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Enantioseparation by Capillary Electrophoresis Using Cyclodextrins in an Amino Acid-Based Ionic Liquid Running Buffer

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Chiral Separations

Part of the book series: Methods in Molecular Biology ((MIMB,volume 1985))

Abstract

For enantioseparations of chiral drugs in capillary electrophoresis, chiral ionic liquids (CIL) can be employed instead of traditional running buffer containing a chiral selector. CILs can be applied solely or in addition to the often used cyclodextrin derivatives. Here the separation of phenethylamines, especially of ephedrine, is described using tetrabutylammonium l-argininate (125 mM) in phosphate buffer (75 mM, pH 1.5) in addition to β-cyclodextrin (30 mM). Using this dual-chiral running buffer system ephedrine, pseudoephedrine and methylephedrine, but not norephedrine, could be easily resolved.

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References

  1. Ahuja S (2008) Overview of capillary electrophoresis in pharmaceutical analysis. In: Ahuja S, Jimidar MI (eds) Capillary electrophoresis methods for pharmaceutical analysis, Separation science and technology, vol. 9. Elsevier, Amsterdam

    Google Scholar 

  2. Holzgrabe U, Wahl J (2016) Ionic liquids in capillary electrophoresis. Methods Mol Biol 1483:131–153

    Article  CAS  Google Scholar 

  3. Kapnissi-Christodoulou CP, Stavrou IJ, Mavroudi MC (2014) Chiral ionic liquids in chromatographic and electrophoretic separations. J Chromatogr A 1363:2–10

    Article  CAS  Google Scholar 

  4. Greno M, Marina ML, Castro-Puyana M (2018) Enantioseparation by capillary Electrophoresis using ionic liquids as chiral selectors. Crit Rev Anal Chem 48:429–446

    Article  CAS  Google Scholar 

  5. Wedig M, Holzgrabe U (1999) Resolution of ephedrine derivatives by means of neutral and sulfated heptakis(2,3-di-O-acetyl)β-cyclodextrins using capillary electrophoresis and nuclear magnetic resonance spectroscopy. Electrophoresis 20:2698–2704

    Article  CAS  Google Scholar 

  6. Wedig M, Laug S, Christians T et al (2002) Do we know the mechanism of chiral recognition between cyclodextrins and analytes? J Pharm Biomed Anal 27:531–540

    Article  CAS  Google Scholar 

  7. Borst C, Holzgrabe U (2010) Comparison of chiral electrophoretic separation methods for phenethylamines and application on impurity analysis. J Pharm Biomed Anal 53:1201–1209

    Article  CAS  Google Scholar 

  8. Wahl J, Holzgrabe U (2017) Separation of phenethylamine enantiomers using tetrabutylammonium chloride as ionic liquid background electrolyte additive. J Res Anal 3:73–80

    Google Scholar 

  9. Wahl J, Holzgrabe U (2018) Capillary electrophoresis separation of phenethylamine enantiomers using amino acid-based ionic liquids. J Pharm Biomed Anal 148:245–250

    Article  CAS  Google Scholar 

  10. Fillet M, Bechet I, Hubert P, Crommen J (1996) Resolution improvement by use of carboxymethyl-β-cyclodextrin separation of basic drugs by capillary electrophoresis. J Pharm Biomed Anal 14:1107–1114

    Article  CAS  Google Scholar 

  11. Lurie IS, Odeneal NG II, McKibben TD (1998) Effects of various anionic chiral selectors on the capillary electrophoresis separation of chiral phenethylamines and achiral neutral impurities present in illicit methamphetamine. Electrophoresis 19:2918–2925

    Article  CAS  Google Scholar 

  12. Medronho B, Duarte H, Alves L et al (2016) The role of cyclodextrin-tetrabutylammonium complexation on the cellulose dissolution. Carbohydr Polym 140:136–143

    Article  CAS  Google Scholar 

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Correspondence to Ulrike Holzgrabe .

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Wahl, J., Holzgrabe, U. (2019). Enantioseparation by Capillary Electrophoresis Using Cyclodextrins in an Amino Acid-Based Ionic Liquid Running Buffer. In: Scriba, G.K.E. (eds) Chiral Separations. Methods in Molecular Biology, vol 1985. Humana, New York, NY. https://doi.org/10.1007/978-1-4939-9438-0_20

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  • DOI: https://doi.org/10.1007/978-1-4939-9438-0_20

  • Publisher Name: Humana, New York, NY

  • Print ISBN: 978-1-4939-9437-3

  • Online ISBN: 978-1-4939-9438-0

  • eBook Packages: Springer Protocols

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