Molecularly Imprinted Nanofiber Membranes from Carboxylated Polysulfone by Electrospray Deposition

Yoshikawa, Masakazu; Nakai, Kunihiko; Matsumoto, Hidetoshi; Tanioka, Akihiko; Guiver, Michael D.; Robertson, Gilles P.

doi:10.1002/marc.200700359

Cited by 47 publications

(37 citation statements)

References 22 publications

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“…Results are summarized in Table 2. As expected from previous studies [13][14][15][16]26,27], the membranes imprinted by Z-d-Glu, incorporated d-Glu in preference to the corresponding l-Glu and vice versa. In other words, the membranes imprinted by the l-isomer preferentially adsorbed the l-isomer.…”

Section: Adsorption Selectivitysupporting

confidence: 88%

“…Comparing with the previous results of molecularly imprinted nanofiber membranes [26,27], the present nanofiber membranes gave similar molar mobility. In the case of molecularly imprinted nanofiber membranes from Results of chiral separation with molecularly imprinted nanofiber membranes (MINFMs) and molecularly imprinted membranes (MIPMs).…”

Section: Chiral Separationsupporting

confidence: 80%

“…3. Against expectation based on the previous results [26,27], MINFM-10-D membrane, which was imprinted by the d-isomer and preferentially adsorbed the d-isomer, transported l-Glu in preference to the corresponding d-Glu and vice versa. Such transport phenomena were often observed in chiral separation [15,[32][33][34][35][36][37].…”

Section: Chiral Separationcontrasting

confidence: 53%

“…If the membrane diffusion process within the membrane and dissociation of a target molecule from a molecular recognition site or release of it from the membrane are accompanied with molecular recognition process, a membrane transport process with a higher flux would be attained. To this end, nanofiber membranes with molecular recognition sites, which are called molecularly imprinted nanofiber membranes, were fabricated by simultaneously applying an alternative molecular imprinting and an electrospray deposition [26][27][28]. Those studies revealed that molecularly imprinted nanofiber membranes gave high flux without depression of permselectivity.…”

Section: Introductionmentioning

confidence: 99%

“…In the previous study [26], molecularly imprinted nanofiber membranes from polysulfone with carboxylic acid as a functional moiety bearing oxygen atom was investigated. Aldehyde group is another functional moiety bearing oxygen atom.…”

Section: Introductionmentioning

confidence: 99%

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Chiral separation with molecularly imprinted polysulfone-aldehyde derivatized nanofiber membranes☆

Sueyoshi

Utsunomiya

Yoshikawa

et al. 2012

Journal of Membrane Science

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a b s t r a c tMolecularly imprinted membranes (MIPMs) and molecularly imprinted nanofiber membranes (MINFMs) were prepared from polysulfone with aldehyde (PSf-CHO-05 or PSf-CHO-10) and N-␣-benzyloxycarbonyl-d-glutamic acid (Z-d-Glu) or N-␣-benzyloxycarbonyl-l-glutamic acid (Z-l-Glu) as a print molecule. Those two types of molecularly imprinted membrane, such as MIPMs and MINFMs, incorporated the enantiomer, of which absolute configuration was same as that of the print molecule, in preference to the corresponding antipode. In other words, the membranes imprinted by the d-isomer preferentially adsorbed the d-isomer and vice versa. Those two types of membrane showed chiral separation ability by membrane transport. Against expectation, transport of the enantiomer preferentially adsorbed in the membrane was retarded, in other words, the enantiomer less adsorbed in the membrane was selectively transported. The fluxes through the molecularly imprinted nanofiber membranes gave one to two orders of magnitude higher than those of usual molecularly imprinted membranes without depression of permselectivity. The present study demonstrated that molecularly imprinted nanofiber membrane gave high flux without depression of permselectivity. A breakthrough in membrane separation would be realized by adopting molecularly imprinted nanofiber membranes.

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Section: Adsorption Selectivitysupporting

confidence: 88%

Section: Chiral Separationsupporting

confidence: 80%

Section: Chiral Separationcontrasting

confidence: 53%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Chiral separation with molecularly imprinted polysulfone-aldehyde derivatized nanofiber membranes☆

Sueyoshi

Utsunomiya

Yoshikawa

et al. 2012

Journal of Membrane Science

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Separation Membranes

Ulbricht

2011

Porous Polymers

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Enantioselective Membranes

Yoshikawa

Higuchi

2013

Encyclopedia of Membrane Science and Technology

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The enantioseparation (optical resolution or chiral separation) of one specific enantiomer from others is in demand in the pharmaceutical production industry because most pharmaceuticals are stereoisomers, with each enantiomer possessing different biological activity. There is considerable demand for separation techniques appropriate for the large‐scale resolution of chiral molecules. Enantioseparation of racemic mixtures of pharmaceuticals through enantioselective (chiral) or achiral polymeric membranes with or without a chiral selector is a desirable system for future commercial application(s). This article describes several polymeric materials for the enantioselective (chiral) separation of pharmaceuticals. Enantioselective membranes were prepared from chiral polymers from which enantioselectivity was generated from chiral carbons in the main chain. However, it is rather difficult to generate enantioselective membranes with high selectivity from chiral polymers alone because the racemic penetrants interact with the flexible side chains of the membranes. Therefore, enantioseparation membranes were prepared using polymers with a chiral branch. The chiral branch, which possesses the ability to specifically interact with drugs, was immobilized in enantioseparation membranes. Cyclodextrins (CDs), crown ether derivatives, albumin, and DNA have all been typically selected as stereoselective ligands in enantioseparation membranes. Nanofiber membranes, electrospun from enantioselective polymers, have also been developed for use in enantioselective membranes that were prepared using recent developments in nanotechnology and should be useful for efficient enantioseparation because of high flux and high enantioselectivity. A molecularly imprinted polymeric membrane, formed by interactions with a “template” chiral molecule, has also been reported to serve as an enantioselective membrane, although the polymer composing the enantioselective membrane did not contain any chiral molecules. There are two basic methods of preparing molecularly imprinted membranes: covalent and noncovalent molecular imprinting. In both methods, the template molecules are selected for their interactions with the functional group of the imprinted polymeric membranes, and the templates are subsequently removed from the membranes. Finally, this article discusses future trends in polymeric materials for enantioselective membranes.

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Molecularly Imprinted Nanofiber Membranes from Carboxylated Polysulfone by Electrospray Deposition

Cited by 47 publications

References 22 publications

Chiral separation with molecularly imprinted polysulfone-aldehyde derivatized nanofiber membranes☆

Chiral separation with molecularly imprinted polysulfone-aldehyde derivatized nanofiber membranes☆

Separation Membranes

Enantioselective Membranes

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