Ligand exchange separations

Achiral Columns Together with Chiral Mobile Phases. Ligand-exchange chromatography for chiral separation has been introduced (59), and has been appHed to the resolution of several a-amino acids. Prior derivatization is sometimes necessary. Preparative resolutions are possible, but the method is sensitive to small variations in the mobile phase and sometimes gives poor reproducibiUty. 

Ligand exchange Equihbrium Chromatographic separation of glucose-fructose mixtures with Ca-form resins Removal of hea y metals with chelating resins Affinity chromatography... 

V. A. Davankov, Ligand-exchange phases in Chiral Separations by HPLC, A. M. Krstulovic, Ellis Horwood Ltd., Chichester (1989) Chapter 15. 

The most widely used approach for the separation of enantiomers by TLC is based on a ligand exchange mechanism using commercially available reversed-phase plates impregnated with a solution of copper acetate and (2S,4R,2 RS)-4-hydroxy-l-(2-hydroxydodecyl)proline in optimized amounts. Figure 7.9 (10,97,98,107-109). Enantiomers are separated based on the differences in the stability of the diastereomeric complexes formed between the sample, copper, and the proline selector. As a consequence, a prime requirement for separation is that the seumple must be able to form complexes with copper. Such compounds include... 

Ligand exchange has been a favoured method for the concentration of amino acids from solution because of its selectivity [268]. Ion exchange has often then been used for the final separation of the acids [269-272],... 

Since the order of increasing CL intensity for alkyl amines reacted with Ru(bpy)32+ is tertiary amines > secondary amines > primary amines, pharmaceutical compounds bearing a tertiary amine function (e.g., antihistamine drugs [99], anticholinergic drugs [100], erythromycin [101], and its derivatives [102]) have been sensitively determined after HPLC separation (Table 3). The method was applied to the detection of d- and L-tryptophan (Trp) after separation by a ligand-exchange HPLC [103], The detection limits for d- and L-Trp were both 0.2 pmol per injection. Oxalate in urine and blood plasma samples has also been determined by a reversed-phase ion-pair HPLC (Fig. 18) [104], Direct addition of... 

Ligand binding, in proteins, 20 829-830 Ligand-exchange phases, for chiral separations, 6 82-83 Ligands... 

Galli, B. et al., Enantiomeric separation of DNS-amino acids and DBS-amino acids by ligand exchange chromatography with (5) - and (R)-phenylalaninamide modified silica gel, J. Chromatogr. A, 666,11, 1994. 

Chiral ligand-exchange chromatography (CLEC) ° separates enantiomers by the formation of diastereomeric metal complexes. In a first instance the technique was mainly used for the separation of amino acids. Impressive results of the first separations gave rise to intensive investigation in the field and numerous publications appeared in the literature, which have been reviewed. 

A large number of chiral molecules have been separated with ligand-exchange chiral stationary phases. A few examples with commercially available columns are given in Table 4. 

TABLE 4 Examples of Chiral Separations in Chiral Ligand-Exchange Chromatography... 

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