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Improved specific productivity in cephalexin synthesis by immobilized PGA in silica magnetic micro‐particles

datacite.subject.fosCiências Naturais::Ciências Biológicas
datacite.subject.fosEngenharia e Tecnologia::Engenharia Química
datacite.subject.sdg02:Erradicar a Fome
datacite.subject.sdg08:Trabalho Digno e Crescimento Económico
datacite.subject.sdg15:Proteger a Vida Terrestre
dc.contributor.authorBernardino, Susana M. S. A.
dc.contributor.authorFernandes, Pedro
dc.contributor.authorFonseca, Luís P.
dc.date.accessioned2025-12-03T11:08:08Z
dc.date.available2025-12-03T11:08:08Z
dc.date.issued2010-07-14
dc.descriptionFonte: https://research.ulusofona.pt/en/publications/improved-specific-productivity-in-cephalexin-synthesis-by-immobil
dc.description.abstractThere is a marked trend in pharmaceutical industry towards the replacement of classical organic methods by "green" alternatives that minimize or eliminate the generation of waste and avoid, where possible, the use of toxic and/or hazardous reagents and solvents. In this work the kinetically controlled synthesis of cephalexin by soluble and penicillin G acylase immobilized in sol-gel micro-particles with magnetic properties was performed in aqueous media with PGME and 7-ADCA as substrates, at different concentrations of substrate, temperature, pH, enzyme to substrate ratio and acyl donor to nucleophile ratio. Excess acyl donor had a strong effect on cephalexin productivity. A PGME/7-ADCA ratio of 3 was considered optimum. A maximum specific productivity of 5.9 mmol h-1gbiocatalyst-1 at 160 mM 7-ADCA, 480 mM PGME and low enzyme to substrate ratio at 32.5 U mmol-1 7-ADCA was obtained with immobilized PGA in full aqueous medium, suggesting that diffusional limitations were minimized when compared with other commercial biocatalysts. A half-life of 133 h for the immobilized biocatalyst was estimated during cephalexin synthesis in the presence of 100 mM 7-ADCA and 300 mM PGME, in 50 mM Tris/HCl at pH 7.2 and 14°C. These results compare quite favorably with those previously reported for the kinetically controlled synthesis of cephalexin.eng
dc.description.sponsorshipS.M.S.A. Bernardino and P. Fernandes acknowledge Fundação para a Ciência e a Tecnologia (Portugal) for financial support in the form of the PhD grants SFRH/BD/30632/2006, SFRH/BD/18639/2004 and for a contract under Program Ciência 2007, respectively.
dc.identifier.citationBernardino, S.M.S.A., Fernandes, P. and Fonseca, L.P. (2010), Improved specific productivity in cephalexin synthesis by immobilized PGA in silica magnetic micro-particles. Biotechnol. Bioeng., 107: 753-762. https://doi.org/10.1002/bit.22867.
dc.identifier.doi10.1002/bit.22867
dc.identifier.eissn1097-0290
dc.identifier.issn0006-3592
dc.identifier.urihttp://hdl.handle.net/10400.8/14812
dc.language.isoeng
dc.peerreviewedyes
dc.publisherWiley
dc.relation.hasversionhttps://analyticalsciencejournals.onlinelibrary.wiley.com/doi/10.1002/bit.22867
dc.relation.ispartofBiotechnology and Bioengineering
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.subjectpenicillin G acylase
dc.subjectenzyme immobilization
dc.subjectsol–gel
dc.subjectb-lactam antibiotics
dc.subjectcephalexin
dc.subjectkinetically controlled synthesis
dc.titleImproved specific productivity in cephalexin synthesis by immobilized PGA in silica magnetic micro‐particleseng
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage762
oaire.citation.issue5
oaire.citation.startPage753
oaire.citation.titleBiotechnology and Bioengineering
oaire.citation.volume107
oaire.versionhttp://purl.org/coar/version/c_970fb48d4fbd8a85
person.familyNameBernardino
person.givenNameSusana
person.identifier.ciencia-idE418-2945-9EB6
person.identifier.orcid0000-0001-9454-3281
person.identifier.scopus-author-id14824775000
relation.isAuthorOfPublication9d6614e3-975b-431b-bb0a-00179588eca2
relation.isAuthorOfPublication.latestForDiscovery9d6614e3-975b-431b-bb0a-00179588eca2

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There is a marked trend in pharmaceutical industry towards the replacement of classical organic methods by "green" alternatives that minimize or eliminate the generation of waste and avoid, where possible, the use of toxic and/or hazardous reagents and solvents. In this work the kinetically controlled synthesis of cephalexin by soluble and penicillin G acylase immobilized in sol-gel micro-particles with magnetic properties was performed in aqueous media with PGME and 7-ADCA as substrates, at different concentrations of substrate, temperature, pH, enzyme to substrate ratio and acyl donor to nucleophile ratio. Excess acyl donor had a strong effect on cephalexin productivity. A PGME/7-ADCA ratio of 3 was considered optimum. A maximum specific productivity of 5.9 mmol h-1gbiocatalyst-1 at 160 mM 7-ADCA, 480 mM PGME and low enzyme to substrate ratio at 32.5 U mmol-1 7-ADCA was obtained with immobilized PGA in full aqueous medium, suggesting that diffusional limitations were minimized when compared with other commercial biocatalysts. A half-life of 133 h for the immobilized biocatalyst was estimated during cephalexin synthesis in the presence of 100 mM 7-ADCA and 300 mM PGME, in 50 mM Tris/HCl at pH 7.2 and 14°C. These results compare quite favorably with those previously reported for the kinetically controlled synthesis of cephalexin.
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