Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media

Detalhes bibliográficos
Autor(a) principal: Chiavone Filho, Osvaldo
Data de Publicação: 2013
Outros Autores: Bezerra, Ítalla Medeiros, Mattedi, Silvana
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFRN
Texto Completo: https://repositorio.ufrn.br/handle/123456789/44966
Resumo: The enzymatic synthesis of amoxicillin is catalyzed by Penicillin G Acylase (PGA). As byproducts, hydroxyphenylglycine and alcohol are also formed from hydrolytic reactions and antibiotic synthesis, respectively. The design of this process should be directed to promote the synthesis reaction. At the same time, it is necessary to reduce the hydrolytic reaction of amoxicillin through its crystallization or separation from the reaction medium. This work presents measurements of solid-liquid equilibrium data for amoxicillin and hydroxyphenylglycine in water at different temperatures (283.15 – 298.15 K), pH (5.5 – 7.5) and ethanol composition (0 – 70 wt.%). This information is relevant to determine the conditions that offer the lowest solubility for the antibiotic, favoring its separation and purification. All solubility data were obtained using an analytical method with indirect determination by UV spectroscopy. Ideal thermodynamic modeling was applied to describe the experimental solubility data sets
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spelling Chiavone Filho, OsvaldoBezerra, Ítalla MedeirosMattedi, Silvana2021-11-22T18:35:33Z2021-11-22T18:35:33Z2013-03BEZERRA, I. M.; CHIAVONE FILHO, O.; MATTEDI, S.. Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media. Brazilian Journal of Chemical Engineering (Impresso), v. 30, p. 45-54, 2013. Disponível em: https://www.scielo.br/scielo.php?script=sci_arttext&pid=S0104-66322013000100006&lng=en&tlng=en Acesso em: 26 jun. 2021. https://doi.org/10.1590/S0104-66322013000100006.0104-66321678-4383https://repositorio.ufrn.br/handle/123456789/4496610.1590/S0104-66322013000100006Brazilian Society of Chemical EngineeringAttribution 3.0 Brazilhttp://creativecommons.org/licenses/by/3.0/br/info:eu-repo/semantics/openAccessAmoxicillinHydroxyphenylglycineSolubilityCrystallizationEnzymatic synthesisSolid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous mediainfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleThe enzymatic synthesis of amoxicillin is catalyzed by Penicillin G Acylase (PGA). As byproducts, hydroxyphenylglycine and alcohol are also formed from hydrolytic reactions and antibiotic synthesis, respectively. The design of this process should be directed to promote the synthesis reaction. At the same time, it is necessary to reduce the hydrolytic reaction of amoxicillin through its crystallization or separation from the reaction medium. This work presents measurements of solid-liquid equilibrium data for amoxicillin and hydroxyphenylglycine in water at different temperatures (283.15 – 298.15 K), pH (5.5 – 7.5) and ethanol composition (0 – 70 wt.%). This information is relevant to determine the conditions that offer the lowest solubility for the antibiotic, favoring its separation and purification. All solubility data were obtained using an analytical method with indirect determination by UV spectroscopy. Ideal thermodynamic modeling was applied to describe the experimental solubility data setsengreponame:Repositório Institucional da UFRNinstname:Universidade Federal do Rio Grande do Norte (UFRN)instacron:UFRNCC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8914https://repositorio.ufrn.br/bitstream/123456789/44966/2/license_rdf4d2950bda3d176f570a9f8b328dfbbefMD52LICENSElicense.txtlicense.txttext/plain; charset=utf-81484https://repositorio.ufrn.br/bitstream/123456789/44966/3/license.txte9597aa2854d128fd968be5edc8a28d9MD53ORIGINALSolid-liquidEquilibriumData_ChiavoneFilho_2013.pdfSolid-liquidEquilibriumData_ChiavoneFilho_2013.pdfapplication/pdf1149321https://repositorio.ufrn.br/bitstream/123456789/44966/1/Solid-liquidEquilibriumData_ChiavoneFilho_2013.pdf99147f83e3890d5c31ee2c6b5f2f5db9MD51123456789/449662021-11-22 17:47:51.103oai:https://repositorio.ufrn.br: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Repositório de PublicaçõesPUBhttp://repositorio.ufrn.br/oai/opendoar:2021-11-22T20:47:51Repositório Institucional da UFRN - Universidade Federal do Rio Grande do Norte (UFRN)false
dc.title.pt_BR.fl_str_mv Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media
title Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media
spellingShingle Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media
Chiavone Filho, Osvaldo
Amoxicillin
Hydroxyphenylglycine
Solubility
Crystallization
Enzymatic synthesis
title_short Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media
title_full Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media
title_fullStr Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media
title_full_unstemmed Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media
title_sort Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media
author Chiavone Filho, Osvaldo
author_facet Chiavone Filho, Osvaldo
Bezerra, Ítalla Medeiros
Mattedi, Silvana
author_role author
author2 Bezerra, Ítalla Medeiros
Mattedi, Silvana
author2_role author
author
dc.contributor.author.fl_str_mv Chiavone Filho, Osvaldo
Bezerra, Ítalla Medeiros
Mattedi, Silvana
dc.subject.por.fl_str_mv Amoxicillin
Hydroxyphenylglycine
Solubility
Crystallization
Enzymatic synthesis
topic Amoxicillin
Hydroxyphenylglycine
Solubility
Crystallization
Enzymatic synthesis
description The enzymatic synthesis of amoxicillin is catalyzed by Penicillin G Acylase (PGA). As byproducts, hydroxyphenylglycine and alcohol are also formed from hydrolytic reactions and antibiotic synthesis, respectively. The design of this process should be directed to promote the synthesis reaction. At the same time, it is necessary to reduce the hydrolytic reaction of amoxicillin through its crystallization or separation from the reaction medium. This work presents measurements of solid-liquid equilibrium data for amoxicillin and hydroxyphenylglycine in water at different temperatures (283.15 – 298.15 K), pH (5.5 – 7.5) and ethanol composition (0 – 70 wt.%). This information is relevant to determine the conditions that offer the lowest solubility for the antibiotic, favoring its separation and purification. All solubility data were obtained using an analytical method with indirect determination by UV spectroscopy. Ideal thermodynamic modeling was applied to describe the experimental solubility data sets
publishDate 2013
dc.date.issued.fl_str_mv 2013-03
dc.date.accessioned.fl_str_mv 2021-11-22T18:35:33Z
dc.date.available.fl_str_mv 2021-11-22T18:35:33Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
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dc.identifier.citation.fl_str_mv BEZERRA, I. M.; CHIAVONE FILHO, O.; MATTEDI, S.. Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media. Brazilian Journal of Chemical Engineering (Impresso), v. 30, p. 45-54, 2013. Disponível em: https://www.scielo.br/scielo.php?script=sci_arttext&pid=S0104-66322013000100006&lng=en&tlng=en Acesso em: 26 jun. 2021. https://doi.org/10.1590/S0104-66322013000100006.
dc.identifier.uri.fl_str_mv https://repositorio.ufrn.br/handle/123456789/44966
dc.identifier.issn.none.fl_str_mv 0104-6632
1678-4383
dc.identifier.doi.none.fl_str_mv 10.1590/S0104-66322013000100006
identifier_str_mv BEZERRA, I. M.; CHIAVONE FILHO, O.; MATTEDI, S.. Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media. Brazilian Journal of Chemical Engineering (Impresso), v. 30, p. 45-54, 2013. Disponível em: https://www.scielo.br/scielo.php?script=sci_arttext&pid=S0104-66322013000100006&lng=en&tlng=en Acesso em: 26 jun. 2021. https://doi.org/10.1590/S0104-66322013000100006.
0104-6632
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url https://repositorio.ufrn.br/handle/123456789/44966
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv Attribution 3.0 Brazil
http://creativecommons.org/licenses/by/3.0/br/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution 3.0 Brazil
http://creativecommons.org/licenses/by/3.0/br/
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dc.publisher.none.fl_str_mv Brazilian Society of Chemical Engineering
publisher.none.fl_str_mv Brazilian Society of Chemical Engineering
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