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Chiral separation of Ketoprofen enantiomers by preparative and simulated moving bed chromatography

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dc.contributor.authorRibeiro, António E.
dc.contributor.authorGomes, Pedro Sá
dc.contributor.authorPais, Luís S.
dc.contributor.authorRodrigues, Alírio
dc.date.accessioned2012-03-01T10:55:49Z
dc.date.available2012-03-01T10:55:49Z
dc.date.issued2011
dc.description.abstractThe pharmaceutical industry is now directed to the market of more safety and efficient drugs, based on single enantiomers. Ketoprofen, still used as a racemic pharmaceutical drug, belongs to the profens class, one of the most representative of the non-steroidal anti-inflammatory drugs. This work presents the chiral separation of ketoprofen enantiomers by simulated moving bed technology, using a laboratory scale unit (the FlexSMB-LSRE1) with six columns, packed with the Chiralpak AD1 stationary phase (20 lm). A comparative study between a mobile phase composed of a traditional high hydrocarbon content (10%ethanol=90%n-hexane=0- .01%TFA) and a strong polar organic composition (100%ethanol= 0.01%TFA) is presented. The study includes the measurement of the adsorption isotherms, elution, and frontal chromatography experiments, carried out on a SMB column for both compositions. The results obtained allowed the prediction and optimization of the SMB operation. Using pure ethanol as solvent and a racemic feed concentration of 40 g=L, purities above 98.6% on both outlet streams were obtained, with a productivity of 3.84 gfeed=(Lbed.hr) and a solvent consumption of 0.78Lsolvent=gfeed. The results obtained in the experimental separation of ketoprofen enantiomers by SMB chromatography indicates that pure ethanol presents better performances than the classic high hydrocarbon content composition.por
dc.identifier.citationRibeiro, António E.; Gomes, Pedro Sá; Pais, Luís S.; Rodrigues, Alírio E. (2011): Chiral separation of ketoprofen enantiomers by preparative and simulated moving bed chromatography. Separation Science and Technology. ISSN 0149-6395. 46:11, p. 1726-1739por
dc.identifier.doi10.1080/01496395.2011.582070
dc.identifier.issn0149-6395
dc.identifier.urihttp://hdl.handle.net/10198/6674
dc.language.isoengpor
dc.peerreviewedyespor
dc.publisherTaylor & Francispor
dc.relationDesign of Simulated Moving Bed Related Techniques for the Separation of High Added Value Products
dc.subjectLetoprofenpor
dc.subjectPreparative chiral separationpor
dc.subjectSimulated moving bed chromatographypor
dc.subjectSolvent compositionpor
dc.titleChiral separation of Ketoprofen enantiomers by preparative and simulated moving bed chromatographypor
dc.typejournal article
dspace.entity.typePublication
oaire.awardNumberPOCI/EQU/59738/2004
oaire.awardTitleDesign of Simulated Moving Bed Related Techniques for the Separation of High Added Value Products
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/POCI/POCI%2FEQU%2F59738%2F2004/PT
oaire.citation.endPage1739por
oaire.citation.startPage1726por
oaire.citation.titleSeparation Science and Technologypor
oaire.fundingStreamPOCI
person.familyNameRibeiro
person.familyNamePais
person.givenNameAntónio E.
person.givenNameLuís S.
person.identifier.ciencia-id3211-D5B0-870D
person.identifier.ciencia-id421E-0CCD-A84F
person.identifier.orcid0000-0003-4569-7887
person.identifier.orcid0000-0002-3000-2862
person.identifier.scopus-author-id23390701300
person.identifier.scopus-author-id6603930478
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsrestrictedAccesspor
rcaap.typearticlepor
relation.isAuthorOfPublication52666376-f100-4407-87ef-dc5df3613761
relation.isAuthorOfPublicationc6d25534-8487-45b1-90af-d350f4e3ac55
relation.isAuthorOfPublication.latestForDiscoveryc6d25534-8487-45b1-90af-d350f4e3ac55
relation.isProjectOfPublicationc1579565-f41c-4825-a596-1aa3d09bc04b
relation.isProjectOfPublication.latestForDiscoveryc1579565-f41c-4825-a596-1aa3d09bc04b

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