Bile acids: Electrochemical oxidation on bare electrodes after acid-induced dehydration

Jan Klouda, Jiří Barek, Pavel Kočovský, Thomas Herl, Frank Michael Matysik, Karel Nesměrák, Karolina Schwarzová-Pecková

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Bile acids and sterols in general have long been considered practically inactive for direct redox processes. Herein, a novel way of electrochemical oxidation of primary bile acids is reported, involving an initial acid-induced dehydration step, as confirmed by capillary electrophoresis–mass spectrometry, thereby extending the electrochemical activity of the steroid core. Oxidation potentials were found to be ca + 1.2 V vs. Ag/AgNO3 in acetonitrile on boron doped diamond, glassy carbon, and platinum electrodes in a mixed acetonitrile–aqueous medium employing perchloric acid as a chemical reagent, and as a supporting electrolyte for the voltammetric measurements. The chemical step proved to be effective only for primary bile acids, possessing an axial 7α-hydroxyl group, which is a prerequisite for providing a well-developed voltammetric signal. Preliminary results show that other steroids, e.g., cholesterol, can also be oxidized by employing a similar approach.

Original languageEnglish
Pages (from-to)99-103
Number of pages5
JournalElectrochemistry Communications
Volume86
DOIs
Publication statusPublished - 1 Jan 2018
Externally publishedYes

Keywords

  • Bare electrode
  • Bile acids
  • Electrochemical oxidation
  • Steroid dehydration
  • Voltammetry

ASJC Scopus subject areas

  • Electrochemistry

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  • Cite this

    Klouda, J., Barek, J., Kočovský, P., Herl, T., Matysik, F. M., Nesměrák, K., & Schwarzová-Pecková, K. (2018). Bile acids: Electrochemical oxidation on bare electrodes after acid-induced dehydration. Electrochemistry Communications, 86, 99-103. https://doi.org/10.1016/j.elecom.2017.11.024