Nonlinear effects in enantioselective chromatography: prediction of unusual elution profiles of enantiomers in non-racemic mixtures on an achiral stationary phase doped with small amounts of a chiral selector

2010 ◽  
Vol 21 (11-12) ◽  
pp. 1334-1340 ◽  
Author(s):  
Oliver Trapp ◽  
Volker Schurig
2021 ◽  
Author(s):  
Roberto Fernandez-Maestre ◽  
Markus Doerr

<p><a>Racemic mixtures of twelve common </a>a-amino acids and three chiral drugs were tested for the separation of their enantiomers by ion mobility spectrometry (IMS)-quadrupole mass spectrometry (MS). Separations were tested by introducing chiral selectors in the mobility spectrometer buffer gas. (R)-α-(trifluoromethyl) benzyl alcohol, (R)-tetrahydrofuran-2-carbonitrile, (L)-ethyl lactate, methyl (S)-2-chloropropionate, and the R and S enantiomers of 2-butanol and 1-phenyl ethanol were evaluated as chiral selectors. Experimental conditions were varied during the tests including buffer gas temperature, concentration, and type of chiral selectors, analyte concentration, electrospray voltage, electrospray (ESI) solvent pH, and buffer gas flow. The individual enantiomers yielded different drift times for periods of up to 8 hours in a few experiments; such drift times were sufficiently different (~ 0.3 ms) to partially resolve the enantiomers in racemic mixtures, but these mixtures always yielded a single mobility peak at the experimental conditions tested with a drift time similar to that of one of the enantiomers. Energy calculations of the chiral selector –ion interactions showed that these separations are unlikely using 2-butanol as chiral selector but they might be feasible depending on the nature of chiral selectors and the type of enantiomers.</p>


2011 ◽  
Vol 30 (2) ◽  
pp. 127 ◽  
Author(s):  
Martin G Schmid ◽  
Gerald Gübitz

The principle of chiral ligand-exchange, introduced by Davankov, has become a widely used technique for chiral separation in both chromatography and in electromigration techniques. This simple technique makes use of the formation of mixed metal chelate complexes between a chiral selector and both enantiomers of an analyte. In HPLC, the chiral selector can be either bonded to the stationary phase or added to the mobile phase. In CE the chiral selector is simply added to the electrolyte. A relatively new approach represents CEC, where capillaries contain a chiral stationary phase. More than thousand papers appeared in the field of chiral ligand-exchange. To cite all papers would require several books.The present article gives an overview of both milestones and our activities on chiral separation using the principle of ligand-exchange. Recent advances in chip technology for chiral separations and new approaches regarding improvement of detection sensitivity are mentioned.


2021 ◽  
Author(s):  
Roberto Fernandez-Maestre ◽  
Markus Doerr

<p><a>Racemic mixtures of twelve common </a>a-amino acids and three chiral drugs were tested for the separation of their enantiomers by ion mobility spectrometry (IMS)-quadrupole mass spectrometry (MS). Separations were tested by introducing chiral selectors in the mobility spectrometer buffer gas. (R)-α-(trifluoromethyl) benzyl alcohol, (R)-tetrahydrofuran-2-carbonitrile, (L)-ethyl lactate, methyl (S)-2-chloropropionate, and the R and S enantiomers of 2-butanol and 1-phenyl ethanol were evaluated as chiral selectors. Experimental conditions were varied during the tests including buffer gas temperature, concentration, and type of chiral selectors, analyte concentration, electrospray voltage, electrospray (ESI) solvent pH, and buffer gas flow. The individual enantiomers yielded different drift times for periods of up to 8 hours in a few experiments; such drift times were sufficiently different (~ 0.3 ms) to partially resolve the enantiomers in racemic mixtures, but these mixtures always yielded a single mobility peak at the experimental conditions tested with a drift time similar to that of one of the enantiomers. Energy calculations of the chiral selector –ion interactions showed that these separations are unlikely using 2-butanol as chiral selector but they might be feasible depending on the nature of chiral selectors and the type of enantiomers.</p>


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