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Aqueous-phase quantitative NMR determination of amino acid enantiomer ratio by ¹³C-NMR using chiral neodymium shift reagent

Author:
Florini, Nicola, Faglioni, Francesco, Zucchi, Claudia, Caglioti, Luciano, Pályi, Gyula
Source:
Amino acids 2010 v.38 no.5 pp. 1343-1350
ISSN:
0939-4451
Subject:
amino acids, enantiomers, neodymium, nuclear magnetic resonance spectroscopy, quantitative analysis
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.
Agid:
2265400