Synthesis and chromatographic properties of an HPLC chiral stationary phase based upon human serum albumin

Domenici, Enrico; Bertucci, Carlo; Salvadori, Piero; Félix, G.; Cahagne, I.; Motellier, S.; Wainer, Irving W.

doi:10.1007/bf02268706

Cited by 201 publications

(85 citation statements)

References 15 publications

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“…Human serum albumin (HSA)-based CSPs were introduced by Domenici et al [202] and found application among others to the resolution of NSAIDs and benzodiazepines. An improvement in enantioselectivity was observed, when Cys 34 in HSA was derivatized by ethacrylic acid [203].…”

Section: Chiral Imprinted Polymersmentioning

confidence: 99%

Chiral separation by chromatographic and electromigration techniques. A Review

Gübitz

Schmid

2001

Biopharm & Drug Disp

225

135

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This review gives a survey of different chiral separation principles and their use in high-performance liquid chromatography (HPLC), gas chromatography (GC), supercritical fluid chromatography (SFC), thin-layer chromatography (TLC), capillary electrophoresis (CE) and capillary electrochromatography (CEC) highlighting new developments and innovative techniques. The mechanisms of the different separation principles are briefly discussed and some selected applications are shown.

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Section: Chiral Imprinted Polymersmentioning

confidence: 99%

Chiral separation by chromatographic and electromigration techniques. A Review

Gübitz

Schmid

2001

Biopharm & Drug Disp

225

135

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“…A different approach involves the analysis of small ligand binding to immobilised albumin supports by high-performance affinity chromatography. [14][15][16][17][18] This method provides several advantages over classical biochemical techniques, as it does not involves separation steps and can offer the precision, sensitivity and reproducibility of a chromatographic system. One of the advantages of this approach over the conventional methods is that it can reveal differences in binding of solutes in the presence of fast association-dissociation kinetics, due to the establishment of a large number of consecutive equilibria between free and bound ligands.…”

Section: Current Approaches For the Study Of The Binding Properties Omentioning

confidence: 99%

“…31 In 1990, the use of HSA-based HPLC column was first described for the resolution of chiral drugs. 14 Since then, the possibility of investigating drug-serum carrier interactions and their enantioselectivity using immobilised human serum albumin with the accuracy and speed of HPLC methods have been increasingly documented. Several HPLC columns based on HSA have been described and applied with increasing interest to the analysis of the binding properties of chiral and achiral compounds.…”

Section: Immobilized Protein Stationary Phase (Csp) As a Rapid Tool Tmentioning

confidence: 99%

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Drug binding to human serum albumin: Abridged review of results obtained with high‐performance liquid chromatography and circular dichroism

2006

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The drug binding to plasma and tissue proteins are fundamental factors in determining the overall pharmacological activity of a drug. Human serum albumin (HSA), together with a 1 -acid glycoprotein (AGP), are the most important plasma proteins, which act as drug carriers, with drug pharmacokinetic implications, resulting in important clinical impacts for drugs that have a relatively narrow therapeutic index. This review focuses on the combination of biochromatography and circular dichroism as an effective approach for the characterization of albumin binding sites and their enantioselectivity. Furthermore, their applications to the study of changes in the binding properties of the protein arising by the reversible or covalent binding of drugs are discussed, and examples of physiological relevance reported. Perspectives of these studies reside in supporting the development of new drugs, which require miniaturization to facilitate the screening of classes of compounds for their binding to the target protein, and a deeper characterization of the mechanisms involved in the molecular recognition processes.

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“…This property has led to the development of a number of HPLC chiral stationary phases based upon albumins such as bovine serum albumin (BSA) 1 and human serum albumin (HSA), 2 glycoproteins such as α1-acid glycoprotein, 3,4 ovomucoid, 5 ovoglycoprotein, 6 avidin 7 and cellulase 8 and enzymes such as trypsin, 9 α-chymotrypsin, 10 lysozyme 11 and pepsin. 12 Disadvantages of protein-based HPLC columns have included low capacity, lack of column ruggedness in some instances and a limited understanding of the chiral recognition mechanisms.…”

Section: Introductionmentioning

confidence: 99%