Antibacterial Polypropylene via Surface-Initiated Atom Transfer Radical Polymerization

Huang, Jinyu; Murata, Hironobu; Koepsel, Richard R.; Russell, Alan J.; Matyjaszewski, Krzysztof

doi:10.1021/bm061236j

Cited by 309 publications

(289 citation statements)

References 32 publications

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“…The majority of these reports also use pDMAEMA as part of a copolymer with other polymers, which may be contributing to its antimicrobial activity. In contrast to our data, some studies have found quaternised pDMAEMA to be effective against the Gram-negative bacteria, E. coli 30,32 . In these reports the bacteria were only incubated with pDMAEMA for 1 hour.…”

Section: Discussioncontrasting

confidence: 99%

Antibacterial Effects of Poly(2-(dimethylamino ethyl)methacrylate) against Selected Gram-Positive and Gram-Negative Bacteria

et al. 2009

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Antimicrobial coatings can reduce the occurrence of medical device-related bacterial infections. Poly(2-(dimethylamino ethyl)methacrylate) (pDMAEMA) is one such polymer that is being researched in this regard. The aims of this study were to (1) elucidate pDMAEMA’s antimicrobial activity against a range of Gram-positive and Gram-negative bacteria and (2) to investigate its antimicrobial mode of action. The methods used include determination of minimum inhibitory concentration (MIC) values against various bacteria and the effect of pH and temperature on antimicrobial activity. The ability of pDMAEMA to permeabilise bacterial membranes was determined using the dyes 1-N-phenyl-naphthylamine and calcein-AM. Flow cytometry was used to investigate pDMAEMA’s capacity to be internalized by bacteria and to determine effects on bacterial cell cycling. pDMAEMA was bacteriostatic against Gram-negative bacteria with MIC values between 0.1−1 mg/mL. MIC values against Gram-positive bacteria were variable. pDMAEMA was active against Gram-positive bacteria around its pK a and at lower pH values, while it was active against Gram-negative bacteria around its pK a and at higher pH values. pDMAEMA inhibited bacterial growth by binding to the outside of the bacteria, permeabilizing the outer membrane and disrupting the cytoplasmic membrane. By incorporating pDMAEMA with erythromycin, it was found that the efficacy of the latter was increased against Gram-negative bacteria. Together, the results illustrate that pDMAEMA acts in a similar fashion to other cationic biocides.

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Section: Discussioncontrasting

confidence: 99%

Antibacterial Effects of Poly(2-(dimethylamino ethyl)methacrylate) against Selected Gram-Positive and Gram-Negative Bacteria

et al. 2009

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“…[41][42][43] Therefore, surface modification of polymeric materials, and particularly of polystyrene and polyolefine surfaces, is of major interest. 16,44,45 To this end, the surfaces of polystyrene and polyolefine slides were dip-coated with PDA and water-soluble AMP 6 was covalently bound to the resulting surfaces. The antibacterial activity of the modified surfaces toward airborne S. aureus was then determined and compared to that of parent PDA-coated surfaces.…”

Section: Resultsmentioning

confidence: 99%

Non-leaching antimicrobial surfaces through polydopamine bio-inspired coating of quaternary ammonium salts or an ultrashort antimicrobial lipopeptide

et al. 2012

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Bacterial fouling on surfaces significantly increases the resistance of bacteria toward antibiotics, which leads to medical complications and a corresponding financial burden. Here, we report on a general and robust technique for facile modification of various surfaces with different antibacterial agents. Our approach in this study was inspired by the strong adhesion of mussel adhesion proteins (MAPs) to many types of surfaces, including metals, polymers, and inorganic materials. Thus, glass and polymeric slides were dip-coated with dopamine, as a MAP mimic, and the resulting surfaces were characterized. The reactivity of dopamine-coated surfaces toward nucleophilic addition was then confirmed by reacting them with fluorescent probes containing either a free amino or a free thiol group. Laser scanning confocal microscopy (LSCM), X-ray photoelectron spectroscopy (XPS), confocal Raman microscopy, matrix-assisted laser desorption/ionization-time of flight (MALDI-TOF) mass spectroscopy, and cyclic voltammetry studies collectively suggested that the probes had covalently attached to the surfaces. Fabrication of dopamine-coated surfaces with an antibacterial quaternary amine or an ultrashort lipopeptide analog generated surfaces that effectively kill Escherichia coli and Staphylococcus aureus cells on contact. Moreover, minimal leaching of the fabricated agent was detected after prolonged incubation. This technique could be further developed to a ''paint-like'' or selfassembling monolayer-like procedure for the preparation of antibacterial surfaces on various materials.

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“…There are two main modification methods in the literature: (i) direct copolymerization of either α-olefin [6,7] or polar monomers [8,9] and (ii) chemical modification of preformed polymers [10,11]. For example, antibacterial [12], antifouling [13] and hydrogen storage [14] properties of polypropylene were enhanced via surface-initiated atom transfer radical polymerization [15]. Chlorine atoms on the polymer chains both develop polarity and allow reactive sites for a series of monomer such as acrylates, methacrylates and styrenes [16][17][18][19].…”

Section: Introductionmentioning

confidence: 99%

Polypropylene-based graft copolymers via CuAAC click chemistry

Açık¹,

Sey²,

Taşdelen³

2018

Express Polym. Lett.

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Abstract. Graft copolymers from commercial chlorinated polypropylene (PP-Cl) possessing either poly(ethylene glycol) (PEG) or poly(ɛ-caprolactone) (PCL) grafts are synthesized by copper (I)-catalyzed azide-alkyne cycloaddition 'click' reaction (CuAAC). For this purpose, azido-functional polypropylene is prepared by nucleophilic substitution of chlorine groups of PP-Cl with azidotrimethylsilane-tetrabutylammonium fluoride. Whereas, the clickable alkyne end-functional PEG and PCL are independently synthesized by esterification reaction of poly(ethylene glycol) methyl ether with 4-pentyonic acid at room temperature and ring-opening polymerization of ε-caprolactone using stannous octoate as catalyst and propargyl alcohol as initiator. Finally, the corresponding graft copolymers, PP-g-PEG and PP-g-PCL, with different surface properties were successfully synthesized by CuAAC 'click' reaction under mild condition. Spectral, chromatographic and thermal analyses at various stages prove the formation of desired polypropylene-based graft copolymers with well-defined properties. Furthermore, the water contact angle values of PP-Cl, PP-g-PEG and PP-g-PCL are found as 90±1°, 78±1.8° and 83±2.1°, respectively.

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Antibacterial Polypropylene via Surface-Initiated Atom Transfer Radical Polymerization

Cited by 309 publications

References 32 publications

Antibacterial Effects of Poly(2-(dimethylamino ethyl)methacrylate) against Selected Gram-Positive and Gram-Negative Bacteria

Antibacterial Effects of Poly(2-(dimethylamino ethyl)methacrylate) against Selected Gram-Positive and Gram-Negative Bacteria

Non-leaching antimicrobial surfaces through polydopamine bio-inspired coating of quaternary ammonium salts or an ultrashort antimicrobial lipopeptide

Polypropylene-based graft copolymers via CuAAC click chemistry

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