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Enantioseparation of the four nadolol stereoisomers by fixed-bed and simulated moving bed chromatography

2019Conference object Open access
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dc.contributor.authorArafah, Rami
dc.contributor.authorRibeiro, António E.
dc.contributor.authorRodrigues, Alírio
dc.contributor.authorPais, L.S.
dc.date.accessioned2020-03-06T10:53:13Z
dc.date.available2020-03-06T10:53:13Z
dc.date.issued2019
dc.description.abstractIn the last decades, the separation and purification of high added value products by liquid chromatography has been a very popular technique. The development of more stable and efficient stationary phases, together with the design of innovative and more flexible separation processes, enhanced the use of chromatographic processes, particularly at preparative and industrial scales through simulated moving bed (SMB) technology and allied techniques. Nowadays, preparative and SMB related techniques are more and more used in the separation of a wide range of high added value products of interest for the pharmaceutical, fine chemistry, biotechnology and food industries. In this context, one of the actual main challenges concerns the design and optimization of these chromatographic processes for multicomponent separations. This includes the development of new and innovative chromatographic processes, combining different design strategies and modes of operation, with different types of stationary and mobile phases. This communication will introduce the multicomponent separation challenge using the commercial pharmaceutical drug of nadolol stereoisomers. The nadolol represents a very interesting case-study of multicomponent chiral separation since it is composed by four stereoisomers, arranged in two pairs of enantiomers. In this way, it introduces the possibility of alternative strategies, using different kind of separation sequences and techniques, the use of different packings (chiral and achiral stationary phases), and the correspondent mobile phase optimization at both normal and reversed phase modes. An extensive set of experimental results obtained at fixed-bed and SMB operations will be presented. The complete methodology will be explained and applied for the pseudo-binary enantioseparation of the more retained and active stereoisomer (1+2+3)/(4), and for the (2)/(3) and (1)/(4) binary enantioseparations after a first achiral pseudo-binary separation of the two nadolol racemates.pt_PT
dc.description.sponsorshipFinanced by projects: NORTE-01-0145-FEDER-000006 - funded by NORTE2020 through PT2020 and ERDF; Associate Laboratory LSRE-LCM - UID/EQu/50020/2019 - funded by national funds through FCT/MCTES (PIDDAC). Rami S. Arafah gratefully acknowledges his Ph.D. scholarship from Funda~ao para a Ciencia e Tecnologia (FCT) SFRH/BD/137966/201B.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationArafah, Rami; Ribeiro, António E.; Rodrigues, Alírio; Pais, L.S. (2019). Enantioseparation of the four nadolol stereoisomers by fixed-bed and simulated moving bed chromatography. In 31st International Symposium on Chirality. Bordeauxpt_PT
dc.identifier.urihttp://hdl.handle.net/10198/20842
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherUniversíté de Bordeauxpt_PT
dc.relationNORTE-01-0145-FEDER-000006pt_PT
dc.relationLaboratory of Separation and Reaction Engineering
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt_PT
dc.subjectNadolol stereoisomerspt_PT
dc.subjectFixed-Bedpt_PT
dc.subjectPreparative separationpt_PT
dc.subjectSimulated Moving Bedpt_PT
dc.subjectEnantioseparationpt_PT
dc.titleEnantioseparation of the four nadolol stereoisomers by fixed-bed and simulated moving bed chromatographypt_PT
dc.typeconference object
dspace.entity.typePublication
oaire.awardTitleLaboratory of Separation and Reaction Engineering
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UID%2FEQU%2F50020%2F2019/PT
oaire.citation.conferencePlaceBordeauxpt_PT
oaire.citation.endPage99pt_PT
oaire.citation.startPage99pt_PT
oaire.citation.title31st International Symposium on Chiralitypt_PT
oaire.fundingStream6817 - DCRRNI ID
person.familyNameArafah
person.familyNameRibeiro
person.familyNamePais
person.givenNameRami
person.givenNameAntónio E.
person.givenNameLuís S.
person.identifier.ciencia-idAB16-ECBF-B886
person.identifier.ciencia-id3211-D5B0-870D
person.identifier.ciencia-id421E-0CCD-A84F
person.identifier.orcid0000-0002-7743-4988
person.identifier.orcid0000-0003-4569-7887
person.identifier.orcid0000-0002-3000-2862
person.identifier.scopus-author-id57151342900
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.rightsopenAccesspt_PT
rcaap.typeconferenceObjectpt_PT
relation.isAuthorOfPublication3cd4864a-8aa6-46a2-9415-767a7551ee62
relation.isAuthorOfPublication52666376-f100-4407-87ef-dc5df3613761
relation.isAuthorOfPublicationc6d25534-8487-45b1-90af-d350f4e3ac55
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