Syntheses of biodegradable polymer networks based on polycaprolactone and glutamic acid

Abstract

Biodegradable trifunctional oligomer was synthesized from polycaprolactone and glutamic acid and characterized by Fourier‐transform infrared (FTIR) and proton nuclear magnetic resonance (1H NMR) spectroscopies. Injectable and in situ crosslinkable polymer networks were fabricated by the copolymerization of oligomer with triethylene glycol dimethacrylate (TEGDMA) and used to evaluate the initial compressive strengths, viscosities, shrinkages, thermal stabilities, and biodegradabilities in the forms of polymer network neat resin and their composites with β‐tricalcium phosphate. The initial compressive strengths (CS) values of neat resins ranged from 9.54 to 187.6 MPa. Both neat resins and composites had polymerization shrinkage ranging from 0% to 11.7%, which increased with increasing of TEGDMA contents in resin. Moreover, in polymer composite resins, shrinkage values decreased with increasing filler level from 0% to 4.6%, and exothermic evolution values decreased from 33.5°C to 29.7°C as increasing filler level. The composite with the formulation of (polycaprolactone)‐glutamate triacrylate (PCLGTA)/TEGDMA (25/75) and powder/liquid (P/L) ratio of 1.0 exhibited the highest exothermal and lowest shrinkage values. The increase of oligomer in the formulation led to an increase in viscosity.

Neurogenic and angiogenic poly(N-acryloylglycine)-co-(acrylamide)-co-(N-acryloyl-glutamate) hydrogel: preconditioning effect under oxidative stress and use in neuroregeneration

“…: 419638, granted on. 30-01-2023) and N -acryloylglutamic acid 23 were prepared using a similar method. In brief, 0.1 mol of amino acid was dissolved in chilled NaOH solution, and 1 equivalent of acryloyl chloride was dissolved in 1,4-dioxane with continuous stirring separately.…”

Self-healing amino acid-bearing acrylamides/n-butyl acrylate copolymers via multiple noncovalent bonds

“…1). Four acrylamides bearing different amino acids, N-acryloyl-L-threonine (AThrOH), 63,64 N-acryloyl-L-glutamic acid (AGluOH), 65,66 N-acryloyl-L-phenylalanine (APheOH) 67 and N-acryloyl-L,L-diphenylalanine (APhePheOH) 68 were selected attempting to tune intra-and intermolecular noncovalent interactions (e.g., hydrogen bonds, electrostatic interactions, and p-p stacking) and their exibilities. AThrOH has a hydroxyl group and a carboxyl group, AGluOH has two carboxyl groups, and APheOH has a carboxyl group and a phenyl group, in addition to an amide group in each monomer unit.…”

“…1). Four acrylamides bearing different amino acids, N -acryloyl- l -threonine (AThrOH), 63,64 N -acryloyl- l -glutamic acid (AGluOH), 65,66 N -acryloyl- l -phenylalanine (APheOH) 67 and N -acryloyl- l , l -diphenylalanine (APhePheOH) 68 were selected attempting to tune intra- and intermolecular noncovalent interactions ( e.g. , hydrogen bonds, electrostatic interactions, and π–π stacking) and their flexibilities.…”

Fabrication and Biological Activities of Plasmid DNA Gene Carrier Nanoparticles Based on Biodegradable l-Tyrosine Polyurethane

“…These properties of LTU make it promising for gene delivery applications that require the sustained release of DNA throughout the entire lifetime of the cell. In contemporary years, a number of our previous research studies have been applied to develop biodegradable nanoparticles based on aliphatic polyester, poly(amino acid), polyanhydride, and biopolymer and used to evaluate their biological activities and cytotoxicities as antitumoral and antibacterial agents, and as gene carriers [14][15][16].…”