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Biphasic recognition chiral extraction — novel way of separating pantoprazole enantiomers

  • Jia-Jia Liu EMAIL logo , Chang Liu , Ke-Wen Tang and Pan-Liang Zhang
Published/Copyright: January 28, 2014
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Chemical Papers
From the journal Chemical Papers Volume 68 Issue 5

Abstract

This paper presents a biphasic recognition chiral extraction system developed as a new chiral separation technology for the separation of pantoprazole enantiomers, combining a hydrophilic β-CD derivative in the aqueous phase and a hydrophobic tartaric acid in the organic phase which preferentially recognise the (R)-enantiomer and (S)-enantiomer, respectively. In this study, a number of factors which influence the efficiency of the extraction were investigated including types of organic solvents, β-CD and tartaric acid esters and their concentrations, pH and temperature. As a result, enantioselectivity for pantoprazole enantiomers can be improved up to 1.42 under optimised conditions; in addition, it is clear that the combined action of β-CD and tartaric acid esters leads to formation of the biphasic chiral extraction system with a stronger separation capacity than a monophasic chiral extraction system.

Keywords: pantoprazole; biphasic chiral extraction system; β-cyclodextrin; tartaric acid

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Published Online: 2014-1-28
Published in Print: 2014-5-1

© 2013 Institute of Chemistry, Slovak Academy of Sciences

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https://doi.org/10.2478/s11696-013-0501-y
Keywords for this article
pantoprazole; biphasic chiral extraction system; β-cyclodextrin; tartaric acid

Articles in the same Issue

  1. A spectrophotometric method for plant pigments determination and herbs classification
  2. Catalysis and reaction mechanisms of N-formylation of amines using Fe(III)-exchanged sepiolite
  3. Effect of support on activity of palladium catalysts in nitrobenzene hydrogenation
  4. Biphasic recognition chiral extraction — novel way of separating pantoprazole enantiomers
  5. Effect of the preparation route on the structure and microstructure of LaCoO3
  6. Synthesis, characterisation, and antioxidant study of Cr(III)-rutin complex
  7. Mercury(II) complexes of new bidentate phosphorus ylides: synthesis, spectra and crystal structures
  8. Synthesis and properties of CaAl-layered double hydroxides of hydrocalumite-type
  9. MgZnAl hydrotalcite-like compounds preparation by a green method: effect of zinc content
  10. Carbon nanotube-layered double hydroxide nanocomposites
  11. Synthesis of palladium-bidentate complex and its application in Sonogashira and Suzuki coupling reactions
  12. Reduction of nitroblue tetrazolium to formazan by folic acid
  13. Michael addition of phenylacetonitrile to the acrylonitrile group leading to diphenylpentanedinitrile. Structural data and theoretical calculations
  14. Efficient hydrolysis of glucose-1-phosphate catalyzed by metallomicelles with histidine residue
  15. Synthesis of [Re2Cl4(O)2(µ-O)(3,5-lut)4] and investigation of its structure via X-ray and spectroscopic measurements and DFT calculations
  16. QSAR modeling of aromatase inhibition by flavonoids using machine learning approaches
  17. Influence of freezing on physicochemical forms of natural and technogenic radionuclides in Chernozem soil
  18. “Green synthesis” of benzothiazepine library of indeno analogues and their in vitro antimicrobial activity
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