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Journal ArticleDOI

NMR determination of the enantiomer composition of penicillamine using an optically active europium shift reagent

TLDR
An NMR method is described for assaying the enantiomer composition of the pharmacologically active material penicillamine, using tris-(3-heptafluorobutyryl-d-camphorato)europium, which can be detected at levels of 0·4 to 0·5% in DL mixtures.
Abstract
An NMR method is described for assaying the enantiomer composition of the pharmacologically active material penicillamine (1), using tris-(3-heptafluorobutyryl-d-camphorato)europium. The L enantiomer can be detected at levels of 0·4 to 0·5% in DL mixtures. Problems due to the insolubility of penicillamine in nonpolar solvents can be overcome by a two step derivatisation procedure.

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Journal ArticleDOI

Validation of quantitative NMR.

TL;DR: A validated protocol for quantitative high resolution 1H-NMR using single pulse excitation that considers all issues regarding linearity, robustness, specificity, selectivity and accuracy as well as influences of instrument specific parameters and the data processing and evaluation routines is described.
Book ChapterDOI

Chemical basis for pharmacological and therapeutic actions of penicillamine.

TL;DR: The pharmacological and therapeutic action of penicillamine are very largely explained by its ability to chelate metal ions and take part in oxidation-reduction reactions, sulfhydryldisulfide interchange, and nucleophilic addition as mentioned in this paper.
Journal ArticleDOI

Epimerization at C‐2 of 2‐substituted thiazolidine‐4‐carboxylic acids

TL;DR: In this paper, a 3.3 to 1 dominance of the 2S (cis) isomer was shown to epimerize at the C-2 position in neutral, protic solvents, which was manifested by mutarotation concomitant to changes in the ratios of the methine proton resonances in the nmr spectrum.
Journal ArticleDOI

Indirect resolution of enantiomers of penicillamine by TLC and HPLC using Marfey's reagent and its variants

TL;DR: The TLC and HPLC method was successful for checking the enantiomeric impurity of l-penicillamine in d-peniillamine and to check the enantomeric purity of pharmaceutical formulations of d-Penicillamines.
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