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dc.contributor.authorChen, Zhi
dc.contributor.authorZhang, Wei
dc.contributor.authorWang, Liping
dc.contributor.authorFan, Huajun
dc.contributor.authorWan, Qiang
dc.contributor.authorWu, Xuehao
dc.contributor.authorTang, Xunyou
dc.contributor.authorTang, James Z.
dc.date.accessioned2018-07-26T13:41:20Z
dc.date.available2018-07-26T13:41:20Z
dc.date.issued2015
dc.identifier.issn08990042
dc.identifier.doi10.1002/chir.22481
dc.identifier.urihttp://hdl.handle.net/2436/621529
dc.description.abstractA novel method for chiral separation of flurbiprofen enantiomers was developed using aqueous two-phase extraction (ATPE) coupled with biphasic recognition chiral extraction (BRCE). An aqueous two-phase system (ATPS) was used as an extracting solvent which was composed of ethanol (35.0% w/w) and ammonium sulfate (18.0% w/w). The chiral selectors in ATPS for BRCE consideration were L-dioctyl tartrate and L-tryptophan, which were screened from amino acids, β-cyclodextrin derivatives, and L-tartrate esters. Factors such as the amounts of L-dioctyl tartrate and L-tryptophan, pH, flurbiprofen concentration, and the operation temperature were investigated in terms of chiral separation of flurbiprofen enantiomers. The optimum conditions were as follows: L-dioctyl tartrate, 80 mg; L-tryptophan, 40 mg; pH, 4.0; flurbiprofen concentration, 0.10 mmol/L; and temperature, 25 °C. The maximum separation factor α for flurbiprofen enantiomers could reach 2.34. The mechanism of chiral separation of flurbiprofen enantiomers is discussed and studied. The results showed that synergistic extraction has been established by L-dioctyl tartrate and L-tryptophan, which enantioselectively recognized R- and S-enantiomers in top and bottom phases, respectively. Compared to conventional liquid–liquid extraction, ATPE coupled with BRCE possessed higher separation efficiency and enantioselectivity without the use of any other organic solvents. The proposed method is a potential and powerful alternative to conventional extraction for separation of various enantiomers.
dc.description.sponsorshipState Project for Essential Drug Research and Development
dc.language.isoen
dc.publisherWiley
dc.relation.urlhttps://onlinelibrary.wiley.com/doi/full/10.1002/chir.22481
dc.subjectchiral separation
dc.subjectflurbiprofen enantiomers
dc.subjectaqueous two-phase extraction
dc.subjectbiphasic recognition chiral extraction
dc.subjectsynergistic extraction
dc.titleEnantioseparation of Racemic Flurbiprofen by Aqueous Two-Phase Extraction With Binary Chiral Selectors of L-dioctyl Tartrate and L-tryptophan
dc.typeJournal article
dc.identifier.journalChirality
dc.source.journaltitleChirality
dc.source.volume27
dc.source.issue9
dc.source.beginpage650
dc.source.endpage657


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