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Metabolite synthesis

µ-PrepCell2.0™ - for continuous flow chemistry

 

The µ-PrepCell2.0 can be used successfully in flow chemistry for the synthesis of metabolites and other REDOX species (e.g., intermediates). 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 - for higher yield

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

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

See References below or contact Antec Scientific 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.

26116769 - Preparing the key metabolite of Z-ligustilide in vivo by a specific electrochemical reaction
F Duan, W Xu, J Liu, Z Jia, K Chen; Journal of Separation Science (2018) 41: 2799-2807

26116770 - Prediction of biotransformation products of the fungicide fluopyram by electrochemistry coupled online to liquid chromatography-mass spectrometry and comparison …
TF Mekonnen, U Panne, M Koch ; Analytical and Bioanalytical Chemistry (2018) 410: 2607-2617

26116771 - Electrochemical simulation of triclosan metabolism and toxicological evaluation
L Zhu, Y Shao, H Xiao, B Santiago-Schübel; Science of the Total Environment (2018) 622–623: 1193-1201

26116773 - Electrochemical oxidation of fluoroquinolone antibiotics: Mechanism, residual antibacterial activity and toxicity change
L Zhu, B Santiago-Schübel, H Xiao, H Hollert; Water Research (2016) 102: 52-62

26116774 - KAE609 (Cipargamin), a new spiroindolone agent for the treatment of malaria: Evaluation of the Absorption, Distribution, Metabolism and Excretion of a single oral 300 …
SEW Huskey, C Zhu, A Fredenhagen, J Kuhnol; Drug Metabolism and Disposition (2016) DOI: https://doi.org/10.1124/dmd.115.069187

26116775 - … pharmaceutical oxidation products using electrochemistry: a systematic study of N-dealkylation reactions of fesoterodine using a commercially available synthesis cell
S Torres, R Brown, R Szucs, JM Hawkins; Org. Process Res. Dev. (2015) 19: 1596-1603

26116776 - An efficient laboratory workflow for environmental risk assessment of organic chemicals
L Zhu, B Santiago-Schübel, H Xiao, B Thiele, Z Zhu; Chemosphere (2015) 131: 34-40

00216-013-7021 - Generation of statin drug metabolites through electrochemical and enzymatic oxidations
Smriti Khera, Na Hu; Analytical and Bioanalytical Chemistry, July 2013, Volume 405, Issue 18, pp 6009–601

See our support pages for a full list of recent literature