Klouda, Jan and Barek, Jiri and Kocovsky, Pavel and Herl, Thomas and Matysik, Frank-Michael and Nesmerak, Karel and Schwarzova-Peckova, Karolina (2018) Bile acids: Electrochemical oxidation on bare electrodes after acid-induced dehydration. ELECTROCHEMISTRY COMMUNICATIONS, 86. pp. 99-103. ISSN 1388-2481, 1873-1902
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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 7 alpha-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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | LIEBERMANN-BURCHARD REACTION; COMBINATION; CHOLESTEROL; BIOSENSOR; STEROIDS; HPLC; MS; Bile acids; Steroid dehydration; Electrochemical oxidation; Bare electrode; Voltammetry |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Analytische Chemie, Chemo- und Biosensorik > Instrumentelle Analytik (Prof. Frank-Michael Matysik) |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 23 Mar 2020 11:22 |
| Last Modified: | 23 Mar 2020 11:22 |
| URI: | https://pred.uni-regensburg.de/id/eprint/15263 |
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