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Poly(ester amide)s based on (L)-lactic acid oligomers and α-amino acids: influence of the α-amino acid side chain in the poly(ester amide)s properties

2013-01-25Journal article Restricted access
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dc.contributor.authorFonseca, Ana
dc.contributor.authorCoelho, Jorge
dc.contributor.authorValente, Joana
dc.contributor.authorCorreia, Tiago R.
dc.contributor.authorCorreia, Ilídio Joaquim Sobreira
dc.contributor.authorGil, Maria
dc.contributor.authorSimões, Pedro
dc.date.accessioned2018-03-20T09:16:18Z
dc.date.available2018-03-20T09:16:18Z
dc.date.issued2013-01-25
dc.description.abstractNovel biodegradable and low cytotoxic poly(ester amide)s (PEAs) based on α-amino acids and (L)-lactic acid (L-LA) oligomers were successfully synthesized by interfacial polymerization. The chemical structure of the new polymers was confirmed by spectroscopic analyses. Further characterization suggests that the α-amino acid plays a critical role on the final properties of the PEA. L-phenylalanine provides PEAs with higher glass transition temperature, whereas glycine enhances the crystallinity. The hydrolytic degradation in PBS (pH = 7.4) at 37 °C also depends on the α-amino acid, being faster for glycine-based PEAs. The cytotoxic profiles using fibroblast human cells indicate that the PEAs did not elicit an acute cytotoxic effect. The strategy presented in this work opens the possibility of synthesizing biodegradable PEAs with low citotoxicity by an easy and fast method. It is worth to mention also that the properties of these materials can be fine-tuned only by changing the α-amino acid.pt_PT
dc.description.sponsorshipA.C. Fonseca acknowledges “Fundação para a Ciência e Tecnologia”, Grant: SFRH/BD/41305/2007. The 1 H NMR data were obtained from Rede Nacional de RMN in the University of Coimbra, Portugal. The Varian VNMRS 600 MHz spectrometer is part of the National NMR Network and was purchased in the framework of the National Program for Scientific Re-equipment (contract REDE/1517/RMN/2005, with funds from POCI 2010 (FEDER) and Fundação para a Ciência e Tecnologia (FCT)). I.J. Correia acknowledges the project PTDC/EME-TME/103375/2008 for financial support.
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationFonseca, A.C. Coelho, J. F.J., Valente, J. F.A., Correia, T. R., Correia, I.J., Gil, M. H. e Simões, P. N. (2013) "Poly(ester amide)s based on (L)-lactic acid oligomers and alpha-amino acids: influence of the alpha-amino acid side chain in the poly(ester amide)s properties", Journal of Biomaterials Science Polymer Edition, Vol. 24(12), pp. 1391-1409pt_PT
dc.identifier.doi10.1080/09205063.2012.762293pt_PT
dc.identifier.urihttp://hdl.handle.net/10400.6/4639
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherTaylor & Francispt_PT
dc.relationDESENVOLVIMENTO DE COPOLÍMEROS DE POLI-HIDROXI ÁCIDOS COM POLI-AMINOÁCIDOS PARA APLICAÇÕES BIOMÉDICAS
dc.relation.publisherversionhttps://www.tandfonline.com/doi/full/10.1080/09205063.2012.762293pt_PT
dc.subjectα-amino acidspt_PT
dc.subject(L)-lactic acid oligomerspt_PT
dc.subjectInterfacial polycondensationpt_PT
dc.subjectDegradationpt_PT
dc.subjectBiocompatibilitypt_PT
dc.titlePoly(ester amide)s based on (L)-lactic acid oligomers and α-amino acids: influence of the α-amino acid side chain in the poly(ester amide)s propertiespt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleDESENVOLVIMENTO DE COPOLÍMEROS DE POLI-HIDROXI ÁCIDOS COM POLI-AMINOÁCIDOS PARA APLICAÇÕES BIOMÉDICAS
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/FARH/SFRH%2FBD%2F41305%2F2007/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/PTDC%2FEME-TME%2F103375%2F2008/PT
oaire.citation.endPage1409pt_PT
oaire.citation.startPage1391pt_PT
oaire.citation.titleJournal of Biomaterials Science, Polymer Editionpt_PT
oaire.citation.volume24pt_PT
oaire.fundingStreamFARH
oaire.fundingStream3599-PPCDT
person.familyNameJordão Coelho
person.familyNameValente
person.familyNameCorreia
person.familyNameJoaquim Sobreira Correia
person.familyNameGil
person.familyNameSimões
person.givenNameJorge Fernando
person.givenNameJoana
person.givenNameTiago
person.givenNameIlídio
person.givenNameMaria Helena
person.givenNamePedro
person.identifierhttps://scholar.google.com/citations?user=fiYocSIAAAAJ&hl=en
person.identifierVABrK9AAAAAJ
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person.identifier.ciencia-id6C1B-87C8-2C4A
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person.identifier.ciencia-id6414-46A3-D071
person.identifier.orcid0000-0002-2408-9762
person.identifier.orcid0000-0002-4077-4698
person.identifier.orcid0000-0003-1613-9675
person.identifier.orcid0000-0003-0657-7751
person.identifier.orcid0000-0001-5295-8905
person.identifier.ridD-5061-2011
person.identifier.scopus-author-id7101841069
person.identifier.scopus-author-id55670188900
person.identifier.scopus-author-id7003557499
person.identifier.scopus-author-id57197816863
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.embargofctCopyright cedido à editora no momento da publicaçãopt_PT
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
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