Cholesteric Liquid Crystal Polyesteramides: Non-Viral Vectors

Polyesteramides PNOBDME (C34H38N2O6)n, Poly[oxy(1,2-dodecane)-oxycarbonyl-1,4-phenylene-amine-carbonyl-1,4-phenylene-carbonyl-amine-1,4- phenylene-carbonyl], and PNOBEE (C26H22N2O6)n, Poly[oxy(1,2-butylene) -oxy-carbonyl-1,4-phenylene-amine-carbonyl-1,4-phenylene-carbonyl-amine1,4-phenylene-carbonyl...

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Detalles Bibliográficos
Autores: Pérez Méndez, Mercedes, Fayos Alcañíz, José
Tipo de recurso: otro
Estado:Versión publicada
Fecha de publicación:2020
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/229855
Acceso en línea:http://hdl.handle.net/10261/229855
Access Level:acceso abierto
Palabra clave:Cholesteric LC polymer
Biocompatible polyesteramides
Synthesis
Characterization
SAXS/WAXS
Molecular simulation
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spelling Cholesteric Liquid Crystal Polyesteramides: Non-Viral VectorsPérez Méndez, MercedesFayos Alcañíz, JoséCholesteric LC polymerBiocompatible polyesteramidesSynthesisCharacterizationSAXS/WAXSMolecular simulationPolyesteramides PNOBDME (C34H38N2O6)n, Poly[oxy(1,2-dodecane)-oxycarbonyl-1,4-phenylene-amine-carbonyl-1,4-phenylene-carbonyl-amine-1,4- phenylene-carbonyl], and PNOBEE (C26H22N2O6)n, Poly[oxy(1,2-butylene) -oxy-carbonyl-1,4-phenylene-amine-carbonyl-1,4-phenylene-carbonyl-amine1,4-phenylene-carbonyl], have been designed and synthesized as cholesteric liquid crystals (LCs)—through a condensation reaction between 4- 4′-(terephthaloyldiaminedibenzoic chloride) (NOBC) and racemic glycol, DL-1,2-dodecanediol or DL-1,2-butanediol, respectively—as chemical modifications of multifunctional cholesteric LC polyesters, involving new properties but holding the precursor helical macromolecular structures. The new compounds have been characterized by 1H and 13C-NMR, COSY and HSQC, exhibiting two 1H-independent sets of signals observed for each enantiomer, attributed to two diastereomeric conformers, gg and gt, of the torsion containing the asymmetric carbon atom in the spacer. They have also been characterized by x-ray diffraction with synchrotron radiation source. Thermal behaviour of the new compounds is studied by thermogravimetric (TG) and differential scanning calorimetry (DSC) analysis. The substitution of the ester groups in the mesogen by amide groups causes an increase of thermal stability with respect to the precursors. Optical rotatory dispersion (ORD) is evaluated. Morphology of powdered PNOBDME exhibits spherical clusters of about 5 μm in diameter homogeneously dispersed. Molecular models show helical polymeric chains with stereoregular head-tail, isotactic structure, explained as due to the higher reactivity of the primary hydroxyl with respect to the secondary one in the glycol through the polycondensation reaction. Besides being biocompatible, these synthetic polyesteramides have proved to act as non-viral vectors in gene therapy and be able to transfect DNA to the nucleus cell. Similar new cationic cholesteric liquid crystal polyesters have also been synthesized in our laboratoryWe thank CSIC for their facilities. We acknowledge support of the publication fee by the CSIC Open Access Publication Support Initiative through its Unit of Information Resources for Research (URICI).InTechOpenCSIC - Unidad de Recursos de Información Científica para la Investigación (URICI)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2021202120202021info:eu-repo/semantics/otherhttp://purl.org/coar/resource_type/c_3248Publisher's versioninfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/bookParthttp://hdl.handle.net/10261/229855reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Ingléshttp://dx.doi.org/10.5772/intechopen.77795Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/2298552026-05-22T06:33:51Z
dc.title.none.fl_str_mv Cholesteric Liquid Crystal Polyesteramides: Non-Viral Vectors
title Cholesteric Liquid Crystal Polyesteramides: Non-Viral Vectors
spellingShingle Cholesteric Liquid Crystal Polyesteramides: Non-Viral Vectors
Pérez Méndez, Mercedes
Cholesteric LC polymer
Biocompatible polyesteramides
Synthesis
Characterization
SAXS/WAXS
Molecular simulation
title_short Cholesteric Liquid Crystal Polyesteramides: Non-Viral Vectors
title_full Cholesteric Liquid Crystal Polyesteramides: Non-Viral Vectors
title_fullStr Cholesteric Liquid Crystal Polyesteramides: Non-Viral Vectors
title_full_unstemmed Cholesteric Liquid Crystal Polyesteramides: Non-Viral Vectors
title_sort Cholesteric Liquid Crystal Polyesteramides: Non-Viral Vectors
dc.creator.none.fl_str_mv Pérez Méndez, Mercedes
Fayos Alcañíz, José
author Pérez Méndez, Mercedes
author_facet Pérez Méndez, Mercedes
Fayos Alcañíz, José
author_role author
author2 Fayos Alcañíz, José
author2_role author
dc.contributor.none.fl_str_mv CSIC - Unidad de Recursos de Información Científica para la Investigación (URICI)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Cholesteric LC polymer
Biocompatible polyesteramides
Synthesis
Characterization
SAXS/WAXS
Molecular simulation
topic Cholesteric LC polymer
Biocompatible polyesteramides
Synthesis
Characterization
SAXS/WAXS
Molecular simulation
description Polyesteramides PNOBDME (C34H38N2O6)n, Poly[oxy(1,2-dodecane)-oxycarbonyl-1,4-phenylene-amine-carbonyl-1,4-phenylene-carbonyl-amine-1,4- phenylene-carbonyl], and PNOBEE (C26H22N2O6)n, Poly[oxy(1,2-butylene) -oxy-carbonyl-1,4-phenylene-amine-carbonyl-1,4-phenylene-carbonyl-amine1,4-phenylene-carbonyl], have been designed and synthesized as cholesteric liquid crystals (LCs)—through a condensation reaction between 4- 4′-(terephthaloyldiaminedibenzoic chloride) (NOBC) and racemic glycol, DL-1,2-dodecanediol or DL-1,2-butanediol, respectively—as chemical modifications of multifunctional cholesteric LC polyesters, involving new properties but holding the precursor helical macromolecular structures. The new compounds have been characterized by 1H and 13C-NMR, COSY and HSQC, exhibiting two 1H-independent sets of signals observed for each enantiomer, attributed to two diastereomeric conformers, gg and gt, of the torsion containing the asymmetric carbon atom in the spacer. They have also been characterized by x-ray diffraction with synchrotron radiation source. Thermal behaviour of the new compounds is studied by thermogravimetric (TG) and differential scanning calorimetry (DSC) analysis. The substitution of the ester groups in the mesogen by amide groups causes an increase of thermal stability with respect to the precursors. Optical rotatory dispersion (ORD) is evaluated. Morphology of powdered PNOBDME exhibits spherical clusters of about 5 μm in diameter homogeneously dispersed. Molecular models show helical polymeric chains with stereoregular head-tail, isotactic structure, explained as due to the higher reactivity of the primary hydroxyl with respect to the secondary one in the glycol through the polycondensation reaction. Besides being biocompatible, these synthetic polyesteramides have proved to act as non-viral vectors in gene therapy and be able to transfect DNA to the nucleus cell. Similar new cationic cholesteric liquid crystal polyesters have also been synthesized in our laboratory
publishDate 2020
dc.date.none.fl_str_mv 2020
2021
2021
2021
dc.type.none.fl_str_mv info:eu-repo/semantics/other
http://purl.org/coar/resource_type/c_3248
Publisher's version
info:eu-repo/semantics/publishedVersion
dc.type.openaire.fl_str_mv info:eu-repo/semantics/bookPart
format other
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/229855
url http://hdl.handle.net/10261/229855
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv http://dx.doi.org/10.5772/intechopen.77795
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv InTechOpen
publisher.none.fl_str_mv InTechOpen
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,812455

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