Author, as appears in the article.: Valverde C; Lligadas G; Ronda JC; Galià M; Cádiz V
Department: Química Analítica i Química Orgànica
URV's Author/s: Cádiz Deleito, Maria Virginia / Galià Clua, Marina Teresa / Lligadas Puig, Gerard / Ronda Bargalló, Juan Carlos
Keywords: Vinylsulfide Undecylenic acid Sulfur-containing polyester Sulfur Renewable resource Polymer Polyesters Oxidation-responsive Nanomedicines Lipase-catalyzed synthesis Enzymatic polycondensation Drug delivery Derivatives Degradation Copolyesters Amphiphilic polymer
Abstract: © 2020 Elsevier Ltd The synthesis of oxidation-responsive biodegradable amphiphilic block copolymers by Candida Antarctica Lipase B (CALB)-catalyzed self-polycondensation of 11-((2-hydroxyethyl)-thio)undecanoic acid (TEHA) initiated by methoxy polyethyleneglycol (mPEG-OH) of different molecular weights has been described. SEC and mono and bidimensional NMR have been used to confirm the molecular weight and structure of the polymers and copolymers. DSC and TGA have been employed to characterize their thermal properties. The oxidation behaviour in front of H2O2 as well as the structure of the oxidized products has been established using NMR, FTIR and Raman spectroscopies. The different block copolymers could self-assemble to form nanosized micelles in aqueous solution with low critical micelle concentration (CMC), showing potential application as dual responsive systems in drug delivery. Micellar characteristics were investigated by dynamic light scattering (DLS) and transmission electron microscopy (TEM). These micelles are prone to undergo a H2O2-triggered disassembly due to the oxidizable thioether groups in the hydrophobic core. Nile Red was used as model for hydrophobic drugs to test the oxidative triggered release of a copolymer, which showed progressive release in few hours upon the addition of H2O2.
Thematic Areas: Química Polymers and plastics Polymer science Physics and astronomy (miscellaneous) Physics and astronomy (all) Organic chemistry Odontología Materials chemistry Materiais Interdisciplinar General physics and astronomy Farmacia Engenharias iv Engenharias iii Engenharias ii Engenharias i Ciências ambientais Ciência de alimentos Ciência da computação Biotecnología Astronomia / física Arquitetura, urbanismo e design
ISSN: 00143057
Author's mail: gerard.lligadas@urv.cat virginia.cadiz@urv.cat juancarlos.ronda@urv.cat marina.galia@urv.cat
Author identifier: 0000-0002-8519-1840 0000-0003-2689-5407 0000-0002-0668-6600 0000-0002-4359-4510
Record's date: 2023-02-26
Papper version: info:eu-repo/semantics/acceptedVersion
Papper original source: European Polymer Journal. 133 (109736): Article number 109736-
APA: Valverde C; Lligadas G; Ronda JC; Galià M; Cádiz V (2020). Synthesis and characterization of castor oil-derived oxidation-responsive amphiphilic block copolymers: Poly(ethylene glycol)-b-poly(11-((2-hydroxyethyl)thio)undecanoate). European Polymer Journal, 133(109736), Article number 109736-. DOI: 10.1016/j.eurpolymj.2020.109736
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Entity: Universitat Rovira i Virgili
Journal publication year: 2020
Publication Type: Journal Publications
Repositori URV