Binding of Bile Acids by Polymerized Cyclodextrin Resins

Zhu, X. X.; Brizard, F.; Wen, Cai; Brown, G. R.

doi:10.1080/10601329708014959

Cited by 21 publications

(19 citation statements)

References 19 publications

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“…CA and DA have the highest uptake while GA and TA have lower uptake in agreement with the presence of hydrophilic side chains. The results herein are corroborated by Zhu et al in their independent study of β-CD-resin/bile acid systems . A detailed quantitative analysis was not undertaken herein since the polymer/bile acid binding mode requires further structural characterization and is the subject of ongoing study.…”

Section: Resultssupporting

confidence: 78%

“…In the case of DVS polymers, the goodness-of-fit results using a single site Langmuir model supports that uptake occurs at the CD inclusion sites, in agreement with the high binding affinity of β-CD/bile acid complexes. The negligible contribution of the DVS linker sites may relate to the dipolar nature of the sulfone groups, which impart greater hydrophilic character to the polymer framework. , However, further studies are underway to establish the binding mode and affinity of these CD–DVS/bile acid systems to gain a greater understanding of the structure–function relationship with the adsorption properties of these systems.…”

Section: Resultsmentioning

confidence: 99%

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Characterization of the Physicochemical Properties of β-Cyclodextrin–Divinyl Sulfone Polymer Carrier–Bile Acid Systems

et al. 2017

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Herein, we report on the systematic design and characterization of cross-linked polymer carriers containing βcyclodextrin (β-CD) and divinyl sulfone (DVS). The polymer carriers were prepared at variable feed ratios (β-CD−DVS; 1:1, 1:2, 1:3, and 1:6) and characterized using spectroscopy (IR, 1 H solution NMR, and 13 C CP-MAS solids NMR spectroscopy), thermogravimetric analysis (TGA), scanning electron microscopy (SEM), and a dye decolorization method using phenolphthalein. Uptake studies were carried out at pH 9.00 for the polymer carriers using single component bile acids (cholic acid, deoxycholic acid, glycodeoxycholic acid, and taurodeoxycholic acid). Equilibrium uptake results were evaluated by the Langmuir isotherm model where variable equilibrium parameters were related to the relative apolar character of the bile acid. The Langmuir model yields a carrier/bile acid binding affinity of ∼10 3 M −1 where the lipophilic inclusion sites of the polymer play a prominent role, while the DVS linker framework sites have a lower adsorption affinity, in accordance with the greater hydrophilic character of such sites.

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Section: Resultssupporting

confidence: 78%

Section: Resultsmentioning

confidence: 99%

Characterization of the Physicochemical Properties of β-Cyclodextrin–Divinyl Sulfone Polymer Carrier–Bile Acid Systems

et al. 2017

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“…The ECP gels were tested for their ability to bind several bile salts (sodium salts of cholic acid, glycocholic acid, taurocholic acid, and chenodeoxycholic acid). The results published by Zhu et al show that the hydrophobicity of the gels plays an important role in the binding of the bile salts [188]. Cowie and Spence prepared ECP gels containing lithium, sodium, and potassium triflate salts and studied their ion conduction properties [190].…”

Section: Gelsmentioning

confidence: 99%

Synthesis and applications of adsorbents containing cyclodextrins

Crini¹,

2002

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Synthesis and applications of adsorbents containing cyclodextrinsCyclodextrins (CDs), which possess a hydrophobic cavity, have a remarkable capacity to form inclusion complexes with various molecules through host-guest interactions. It is well known that the usefulness of CDs is due to the combination of the inclusion properties and structural features of these molecules. CDs are used extensively in separation science because CD-complexation phenomena offer a procedure of choice for separation of compounds and extraction processes, and provide a useful and versatile tool for protecting the environment. The present review shows the advantages accruing from the use of adsorbents containing cyclodextrins, in particular in chromatographic separations and in waste water treatment. The main goal of this review is to provide a summary of the information concerning the synthesis of materials containing CDs and to give a general overview of the different possible applications of CDs as sorbents in the field of separation techniques. Recent and continuing interest in these adsorbents is evident from the number of papers that appear each year in the literature.

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“…The higher the degree of swelling the higher is the accessibility of the inner cyclodextrin cavities but the smaller the mechanical stability against compression. The binding capacity of epichlorohydrin-cross-linked β-cyclodextrin polymer beads is higher in case of lower degree of cross-linking and reduced temperature (Zhu et al 1997;Baille et al 2000). In case of ionic or ionizable pharmaceuticals cyclodextrin polymers modified by ionic groups can be more efficient biosorbents due to the contribution of electrostatic forces to hydrophobic interactions.…”

Section: Cyclodextrin Bead Polymersmentioning

confidence: 99%