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Redox activity of some non-innocent amino acids

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Abstract

Cyclic voltammetry has been applied in order to scan the redox characteristics of selected amino acids, namely tyrosine, tryptophan, glycine, and cysteine. These species in aqueous solution (NaCl supporting electrolyte) show anodic oxidation peaks E pa ~ 1.0 V vs. Ag/AgCl reference electrode. The calculated reduction potential of these species shows an interference with the iron salts and iron hydroxides/oxides, including ferritin. Several types of quantum-chemical methods were applied to study the ionization of the amino acid as well as zwitterion forms of glycine: semiempirical AM1, density functional B3LYP/UHF, 6-31G**, and ab initio-Hartree-Fock/UHF, 6-31G**.

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Acknowledgements

This work was supported by the COST (European Cooperation in Science and Technology, Action CM1103) and Slovak grant agencies (APVV-0014-11, VEGA-1/0073/13). Kristína Matelková is thankful for the STM at the Vienna University of Technology under project CM1103.

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Authors and Affiliations

  1. Institute of Inorganic Chemistry, University of Technology, Bratislava, Slovakia

    Kristína Matelková & Roman Boča

  2. Institute of Applied Synthetic Chemistry, Vienna University of Technology, Vienna, Austria

    Katrin Ossberger & Wolfgang Linert

  3. Department of Chemistry, FPV, University of SS. Cyril and Methodius, Trnava, Slovakia

    Juraj Hudák, Jaroslav Vatrál & Roman Boča

Authors
  1. Kristína Matelková
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  2. Katrin Ossberger
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  3. Juraj Hudák
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  4. Jaroslav Vatrál
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  5. Roman Boča
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  6. Wolfgang Linert
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Corresponding author

Correspondence to Roman Boča.

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Matelková, K., Ossberger, K., Hudák, J. et al. Redox activity of some non-innocent amino acids. Monatsh Chem 144, 937–949 (2013). https://doi.org/10.1007/s00706-013-0972-0

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  • DOI: https://doi.org/10.1007/s00706-013-0972-0

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