Influence of the pH on the behavior of an imprinted polymeric stationary phase — supporting evidence for a binding site model

Chen, Yibai; Kele, Marianna; Quin̄ones, Igor; Sellergren, Börje; Guiochon, Georges

doi:10.1016/s0021-9673(01)01019-6

Cited by 76 publications

(36 citation statements)

References 26 publications

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“…The adsorbed amounts of D-Phe and L-Phe The adsorption selectivity decreased with the increase in racemate solute concentration, although the adsorbed amounts of both D-Phe and L-Phe increased. This can be well explained with the heterogeneous binding site model for the imprinted polymer [27]. One of the heterogeneous binding sites is selective or high affinity and the other is non-selective and low-affinity.…”

Section: Adsorption Of Solutementioning

confidence: 84%

Chiral resolution of phenylalanine by d-Phe imprinted membrane considering rejection property

Ul‐Haq¹,

Park

2009

Bioprocess Biosyst Eng

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An enantio-selective D-Phe imprinted P(AA-co-AN) membrane was prepared using the wet-phase inversion method. The membrane not only selectively adsorbed phenylalanine but also rejected it with a rejection selectivity of 0.82-0.64 and 0.91-0.63 during the filtration of 100 and 10 ppm (g m(-3)) racemate solutions, respectively. The fluxes of D-Phe and L-Phe during filtration of 10 ppm racemate solution were 0.0077-0.0229 and 0.0064-0.0208 mg m(-2) s(-1), respectively, and the fluxes of D-Phe and L-Phe during filtration of 100 ppm racemate solution were 0.1287-0.2522 and 0.1174-0.2458 mg m(-2) s(-1), respectively. The adsorption selectivity was higher at low concentration. The adsorption selectivities varied from 1.11 to 1.65 and from 1.64 to 2.78 during filtration of 100 and 10 ppm racemate solutions, respectively. In respect to desorption, the fractional difference between D-Phe and L-Phe in the recovered solution from 10 ppm was higher than that from 100 ppm.

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Section: Adsorption Of Solutementioning

confidence: 84%

Chiral resolution of phenylalanine by d-Phe imprinted membrane considering rejection property

Ul‐Haq¹,

Park

2009

Bioprocess Biosyst Eng

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“…In the low concentration range, the adsorption on selective binding sites is stronger than that on nonselective binding sites. 23 The resulting experiment data were fitted to the following models of adsorption isotherm:…”

Section: Resultsmentioning

confidence: 99%

“…17,18 The competitive Langmuir isotherms for liquid chromatography has been studied by Juza 17,19 and Guiochon, 20 and the multi-compounds competitive isotherm was shown to be better than that of the single compound isotherm. [21][22][23] According to reports in the literature, many isotherms have been successfully employed to calculate the binding properties of MIPs: simple Langmuir, SIPs models, Bi-Langmuir models, Jovanovic model, Bi-Jovanovic model, and Freundlich-Jovanovic model. 22 In this work, the adsorption equilibrium data of a single compound were correlated into five isotherm models: linear, Langmuir, Freundlich, quadratic, and Langmuir Extension isotherms.…”

Section: Introductionmentioning

confidence: 99%

Adsorption Isotherms of Catechin Compounds on (+)Catechin-MIP

Jin¹,

Wan²,

Row

2008

Bulletin of the Korean Chemical Society

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A molecular imprinted polymer (MIP) using (+)catechin ((+)C) as a template and acrylamide (AM) as a functional monomer was prepared. Acetonitrile was used as the porogen with ethylene glycol dimethacrylate (EGDMA) as the crosslinker and 2,2'-azobis(isobutyronitrile) (AIBN) as the initiator. The adsorption isotherms in the MIP were measured and the parameters of the equilibrium isotherms were estimated by linear and nonlinear regression analyses. The linear equation for original concentration and adsorpted concentrations was then expressed, and the adsorption equilibrium data were correlated into Langmuir, Freundlich, quadratic, and Langmuir Extension isotherm models. The mixture compounds of (+)C and epicatechin (EC) show competitive adsorption on specific binding sites of the (+)catechin-MIP. The adsorption concentrations of (+)C, epicatechin (EC), epicatechin gallate (ECG), and epigallocatechin gallate (EGCG), on the (+)catechin-molecular imprinted polymer were compared. Through the analysis, the (+)catechin-molecular imprinted polymer showed higher adsorption ability than blank polymer which was synthesized molecular imprinted polymer without (+)catechin. Furthermore, the competitive Langmuir isotherms were applied to the mixture compounds of (+)C and EC.

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“…In those cases, however, the electrostatic interaction between the MIP and the solutes was found to govern the solute retention. For example, the solutes (L-and D-phenylalanine anilide) were positively charged while the MIP (made of MAA) was negatively charged in one case [43,45], and the solutes (N-carbobenzyloxytyrosine enantiomers) were negatively charged while the MIP (made of 4-vinylpyridine) was positively charged in another case [44] at the pH of solute pK a . Similar results were observed in non-MIP systems where an ion exchange retention mechanism applied [46,47].…”

Section: Effect Of Eluent Ph On Chiral Separationmentioning

confidence: 99%

Robust open tubular layer of S‐ketoprofen imprinted polymer for chiral LC separation

Zaidi

Cheong²

2008

J of Separation Science

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This study is about the preparation of an open tubular capillary column of molecularly imprinted polymer (MIP) and its application to chiral separation by microLC. A non-covalent in-situ molecular imprinting polymerization protocol was used to synthesize the S-ketoprofen MIP. A special procedure was employed to secure formation of an open tubular and rigid MIP layer in a silica capillary of 100 microm id. The capillary was filled with the reaction mixture, sealed, and placed in a water bath at 50 degrees C for 3 h. Then it was flushed with a 0.5 MPa nitrogen flow for 5 min, and was again placed in the water bath for 2 h to complete MIP formation. Methacrylic acid (MAA) has been known to be an inefficient functional monomer in preparation of MIP of an acid molecule. However, MAA was used with ethylene glycol dimethacrylate in preparation of the S-ketoprofen MIP in this study. The open tubular structure and the microLC mode of separation enabled free optimization without any restriction, thus a very good resolution (R=4.7) of ketoprofen enantiomers was achieved when a mobile phase composed of 30% acetonitrile and 70% acetate buffer at pH 4.5 was used with 5 mbar inlet pressure. This may be partially attributed to the open tubular structure of our MIP, enabling low column back-pressure and free optimization of eluent composition, as well as to the small capillary dimensions. Our MIP capillary column also showed some versatility in chiral separation, thus a good chiral separation was observed for naproxen, ibuprofen, and fenoprofen enantiomers.

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Influence of the pH on the behavior of an imprinted polymeric stationary phase — supporting evidence for a binding site model

Cited by 76 publications

References 26 publications

Chiral resolution of phenylalanine by d-Phe imprinted membrane considering rejection property

Chiral resolution of phenylalanine by d-Phe imprinted membrane considering rejection property

Adsorption Isotherms of Catechin Compounds on (+)Catechin-MIP

Robust open tubular layer of S‐ketoprofen imprinted polymer for chiral LC separation

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