Solid-liquid equilibrium data of amoxicillin and hydroxyphenylglycine in aqueous media
Autor(a) principal: | |
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Data de Publicação: | 2013 |
Outros Autores: | , |
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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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 |
format |
article |
status_str |
publishedVersion |
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 1678-4383 10.1590/S0104-66322013000100006 |
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/ |
eu_rights_str_mv |
openAccess |
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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reponame:Repositório Institucional da UFRN instname:Universidade Federal do Rio Grande do Norte (UFRN) instacron:UFRN |
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