Semi-Empirical Quantum Chemistry Method for Pre-Polymerization Rational Design of Ciprofloxacin Imprinted Polymer and Adsorption Studies
Autor(a) principal: | |
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Data de Publicação: | 2016 |
Outros Autores: | , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.5935/0103-5053.20150256 http://hdl.handle.net/11449/158685 |
Resumo: | It is well known that selectivity of molecularly imprinted polymers (MIPs) depends on adequate choice of functional monomer before the experimental synthesis. Computational simulation seems to be an ideal way to produce selective MIPs. In this work, we have proposed the use of semi-empirical simulation to obtain the best monomer able to strongly interact with ciprofloxacin. Twenty functional monomers were evaluated through semi-empirical quantum chemistry method and three MIPs were synthesized using the monomers acrylamide (M5), acrylic acid (M4) and 1-vinylimidazole (M16), yielding the maximum adsorption capacities of 282.0, 223.8 and 202.5 mu mol g(-1), respectively, as predicted by the computational simulation. From competitive adsorption studies in the presence of structurally similar compounds, the MIP synthesized with acrylamide was found to possess higher specific selectivity factors (S) if compared to non-imprinted polymer (NIP), thus indicating good recognition selectivity for the ciprofloxacin. |
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Semi-Empirical Quantum Chemistry Method for Pre-Polymerization Rational Design of Ciprofloxacin Imprinted Polymer and Adsorption Studiesmolecularly imprinted polymersantibioticadsorption isothermIt is well known that selectivity of molecularly imprinted polymers (MIPs) depends on adequate choice of functional monomer before the experimental synthesis. Computational simulation seems to be an ideal way to produce selective MIPs. In this work, we have proposed the use of semi-empirical simulation to obtain the best monomer able to strongly interact with ciprofloxacin. Twenty functional monomers were evaluated through semi-empirical quantum chemistry method and three MIPs were synthesized using the monomers acrylamide (M5), acrylic acid (M4) and 1-vinylimidazole (M16), yielding the maximum adsorption capacities of 282.0, 223.8 and 202.5 mu mol g(-1), respectively, as predicted by the computational simulation. From competitive adsorption studies in the presence of structurally similar compounds, the MIP synthesized with acrylamide was found to possess higher specific selectivity factors (S) if compared to non-imprinted polymer (NIP), thus indicating good recognition selectivity for the ciprofloxacin.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Instituto Nacional de Ciencia e Tecnologia de Bioanalitica (INCTBio)Fundacao Araucaria - ParanaCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Univ Estadual Paulista, Inst Quim, BR-14800900 Araraquara, SP, BrazilInst Fed Parana, BR-84269090 Telemaco Borba, PR, BrazilUniv Estadual Londrina, Dept Quim, BR-86050482 Londrina, PR, BrazilUniv Estadual Paulista, Inst Quim, BR-14800900 Araraquara, SP, BrazilSoc Brasileira QuimicaUniversidade Estadual Paulista (Unesp)Inst Fed ParanaUniversidade Estadual de Londrina (UEL)Marestoni, Luiz D. [UNESP]Wong, Ademar [UNESP]Feliciano, Gustavo T. [UNESP]Marchi, Mary R. R. [UNESP]Tarley, Cesar R. T.Sotomayor, Maria D. P. T. [UNESP]2018-11-26T15:28:38Z2018-11-26T15:28:38Z2016-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article109-118application/pdfhttp://dx.doi.org/10.5935/0103-5053.20150256Journal Of The Brazilian Chemical Society. Sao Paulo: Soc Brasileira Quimica, v. 27, n. 1, p. 109-118, 2016.0103-5053http://hdl.handle.net/11449/15868510.5935/0103-5053.20150256S0103-50532016000100109WOS:000369153700014S0103-50532016000100109.pdfWeb of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal Of The Brazilian Chemical Society0,357info:eu-repo/semantics/openAccess2023-11-13T06:09:41Zoai:repositorio.unesp.br:11449/158685Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T17:33:15.671037Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Semi-Empirical Quantum Chemistry Method for Pre-Polymerization Rational Design of Ciprofloxacin Imprinted Polymer and Adsorption Studies |
title |
Semi-Empirical Quantum Chemistry Method for Pre-Polymerization Rational Design of Ciprofloxacin Imprinted Polymer and Adsorption Studies |
spellingShingle |
Semi-Empirical Quantum Chemistry Method for Pre-Polymerization Rational Design of Ciprofloxacin Imprinted Polymer and Adsorption Studies Marestoni, Luiz D. [UNESP] molecularly imprinted polymers antibiotic adsorption isotherm |
title_short |
Semi-Empirical Quantum Chemistry Method for Pre-Polymerization Rational Design of Ciprofloxacin Imprinted Polymer and Adsorption Studies |
title_full |
Semi-Empirical Quantum Chemistry Method for Pre-Polymerization Rational Design of Ciprofloxacin Imprinted Polymer and Adsorption Studies |
title_fullStr |
Semi-Empirical Quantum Chemistry Method for Pre-Polymerization Rational Design of Ciprofloxacin Imprinted Polymer and Adsorption Studies |
title_full_unstemmed |
Semi-Empirical Quantum Chemistry Method for Pre-Polymerization Rational Design of Ciprofloxacin Imprinted Polymer and Adsorption Studies |
title_sort |
Semi-Empirical Quantum Chemistry Method for Pre-Polymerization Rational Design of Ciprofloxacin Imprinted Polymer and Adsorption Studies |
author |
Marestoni, Luiz D. [UNESP] |
author_facet |
Marestoni, Luiz D. [UNESP] Wong, Ademar [UNESP] Feliciano, Gustavo T. [UNESP] Marchi, Mary R. R. [UNESP] Tarley, Cesar R. T. Sotomayor, Maria D. P. T. [UNESP] |
author_role |
author |
author2 |
Wong, Ademar [UNESP] Feliciano, Gustavo T. [UNESP] Marchi, Mary R. R. [UNESP] Tarley, Cesar R. T. Sotomayor, Maria D. P. T. [UNESP] |
author2_role |
author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) Inst Fed Parana Universidade Estadual de Londrina (UEL) |
dc.contributor.author.fl_str_mv |
Marestoni, Luiz D. [UNESP] Wong, Ademar [UNESP] Feliciano, Gustavo T. [UNESP] Marchi, Mary R. R. [UNESP] Tarley, Cesar R. T. Sotomayor, Maria D. P. T. [UNESP] |
dc.subject.por.fl_str_mv |
molecularly imprinted polymers antibiotic adsorption isotherm |
topic |
molecularly imprinted polymers antibiotic adsorption isotherm |
description |
It is well known that selectivity of molecularly imprinted polymers (MIPs) depends on adequate choice of functional monomer before the experimental synthesis. Computational simulation seems to be an ideal way to produce selective MIPs. In this work, we have proposed the use of semi-empirical simulation to obtain the best monomer able to strongly interact with ciprofloxacin. Twenty functional monomers were evaluated through semi-empirical quantum chemistry method and three MIPs were synthesized using the monomers acrylamide (M5), acrylic acid (M4) and 1-vinylimidazole (M16), yielding the maximum adsorption capacities of 282.0, 223.8 and 202.5 mu mol g(-1), respectively, as predicted by the computational simulation. From competitive adsorption studies in the presence of structurally similar compounds, the MIP synthesized with acrylamide was found to possess higher specific selectivity factors (S) if compared to non-imprinted polymer (NIP), thus indicating good recognition selectivity for the ciprofloxacin. |
publishDate |
2016 |
dc.date.none.fl_str_mv |
2016-01-01 2018-11-26T15:28:38Z 2018-11-26T15:28:38Z |
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.uri.fl_str_mv |
http://dx.doi.org/10.5935/0103-5053.20150256 Journal Of The Brazilian Chemical Society. Sao Paulo: Soc Brasileira Quimica, v. 27, n. 1, p. 109-118, 2016. 0103-5053 http://hdl.handle.net/11449/158685 10.5935/0103-5053.20150256 S0103-50532016000100109 WOS:000369153700014 S0103-50532016000100109.pdf |
url |
http://dx.doi.org/10.5935/0103-5053.20150256 http://hdl.handle.net/11449/158685 |
identifier_str_mv |
Journal Of The Brazilian Chemical Society. Sao Paulo: Soc Brasileira Quimica, v. 27, n. 1, p. 109-118, 2016. 0103-5053 10.5935/0103-5053.20150256 S0103-50532016000100109 WOS:000369153700014 S0103-50532016000100109.pdf |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Journal Of The Brazilian Chemical Society 0,357 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
109-118 application/pdf |
dc.publisher.none.fl_str_mv |
Soc Brasileira Quimica |
publisher.none.fl_str_mv |
Soc Brasileira Quimica |
dc.source.none.fl_str_mv |
Web of Science reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808128825087754240 |