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Aqueous-phase quantitative NMR determination of amino acid enantiomer ratio by 13C-NMR using chiral neodymium shift reagent
Authors:Nicola Florini  Francesco Faglioni  Claudia Zucchi  Luciano Caglioti  Gyula Pályi
Institution:(1) Department of Chemistry, University of Modena and Reggio Emilia, Via Campi 183, 41100 Modena, Italy;(2) Department of Chemistry and Drug Technologies, University “La Sapienza”, Roma, P.le A. Moro 5, 00185 Rome, Italy;
Abstract:A neodymium-(S)-PDTA (PDTA = N,N,N′,N′-tetrakis(hydroxycarbonyl)methyl]-1,2-diaminopropane) complex was found exceptionally useful in the quantitative determination of enantiomer ratios of water-soluble natural amino acids by 13C-NMR. The method is demonstrated on mixtures of l- and d-enantiomers of various amino acids. The interactions of the chiral shift reagent with the amino acid molecules were rationalized by molecular orbital calculations.
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