molecules, which have experimental values, such as flavin adenine dinucleotide (FAD) and riboflavin (vitamin B2) is calculated. The experimental value for FAD is − 0.22 V, while the obtained theoretical value is − 0.21 V, and the corresponding values for riboflavin are − 0.18 and − 0.19 V, respectively. Theoretical calculations have been carried out by DFT procedure with a 6-31+G** basis set and BLYP xc-functional for coinage transition metals substitution, and MPW1PW9 xc-functionals for conjugated double bond hydrocarbon substitution. Both xc-functionals are chosen by the DFT calibration procedure.

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  1. Chemistry Department, College of Sciences, Shiraz University, Shiraz, 7194684795, Iran

    A. H. Pakiari, M. Salarhaji & M. Safapour

  2. Young Researchers and Elite Club, Bushehr Branch, Islamic Azad University, Bushehr, 75149-44141, Iran

    T. Abdollahi

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  1. A. H. Pakiari
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  2. M. Salarhaji
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  3. T. Abdollahi
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A.H. Pakiari designed the project. M. Salarhaji, T. Abdollahi, and M. Safapour performed the theoretical calculations and analyzed the data. A.H. Pakiari and M. Salarhaji wrote the paper.

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Correspondence to A. H. Pakiari.

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Pakiari, A.H., Salarhaji, M., Abdollahi, T. et al. The redox potential of flavin derivatives as a mediator in biosensors. J Mol Model 27, 96 (2021). https://doi.org/10.1007/s00894-020-04650-8

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Keywords

  • Flavins
  • Reduction potential
  • Biosensor
  • Mediator
  • Density functional theory