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Direct determination of enantiomeric enrichment of chiral, underivatized aminophosphonic acids — useful for enantioselective bioconversion results evaluation

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Central European Journal of Chemistry

Abstract

The possibility of applying 31P NMR spectroscopy for the determination of the enantiomeric excess of the racemic mixture of non-derivatized aminophosphonic acids with small side chains has been investigated. It is proven, that the effectiveness of the application of a chiral solvating agent strongly depends on the concentration of applied shift reagent and on the pH of the particular experiment. Effectual resolution protocols are elaborated for following phosphonic acids: 1-aminoethanephosphonic acid, 1-amino-2-methylpropanephosphonic acid, 1-aminophenylmethanephosphonic acid, 1-aminophenylmethane-phosphonic acid and 1-amino-2-phenylethanephosphonic acid.

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Authors and Affiliations

  1. Department of Bioorganic Chemistry, Faculty of Chemistry, Wrocław University of Technology, 50-370, Wrocław, Poland

    Kinga Kozyra, Magdalena Klimek-Ochab, Małgorzata Brzezińska-Rodak & Ewa Żymańczyk-Duda

Authors
  1. Kinga Kozyra
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  2. Magdalena Klimek-Ochab
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  3. Małgorzata Brzezińska-Rodak
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  4. Ewa Żymańczyk-Duda
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Correspondence to Kinga Kozyra.

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Kozyra, K., Klimek-Ochab, M., Brzezińska-Rodak, M. et al. Direct determination of enantiomeric enrichment of chiral, underivatized aminophosphonic acids — useful for enantioselective bioconversion results evaluation. cent.eur.j.chem. 11, 1542–1547 (2013). https://doi.org/10.2478/s11532-013-0277-5

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  • DOI: https://doi.org/10.2478/s11532-013-0277-5

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