Fast chiral separation by ligand‐exchange HPLC using a dynamically coated monolithic column

Abstract

The preparation and application of dynamically coated ligand-exchange chromatography phases for enantioseparation is described. The phases were prepared by pumping a solution of N-decyl-L-4-hydroxyproline, N-hexadecyl-L-4-hydroxyproline, or N-2-hydroxydodecyl-L-4-hydroxyproline through a commercially available monolithic RP-18 column. These coatings are stable against desorption for months at ambient temperature when aqueous mobile phases are used. The columns were applied to the chiral separation of amino acids, glycyl dipeptides and diastereomeric dipeptides, and tripeptides. The chiral selector can be removed or changed easily by washing the column with ACN or methanol. Ultrafast separations in the range of seconds were achieved using high flow rates.

Advances in chiral separations of small peptides by capillary electrophoresis and chromatography

“…Schmid et al. also reported stereoseparations a series of dipeptides on dynamically coated ligand‐exchange columns. Such level of stereoselectivities allowed a partial resolution of four stereoisomers of dipeptides .…”

Enantioresolution of Amino Acids: A Decade’s Perspective, Prospects and Challenges

“…This technique is usually employed in three separate forms: (i) in the "chiral-bonded ligand exchanging stationary phases" the chiral selector is covalently attached to the stationary phase [68]; (ii) ligand-exchange columns are prepared by dynamically coating the commercially available reversed-phase columns with a hydrophobic chiral selector [69,70] and (iii) the chiral selector predominantly resides in the mobile phase, in this case, the selector complex is continuously introduced into the column. Analytes to be resolved form the mixed-ligand complexes with the selector, which are diastereomeric in their structure.…”

Chiral separation of quinolones by liquid chromatography and capillary electrophoresis

“…Schmid et al. had suggested dynamically coated monolithic ligand‐exchange columns to speed up analysis. However, this approach had not been applied yet for the determination of chiral quinolones.…”