0000000000336141
AUTHOR
Kenneth J. Shea
Origin of peak asymmetry and the effect of temperature on solute retention in enantiomer separations on imprinted chiral stationary phases
Abstract In enantiomer separations of d - and l -phenylalanine anlilide ( d,l -PA) on l -PA-imprinted chiral stationary phases (CSPs), the use of an aqueous buffer-organic solvent mixture as mobile phase resulted in improved column efficiency compared with what has previously been observed using mobile phases containing acetic acid as modifier. The dependence of the chromatographic parameters on flow-rate and sample load was studied. A strong dependence of the asymmetry factor ( A s ) of the l -form on sample load and a weak dependence on flow-rate indicate that the non-linear adsorption isotherm is the main reason for the broad peaks observed in this system. Depending on the method used fo…
Enantioselective Ester Hydrolysis Catalyzed by Imprinted Polymers. 2,
Highly cross-linked network polymers prepared by molecular imprinting catalyzed enantioselectively the hydrolysis of N-tert-butoxycarbonyl phenylalanine-p-nitrophenyl ester (BOCPheONP). The templates were designed to allow incorporation of the key catalytic elements, found in the proteolytic enzyme chymotrypsin, into the polymer active sites. Three model systems were evaluated. These were constructed from a chiral phosphonate analogue of phenylalanine (series A, C) or L-phenylalanine (series B) attached by a labile ester linkage to an imidazole-containing vinyl monomer. Free radical copolymerization of the template with methacrylic acid (MAA) and ethylene glycol dimethacrylate (EDMA) gave a…