We report antibacterial, antibiofilm, and biocompatible properties of surface-immobilized, quaternary ammonium-containing, resin acid-derived compounds and polycations that are known to be efficient antimicrobial agents with minimum toxicities to mammalian cells. Surface immobilization was carried out by the employment of two robust, efficient chemical methods: Copper-catalyzed azide-alkyne 1,3-dipolar cycloaddition click reaction, and surface-initiated atom transfer radical polymerization. Antibacterial and antibiofilm activities against Gram-positive Staphylococcus aureus and Gram-negative Escherichia coli were strong. Hemolysis assays and the growth of human dermal fibroblasts on the modified surfaces evidenced their biocompatibility. We demonstrate that the grafting of quaternary ammonium-decorated abietic acid compounds and polymers from surfaces enables the incorporation of renewable biomass in an effective manner to combat bacteria and biofilm formation in biomedical applications.
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http://dx.doi.org/10.1021/acs.biomac.5b01005 | DOI Listing |
Macromol Rapid Commun
January 2025
Macromolecular Chemistry, University of Bayreuth, Universitätsstraße 30, 95447, Bayreuth, Germany.
Amino-acid-derived polyzwitterions and polybetaines (PBs) are two promising alternatives to non-ionic polymers, for example, to increase tumor permeability. In this study, amino-acid-derived polyzwitterions are synthesized and a strategy to quarternize the amine in the side chain functional group is developed to combine the advantages of both types. The functional monomer is polymerized via reversible addition-fragmentation chain-transfer polymerization for which a kinetic study is performed.
View Article and Find Full Text PDFACS Sustain Chem Eng
December 2023
Department of Industrial Chemistry "Toso Montanari", University of Bologna, Viale Risorgimento 4, Bologna 40136, Italy.
Vat photopolymerization, a very efficient and precise object manufacturing technique, still strongly relies on the use of acrylate- and methacrylate-based formulations because of their low cost and high reactivity. However, the environmental impact of using fossil fuel-based, volatile, and toxic (meth)acrylic acid derivatives is driving the scientific community toward the development of alternatives that can match the mechanical performance and three-dimensional (3D) printing processability of traditional photocurable mixtures but are made from environmentally friendly building blocks. Herein, itaconic acid is polymerized with polyols derived from naturally occurring terpenes to produce photocurable poly(ester-thioether)s.
View Article and Find Full Text PDFiScience
October 2023
Department of Chemistry and Biotechnology, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia.
A series of heterogeneous catalysts anchored to different polystyrene-based supports has been prepared and applied in an asymmetric [2,3]-Wittig rearrangement reaction of cyclohexanone derivatives. Among them, primary amino acid-derived (aminomethylated)polystyrene-supported catalysts showed excellent reactivity leading to the formation of rearranged products in good enantioselectivities of both diastereomers. Reusability issues connected to the deactivation of the catalyst were proved to be dependent on the end-capping strategy chosen for the blocking of the unreacted active sites of the resin.
View Article and Find Full Text PDFMacromol Rapid Commun
August 2023
ICIQ-CERCA-Institute of Chemical Research of Catalonia, The Barcelona Institute of Science and Technology, Avinguda dels Països Catalans 16, Tarragona, 43007, Spain.
Six acrylamide resins, derived from l-phenylalanine and l-leucine, are designed for application in digital light processing (DLP) printers to obtain biodegradable thermoset polymers. The acrylamide copolymers are prepared under light irradiation at 405 nm and thermal post-curing processes. Low molecular weight poly(ethylene glycol)diacrylate (PEGDA) and N,N-dimethylacrylamide (DMAM), both liquid resins, are used as co-monomers and diluents for the amino acid-derived acrylamide solubilization.
View Article and Find Full Text PDFACS Omega
December 2021
Key Laboratory of Biomass Energy and Material, Jiangsu Province, Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Jiangsu Province, Key Laboratory of Chemical Engineering of Forest Products, National Forestry and Grassland Administration, National Engineering Laboratory for Biomass Chemical Utilization, Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, 16 Suojin Wucun, Nanjing 210042, Jiangsu Province, P. R. China.
Diglycidyl ether of bisphenol A (DGEBA) is a kind of widely used epoxy resin, but its thermosets normally show high brittleness and poor impact resistance due to the intrinsic rigid aromatic rings, which limit its application greatly. To avoid this drawback, we proposed a method to prepare a series of hyperbranched epoxies (HBEPs) with different molecular weights. After HBEPs were cured with methyl tetrahydrophthalic anhydride (MTHPA), characterizations were carried out to evaluate the properties of the cured HBEP samples.
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