Separation of racemic compound by nanofibrous composite membranes with chiral selector

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dc.contributor.authorGaálová, Jana
dc.contributor.authorYalcinkaya, Fatma
dc.contributor.authorCuřínová, Petra
dc.contributor.authorKohout, Michal
dc.contributor.authorYalcinkaya, Baturalp
dc.contributor.authorKoštejn, Martin
dc.contributor.authorJirsák, Jan
dc.contributor.authorStibor, Ivan
dc.contributor.authorBara, Jason E.
dc.contributor.authorVan der Bruggen, Bart
dc.contributor.authorIzák, Pavel
dc.date.accessioned2020-03-02T07:35:10Z
dc.date.available2020-03-02T07:35:10Z
dc.date.issued2020-02-15
dc.description.abstractA series of unique composite membranes formed from a nano&fibrous material with different amounts of a chiral selector was used for separation of chiral drugs. The membrane performances were demonstrated through sorption tests, wherein they were soaked in an aqueous solution of racemic D, L-tryptophan (a model chiral drug). The changes in concentration of both enantiomers over time were monitored by HPLC analysis. During 100 days, a blank membrane (without the chiral selector) exhibited no sorption activity. The membranes containing the selector had no influence on the amount of D-enantiomer, while the L-enantiomer was preferentially adsorbed on each membrane. The intensity of the sorption was found to be a direct function of the amount of the selector contained in a particular membrane. The separation of the same model chiral compound was further studied in diffusion cells by pertraction. The preferential sorption of L-tryptophan in the feed underlined the crucial importance of the selector in an active layer in view of chiral recognition of enantiomers. Due to the exclusive membrane material, the retention of L-tryptophan in the membrane materials did not block the passage of D-enantiomer into the permeate at any point during the experiment. Moreover, the nanomaterial in the active layer assured the distribution of the selector to the point that only 50% of (S, S)-1,2-diaminocyclohexane in one part of the active layer was sufficient to achieve 99% of enantioselectivity. The membranes - fresh and used - were analysed by Fourier-transform infrared (FTIR) spectroscopy and characterized by scanning electron microscopy (SEM) confirming the stability of the tested membranes. To complete the study, the role of the polyamide active layer in chiral recognition of tryptophan enantiomers was proposed.cs
dc.format.extent9 strancs
dc.identifier.doi10.1016/j.memsci.2019.117728
dc.identifier.orcid0000-0002-5057-3718 Yalcinkaya, Fatma
dc.identifier.urihttps://dspace.tul.cz/handle/15240/154593
dc.identifier.urihttps://www.sciencedirect.com/science/article/pii/S0376738819326419
dc.language.isocscs
dc.publisherELSEVIER, RADARWEG 29, 1043 NX AMSTERDAM, NETHERLANDS
dc.relation.ispartofJOURNAL OF MEMBRANE SCIENCE
dc.subjectChiral resolutioncs
dc.subjectComposite membranecs
dc.subjectPertractioncs
dc.subjectPreferential sorptioncs
dc.subjectSeparation of enantiomerscs
dc.titleSeparation of racemic compound by nanofibrous composite membranes with chiral selectorcs
local.article.number10.1016/j.memsci.2019.117728
local.identifier.publikace7294
local.relation.volume596
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