Metabolite Synthesis

 

With the availability of the µ-PrepCell (a micro preparative cell) the electrochemical synthesis of metabolites and other REDOX species (e.g., intermediates) becomes feasible within a short period of time.
Typical quantities are in the µg range / minute. Collecting the products over 1 hour or more result in sufficient amounts for identification by modern NMR. Huge time savings can be realized compared to syntehsis by wet chemistry or the expensive and often non-specific enzymatic approaches.

Square Wave Pulse - Enhanced Metabolite Synthesis (Yield)

Application of a square wave pulse is beneficial for metabolite synthesis. The main advantage of this pulising technique is a stable current over a long period of time and a constant synthesis yiled.The electrode surface is thereby continuously reactivated, reducing adsorption or fouling, meanwhile high sample concentration can be introduced into the cell for efficient synthesis.

A) Overlay of 8 mass spectra acquired over 3.5 hrs, illustrating the excellent stability of synthesis of the 3 Verapamil metabolites: m/z 196, m/z 291 and m/z 441. (B) Applied square wave pulse settings for synthesis of Verapamil metabolites with E1 800 mV and E2 400 mV and durations of appr. 2 and 1 s, respectively.

After collection and purification by HPLC the individual metabolites can be analyzed by NMR and/or MS and used as reference material.

More Information

For more information about Electrochemical Synthesis of Metabolites see tab with References above of contact Antec at info@antecscientific.com


Application Notes

Application Notebook

Posters

  • 221_070_01 - Online EC MS A Powerful Tool for Fast Prediction of Phase I and II Drug Metabolism
  • 221_076_01 - Expanding Role of Electrochemistry Mass Spectrometry in Life Sciences
  • 221_077_01 - Novel method for efficient reduction of disulfide bonds in peptides and proteins prior MS detection
  • 221_078_01 - Identification of electrochemically synthesized metabolites
  • 221_079_01 - Insights into Nucleic Acids Oxidation by ElectrochemistryLiquid ChromatographyMass Spectrometry
  • 221_090_01 - Degradation of Xenobiotics and Binding to Organic Matter by OnLine EC MS
  • 221_105_01 - Controlled Reduction of Disulfide Bonds in Biopharmaceuticals Using an Electrochemical Reactor Cell online with LCMS Rolduc 2014
  • 221_106_01 - ElectrochemistryMS a Powerful Tool in Drug Metabolism Rolduc 2014
  • 221_107_01 - ElectrochemistryMS a Powerful Tool in Drug Metabolism ASMS 2014
  • 221_108_01 - Controlled Reduction of Disulfide Bonds in Proteins and Peptides Using an Electrochemical Reactor Cell in online LCECMS ASMS 2014
  • 221_115_01 - Controlled Reduction of Disulfide Bonds in Biopharmaceuticals ElCheMS2015
  • 221_116_01 - Enhanced Pharmaceutical Stability ElCheMS2015
  • 221_117_01 - Mimicking Drug Metabolism ElCheMS2015
  • 221_118_01 - Electrochem Reduction of Disulfide Bonds ASMS2015
  • 221_120_01 - ECHDX for the Analysis of Protein Therapeutics HOS2015
  • 221_226_01 - The Application of ElectrochemistryMS to Pharmaceutical Stability Testing and Degradant Synthesis


23812883 - EC-SPE-stripline-NMR analysis of reactive products: a feasibility study.
Falck D, Oosthoek-de Vries AJ, Kolkman A, Lingeman H, Honing M, Wijmenga SS, Kentgens AP, Niessen WM.; Anal Bioanal Chem. 2013 Aug;405(21):6711-20. doi: 10.1007/s00216-013-7158-9. Epub 2013 Jun 30.

22971210 - Combination of electrochemistry and nuclear magnetic resonance spectroscopy for metabolism studies.
Simon H, Melles D, Jacquoilleot S, Sanderson P, Zazzeroni R, Karst U.; Anal Chem. 2012 Oct 16;84(20):8777-82. doi: 10.1021/ac302152a. Epub 2012 Sep 25.

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