Poly(amino acid)-grafted polymacrolactones. Synthesis, self-assembling and ionic coupling properties

Polyglobalide (PGl) with number average polymerization degree of ~20 was prepared by enzymatic ROP and then polyfunctionalized at 60% with aminothioethylene groups. The PGl20-(NH2)12 copolymer was used as macroinitiator for the ROP of NCAs of BLG (¿-benzyl L-glutamate) and ZLL (eN-carbobenzoxy-l-lys...

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Detalles Bibliográficos
Autores: Tinajero, Ernesto|||0000-0001-5993-8114, Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon|||0000-0001-8105-2168, Cavanagh, Breton, Heise, Andreas, Muñoz Guerra, Sebastián|||0000-0002-4273-2301
Tipo de recurso: artículo
Fecha de publicación:2019
País:España
Institución:Universitat Politècnica de Catalunya (UPC)
Repositorio:UPCommons. Portal del coneixement obert de la UPC
Idioma:inglés
OAI Identifier:oai:upcommons.upc.edu:2117/169481
Acceso en línea:https://hdl.handle.net/2117/169481
https://dx.doi.org/10.1016/j.reactfunctpolym.2019.104316
Access Level:acceso abierto
Palabra clave:Polymers
Copolymers
Peptides
Polímers
Copolímers
Pèptids
Àrees temàtiques de la UPC::Enginyeria química
Descripción
Sumario:Polyglobalide (PGl) with number average polymerization degree of ~20 was prepared by enzymatic ROP and then polyfunctionalized at 60% with aminothioethylene groups. The PGl20-(NH2)12 copolymer was used as macroinitiator for the ROP of NCAs of BLG (¿-benzyl L-glutamate) and ZLL (eN-carbobenzoxy-l-lysine) protected amino acids to produce neutral polypeptide-grafted polyglobalides poly[Gl20-graft-(AA)z] with z¿=¿5 and 12, which upon deprotection, afforded anionic and cationic copolymers, respectively. Both protected and deprotected graft copolymers were characterized in full detail by NMR, and their thermal properties were evaluated by TGA and DSC. The structure of these copolymers in the solid-state was examined by FTIR and XRD using synchrotron radiation. All grafted polyglobalides were amorphous but the polypeptide side chains were arranged in either alpha-helix or beta-sheet conformation, and reliable indications on the occurrence of supramolecular structures were frequently found. The capacity of poly[Gl20-graft-(AA)z] copolymers to self-assemble in aqueous medium was evidenced by the preparation of well-shaped spheroidal nanoparticles with a diversity of sizes depending on copolymer composition and charge. Loading and release of doxorubicin (DOX) from nanoparticles made of negatively charged poly[Gl20-graft-(LGA)12] as well as DNA complexation with cationic poly[Gl20-graft-(LL)5] were explored to appraise the potential of these copolymers for building drug delivery systems.