Liquid membrane technology for the separation of racemic mixtures

Keurentjes, J.T.F.; Nabuurs, L.J.W.M.; Vegter, E.A.

doi:10.1016/0376-7388(95)00176-x

Cited by 144 publications

(80 citation statements)

References 31 publications

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“…[66,67] Ein neues interessantes Konzept verwendet eine Kombination aus Gegenstromfraktionierung und Flüssigmembrantechnologie; hierbei werden zwei Flüssigkeiten eingesetzt, die durch die Zugabe des (R)-oder des (S)-Enantiomers eines chiralen Selektors unterschiedliche Chiralität aufweisen und durch eine weitere, nicht-mischbare und in einer porçsen Membran immobilisierte Flüssigkeit getrennt werden. [68] Ein wesentlicher Nachteil von Flüssigmembransystemen ist ihre zeitlich begrenzte Stabilität. [69] Enantioselektive feste Polymermembranen bestehen im Allgemeinen aus einem unselektiven porçsen Trägermaterial, das mit einer dünnen Schicht eines enantioselektiven Selektors überzogen ist.…”

Section: Angewandte Chemieunclassified

Verfahren zur Enantiomerentrennung

Lorenz

Seidel‐Morgenstern

2014

Angewandte Chemie

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Die Verfügbarkeit reiner Enantiomere ist von steigender Bedeutung für die pharmazeutische Industrie sowie auch für die Agrochemie und Biotechnologie. Generell gibt es zwei konkurrierende Ansätze zur Gewinnung von reinen Enantiomeren. Der “chirale” Ansatz basiert auf der Entwicklung einer asymmetrischen Synthese, die selektiv eines der Enantiomere liefert. Der “racemische” Ansatz basiert auf der Trennung eines Gemischs der beiden Enantiomere, wobei hier in den letzten Jahren bemerkenswerte Fortschritte erzielt werden konnten. Dieser Aufsatz fokussiert insbesondere auf enantioselektive Kristallisationsprozesse und präparative Chromatographie, einschließlich hybrider Trennprozesse und der zusätzlichen Integration von Racemisierungsschritten. Zur Illustration dienen mehrere in unserem Arbeitskreis untersuchte Trennungen.

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Section: Angewandte Chemieunclassified

Verfahren zur Enantiomerentrennung

Lorenz

Seidel‐Morgenstern

2014

Angewandte Chemie

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“…Liquid membranes for chiral separation, such as supported liquid membranes and emulsion liquid membranes, have been widely studied. [2][3][4] The application of liquid membrane separation has been mainly restricted by their poor long-term stability. By comparison, solid membrane separation has many advantages such as the ease of continuous operation, ability to scale-up, the flexibility of the device design and system, and low-energy consumption.…”

Section: Introductionmentioning

confidence: 99%

Functionalized assembly of solid membranes for chiral separation using polyelectrolytes and chiral ionic liquid

Meng

Ling

et al. 2013

AIChE Journal

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in Wiley Online Library (wileyonlinelibrary.com).The successful assembly of a new solid membrane for chiral separation, assembled via the formation of complexes of a polyelectrolyte and b-cyclodextrins chiral ionic liquid (b-CD-IL) is presented. Before the assembly, the b-CD-IL, used as a chiral selector, was synthesized and characterized by 1 H NMR. To tune the chiral separation capability of the solid membrane, b-CD-IL was subsequently immobilized on to porous supporting membranes through layer-by-layer assembly of the b-CD-IL and polyelectrolytes. The resulting membrane was used in the chiral separation of D, L-tryptophan racemate enantiomer. The membrane structure and surface morphologies were systematically analyzed by FT-IR, UV-vis, SEM and AFM. The effects of layer number on the chiral separation were investigated. It was found that the more b-CD-IL was immobilized on the membranes; the higher average separation factor could be obtained. The stability of the multilayer membrane was improved by coating with crosslinked polymer layer.

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“…14,15 Another strategy for chiral separations is based on the use of membrane-based approaches. [16][17][18][19][20] When applying immobilized selectors in (liquid) membranes, the amount of selector needed can be reduced greatly. Low transport rates through the membranes are the main limitations of this technology.…”

Section: Single Enantiomers Drugsmentioning

confidence: 99%

Enantioseparation of D- and L- isomers of Chiral Drugs for Improving their Bioavailability: Some Techniques Including Micellization with Gemini Surfactants

Singh¹,

Sharma²

2018

IJPER

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The enantiopure drugs are essential for disease treatment as the human body is amazingly chiral selective. Nearly 50% of drugs are chiral but the pharmacological activity resides with only one isomer, termed as eutomer, whereas the other isomer which is inactive or less potent metabolizes by a different way in the body. This toxic isomer in a racemic drug causes side-effects, genetic disorder or may cause even death if taken in high dosage. Therefore, role of stereochemistry in drug action getting more and more attention of medical practice and one should be good knowledge to make decisions regarding while using single enantiomer of any drug. Most of the drugs used in psychiatric practice are currently available in mixture of enantiomers. For some therapeutics, one particular isomer of chiral drug give better pharmacological results with respect to the target organ, bioavailability in body plasma, low toxicity etc., as compared to racemic mixture of that drug. This article explains the chirality of drugs, the stereochemistry of isomers of chiral drugs, emphasizes the difference in the potential biological and pharmacologic differences between the two enantiomers of a drug, and highlights the novel technique to increase the in-vivo solubility of particularly one isomer of drug, so that the bioavailability of eutomer can be enhanced. This can be done by used of surfactants, which encapsulate the enantiomers of drugs at different extend by micellization.

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Liquid membrane technology for the separation of racemic mixtures

Cited by 144 publications

References 31 publications

Verfahren zur Enantiomerentrennung

Verfahren zur Enantiomerentrennung

Functionalized assembly of solid membranes for chiral separation using polyelectrolytes and chiral ionic liquid

Enantioseparation of D- and L- isomers of Chiral Drugs for Improving their Bioavailability: Some Techniques Including Micellization with Gemini Surfactants

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