Thermo/pH Responsive Star and Linear Copolymers Containing a Cholic Acid-Derived Monomer, N-Isopropylacrylamide and Acrylic Acid: Synthesis and Solution Properties
Open Access
- 11 November 2019
- Vol. 11 (11), 1859
- https://doi.org/10.3390/polym11111859
Abstract
In this work three CTAs trithiocarbonate-type were synthesized—bifunctional (with PEG), trifunctional (with glycerol), and tetrafunctional (PERT)—and used in the controlled polymerization of 2-(acryloyloxy)ethyl cholate (CAE) via reversible addition-fragmentation chain transfer (RAFT) polymerization. The resulting macroCTAs containing a cholic acid-derived polymer were chain extended with N-isopropylacrylamide with or without acrylic acid. The thermosensitive and/or pH properties of these copolymers were studied in PBS solutions. The copolymers synthesized without poly(acrylic acid) (PAAc) were unstable above the transition temperature. Similar behavior was observed for the copolymer solutions containing PAAc (2% in feed) at lower values of pH showing a faster precipitation above the LCST. On the contrary, copolymer solutions containing PAAc showed great stability at higher pH values for a longer time period at 37 °C. Interestingly, the Dh of the aggregates ranged from 18 to 30 nm in all copolymers (with or without PAAc) below the transition temperature, although the topology and the block sequence in the chain were significantly different.This publication has 35 references indexed in Scilit:
- pH-Responsive Micelles Assembled by Three-Armed Degradable Block Copolymers with a Cholic Acid Core for Drug Controlled-ReleasePolymers, 2019
- “Bitter-Sweet” Polymeric Micelles Formed by Block Copolymers from Glucosamine and Cholic AcidBiomacromolecules, 2017
- Polymers made of bile acids: from soft to hard biomaterialsCanadian Journal of Chemistry, 2016
- Fabrication of star-shaped, thermo-sensitive poly(N-isopropylacrylamide)–cholic acid–poly(ɛ-caprolactone) copolymers and their self-assembled micelles as drug carriersPolymer, 2008
- Polymeric Materials Containing Bile AcidsAccounts of Chemical Research, 2002
- Effects of Ursodeoxycholic and Cholic Acid Feeding on Hepatocellular Transporter Expression in Mouse LiverGastroenterology, 2001
- N-Isopropylacrylamide Copolymers with Acrylamide and Methacrylamide Derivatives of Cholic Acid: Synthesis and CharacterizationMacromolecular Rapid Communications, 2001
- Thermo- and pH-sensitive polymers containing cholic acid derivativesPolymer, 2001
- Bile Acids as Building Blocks of Supramolecular HostsMolecules, 2001
- Hydrophilic polymethacrylates containing cholic acid-ethylene glycol derivatives as pendant groupsMacromolecular Rapid Communications, 2000