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  • The Role of Charge Density and Hydrophobicity on the Biocidal Properties of Self-Protonable Polymeric Materials.

The Role of Charge Density and Hydrophobicity on the Biocidal Properties of Self-Protonable Polymeric Materials.

Macromolecular bioscience (2015-03-18)
Simona Matrella, Carmela Vitiello, Massimo Mella, Giovanni Vigliotta, Lorella Izzo
ABSTRACT

Intrinsic antimicrobial thermoplastic A(BC)n copolymers (n = 1, 2, 4), where A was poly(ethylene glycol) (PEG), BC was a random chain of methylmethacrylate (MMA), and alkyl-aminoethyl methacrylate (AAEMA), were synthesized and the antimicrobial activity and hemolyticity were evaluated on plaques obtained by casting as a function of the architecture, the N-substituent groups of the AAEMAs (methyl, ethyl, isopropyl, and tert-butyl groups) and the hydrophobic/charge density balance. Antimicrobial effectiveness and efficiency is controlled by the surface charge density and by the influence of N-alkyl groups on the surface morphology. Also interestingly, it is the absence of hemolitytic activity in all copolymers. In presence of Escherichia coli, the A(BC)2 copolymer with 40% of N-methyl groups is the most efficient, killing 91% of the bacteria already after 1.5 h.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Propionic acid, BioReagent, suitable for insect cell culture, ~99%
Sigma-Aldrich
Dichloromethane, anhydrous, ≥99.8%, contains 40-150 ppm amylene as stabilizer
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DCC, 1.0 M in methylene chloride
Sigma-Aldrich
Dichloromethane, suitable for HPLC, ≥99.9%, contains 40-150 ppm amylene as stabilizer
Sigma-Aldrich
Methanol, anhydrous, 99.8%
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p-Toluenesulfonic acid monohydrate, ≥99% (calc. to H2O free subst.)
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Methanol, NMR reference standard
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DCC, 99%
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4-(Dimethylamino)pyridine solution, 0.5 M in THF
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4-(Dimethylamino)pyridine, ReagentPlus®, ≥99%
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Propionic acid, ACS reagent, ≥99.5%
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Pyridine, ≥99%
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Propionic acid, puriss. p.a., ≥99.5% (GC)
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Toluene, anhydrous, 99.8%
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Propionic acid, 99%
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Propionic acid, ≥99.5%, FCC, FG
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α-Bromoisobutyryl bromide, 98%
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Ethyl alcohol, Pure, 200 proof, anhydrous, ≥99.5%
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Dimethyl ether, ≥99%
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p-Toluenesulfonic acid monohydrate, ACS reagent, ≥98.5%
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Dimethyl ether, ≥99.9%
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Methanol-12C, 99.95 atom % 12C
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p-Toluenesulfonic acid monohydrate, ReagentPlus®, ≥98%
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Pyridine, anhydrous, 99.8%
Sigma-Aldrich
Ethyl alcohol, Pure, 190 proof, ACS spectrophotometric grade, 95.0%