Evaluation of differences between Chiralpak IA and Chiralpak AD‐RH amylose‐based chiral stationary phases in reversed‐phase high‐performance liquid chromatography

Abstract

Polysaccharide-based chiral stationary phases can be used for the enantioselective separation of a wide range of structurally different compounds. These phases are available with chiral selectors coated or immobilized on silica gel support. The means of attachment of the chiral selector to the carrier can influence the separation performance of these stationary phases. This paper deals with evaluation of differences in the separation abilities of coated Chiralpak AD-RH versus immobilized Chiralpak IA amylose-based stationary phases in the reversed-phase mode of high-performance liquid chromatography. A set of chiral analytes was separated under acidic and basic conditions. Differences were observed in the enantioseparation potential of the tested phases. The linear-free energy relationship and additional evaluation of ionic interactions were used to ascertain whether the interactions that participate in retention and enantioseparation are affected by the means of preparation of these phases. All the interactions covered by the linear-free energy relationship were significant for the studied phases and their absolute values were almost always higher for the coated phase. Ionic interactions were found to be more important on the immobilized stationary phase but did not contribute to any improvement in the enantioselective separation performance.

Cellulose tris‐(3,5‐dimethylphenylcarbamate)‐based chiral stationary phase for the enantioseparation of drugs in supercritical fluid chromatography: comparison with HPLC

“…Among many different chiral stationary phases that are commercially available today, polysaccharide (derivatized cellulose or amylose)-based CSPs have a dominant position. They are used successfully in HPLC, CEC and SFC [9][10][11][12][13][14][15].…”

Influence of photoinduced isomerization on the chiral separation of novel liquid crystalline materials with a diazene moiety

“…Transfer of the separation regime to the RP separation mode provided baseline resolution of the individual enantiomers, which could be used to a semipreparative scale application. RP separation mode can in some cases be profitable because of specific advantages with respect to the adsorption mode .…”

State-of-the-art and recent developments of immobilized polysaccharide-based chiral stationary phases for enantioseparations by high-performance liquid chromatography (2013–2017)

“…Kalíková et al [38] compared two commercially available polysaccharide-based CSPs containing amylose tris-(3,5-dimethylphenylcarbamate) chiral selector, coated and immobilized on silica support, under different separation conditions. The immobilized CSP, Chiralpak IA, and coated CSP, Chiralpak AD-RH, had comparable enantiorecognition potential for acidic analytes in the RP-HPLC mode.…”

“…have been determinated in environmental or food samples (soil, natural waters, fruits, vegetables, etc.). Pharmaceutical compounds recognized as potential anti-carcinogen agents [44,45,56,92,64], α-and β-adrenergic receptor blockers [51,92,59,[65][66][67][68]60], nonsteroidal anti-inflammatory drugs [38], antihistamines [92,74], proton pump inhibitors [50,94,73,79,81,88,96,76], retroviral drugs [55,84], antihyperglycemic drugs [83], antihelminthic agents [40,57], anti-hypertensive drugs [41,53,85], L-type calcium channel [72,89], broad-spectrum antimicrobials [95,70], nootropic drugs [90,91], anticoagulant drugs [69], etc. have also been determined, especially in commercial products or biological samples (pharmaceutical formulations, human urine, human or animal blood, human plasma, animal serum, etc.).…”