Electrochemical Oxidation as a Tool for Generating Vitamin D Metabolites

The electrochemical behavior of the vitamers cholecalciferol and ergocalciferol was investigated in order to determine whether it is possible to evaluate phase-I and phase-II metabolism of these steroids and yield metabolites that can serve as reference material. The vitamers were electrochemically-...

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Main Authors: Laura Navarro Suarez, Sonja Thein, Constanze Kallinich, Sascha Rohn
Format: Article
Language:English
Published: MDPI AG 2019-06-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/13/2369
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author Laura Navarro Suarez
Sonja Thein
Constanze Kallinich
Sascha Rohn
author_facet Laura Navarro Suarez
Sonja Thein
Constanze Kallinich
Sascha Rohn
author_sort Laura Navarro Suarez
collection DOAJ
description The electrochemical behavior of the vitamers cholecalciferol and ergocalciferol was investigated in order to determine whether it is possible to evaluate phase-I and phase-II metabolism of these steroids and yield metabolites that can serve as reference material. The vitamers were electrochemically-oxidized using an electrochemical system (ROXY™ EC system). The influence of pH value, solvent, and potential was evaluated. When using methanol or ethanol, the formation of artificial methoxy or ethoxy groups, respectively, was observed, while the use of acetonitrile did not show any formation of further functional groups. A neutral pH value and use of a constant potential led to the highest number of oxidation products with intensive signals. Additionally, a binding study between vitamin D and glucuronic acid as an example for phase-II conjugation was carried out. It was possible to detect adduct formation. Coupling mass spectrometry directly to electrochemistry (EC-MS) is a promising approach for generating vitamin D metabolites and/or yielding a number of metabolites without in vivo or in vitro test systems. It can support or even replace animal studies in the long-term and might be promising for yielding reference compounds.
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spelling doaj.art-7292aaff0baa42318cf6181ebafe15cf2022-12-21T22:59:51ZengMDPI AGMolecules1420-30492019-06-012413236910.3390/molecules24132369molecules24132369Electrochemical Oxidation as a Tool for Generating Vitamin D MetabolitesLaura Navarro Suarez0Sonja Thein1Constanze Kallinich2Sascha Rohn3University of Hamburg, Hamburg School of Food Science, Institute of Food Chemistry, Martin-Luther-King-Platz 6, 20146 Hamburg, GermanyUniversity of Hamburg, Hamburg School of Food Science, Institute of Food Chemistry, Martin-Luther-King-Platz 6, 20146 Hamburg, GermanyUniversity of Hamburg, Hamburg School of Food Science, Institute of Food Chemistry, Martin-Luther-King-Platz 6, 20146 Hamburg, GermanyUniversity of Hamburg, Hamburg School of Food Science, Institute of Food Chemistry, Martin-Luther-King-Platz 6, 20146 Hamburg, GermanyThe electrochemical behavior of the vitamers cholecalciferol and ergocalciferol was investigated in order to determine whether it is possible to evaluate phase-I and phase-II metabolism of these steroids and yield metabolites that can serve as reference material. The vitamers were electrochemically-oxidized using an electrochemical system (ROXY™ EC system). The influence of pH value, solvent, and potential was evaluated. When using methanol or ethanol, the formation of artificial methoxy or ethoxy groups, respectively, was observed, while the use of acetonitrile did not show any formation of further functional groups. A neutral pH value and use of a constant potential led to the highest number of oxidation products with intensive signals. Additionally, a binding study between vitamin D and glucuronic acid as an example for phase-II conjugation was carried out. It was possible to detect adduct formation. Coupling mass spectrometry directly to electrochemistry (EC-MS) is a promising approach for generating vitamin D metabolites and/or yielding a number of metabolites without in vivo or in vitro test systems. It can support or even replace animal studies in the long-term and might be promising for yielding reference compounds.https://www.mdpi.com/1420-3049/24/13/2369electrochemical oxidationEC-MSergocalciferolcholecalciferolmetabolism
spellingShingle Laura Navarro Suarez
Sonja Thein
Constanze Kallinich
Sascha Rohn
Electrochemical Oxidation as a Tool for Generating Vitamin D Metabolites
Molecules
electrochemical oxidation
EC-MS
ergocalciferol
cholecalciferol
metabolism
title Electrochemical Oxidation as a Tool for Generating Vitamin D Metabolites
title_full Electrochemical Oxidation as a Tool for Generating Vitamin D Metabolites
title_fullStr Electrochemical Oxidation as a Tool for Generating Vitamin D Metabolites
title_full_unstemmed Electrochemical Oxidation as a Tool for Generating Vitamin D Metabolites
title_short Electrochemical Oxidation as a Tool for Generating Vitamin D Metabolites
title_sort electrochemical oxidation as a tool for generating vitamin d metabolites
topic electrochemical oxidation
EC-MS
ergocalciferol
cholecalciferol
metabolism
url https://www.mdpi.com/1420-3049/24/13/2369
work_keys_str_mv AT lauranavarrosuarez electrochemicaloxidationasatoolforgeneratingvitamindmetabolites
AT sonjathein electrochemicaloxidationasatoolforgeneratingvitamindmetabolites
AT constanzekallinich electrochemicaloxidationasatoolforgeneratingvitamindmetabolites
AT sascharohn electrochemicaloxidationasatoolforgeneratingvitamindmetabolites