High-performance liquid chromatographic enantioseparation of unusual secondary amino acids on a D-penicillamine-based chiral ligand exchange column

Chirality
István IliszAntal Péter

Abstract

The application of a chiral ligand-exchange column (CLEC) for the direct high-performance liquid chromatographic enantioseparation of unusual secondary amino acids using D-penicillamine-Cu(II) complex as chiral selector is reported. The amino acids investigated were pyrrolidine-2-carboxylic acid, piperidine-2-carboxylic acid, piperazine-2-carboxylic acid, morpholine-3-carboxylic acid, and thiomorpholine-3-carboxylic acid analogs. Chromatographic results are given as the retention, separation, and resolution factors. The chromatographic conditions were varied to achieve optimal separation. The elution sequence of the enantiomers was determined and in most cases the S isomer eluted before R.

References

Jan 11, 1974·The Journal of Organic Chemistry·J J Ellington, I L Honigberg
Jul 2, 2003·Journal of Chromatography. a·Antal PéterFrans Borremans

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Citations

Jul 28, 2012·Journal of Chromatography. a·István IliszAntal Péter
Feb 22, 2012·Journal of Pharmaceutical and Biomedical Analysis·István IliszAntal Péter
Jan 1, 2008·European Journal of Organic Chemistry·M Isabel Calaza, Carlos Cativiela
Nov 12, 2009·Biomedical Chromatography : BMC·Ravi Bhushan, Rajender Kumar
Aug 16, 2013·Biomedical Chromatography : BMC·Małgorzata Dołowy, Alina Pyka

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