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    Synthesis, Characterization, and Antimicrobial Properties of Peptides Mimicking Copolymers of Maleic Anhydride and 4-Methyl-1-pentene
    (Basel : Molecular Diversity Preservation International (MDPI), 2018) Szkudlarek, Marian; Heine, Elisabeth; Keul, Helmut; Beginn, Uwe; Möller, Martin
    Synthetic amphiphilic copolymers with strong antimicrobial properties mimicking natural antimicrobial peptides were obtained via synthesis of an alternating copolymer of maleic anhydride and 4-methyl-1-pentene. The obtained copolymer was modified by grafting with 3-(dimethylamino)-1-propylamine (DMAPA) and imidized in a one-pot synthesis. The obtained copolymer was modified further to yield polycationic copolymers by means of quaternization with methyl iodide and dodecyl iodide, as well as by being sequentially quaternized with both of them. The antimicrobial properties of obtained copolymers were tested against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus epidermidis, and Staphylococcus aureus. Both tested quaternized copolymers were more active against the Gram-negative E. coli than against the Gram-positive S. aureus. The copolymer modified with both iodides was best when tested against E. coli and, comparing all three copolymers, also exhibited the best effect against S. aureus. Moreover, it shows (limited) selectivity to differentiate between mammalian cells and bacterial cell walls. Comparing the minimum inhibitory concentration (MIC) of Nisin against the Gram-positive bacteria on the molar basis instead on the weight basis, the difference between the effect of Nisin and the copolymer is significantly lower.
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    Solubility, Emulsification and Surface Properties of Maleic Anhydride, Perfluorooctyl and Alkyl Meth-Acrylate Terpolymers
    (Basel : MDPI, 2018) Szkudlarek, Marian; Beginn, Uwe; Keul, Helmut; Möller, Martin
    The solubility of terpolymers containing alkyl, and perfluoroalkyl side chains as well as succinic acid moieties in the main chain, P[RFMA0.2-co-RHMA0.65-co-MAH0.15] (RH = C4H9- or C12H25-, RF- = C10H4F19-) with ca. 20 mol % fluorinated side chains and 10–22 mol % of succinic anhydride rings was tested in a number of solvents varying from water to non polar mineral oils. The polymers are well soluble in fluorinated solvents like Freon-113® and 1,3-bis(trifluoromethyl) benzene, in semi-polar solvents like chloroform, THF or lower esters and also in hydrocarbons with polymers containing dodecyl methacrylate. In self-emulsification experiments, a stable water emulsion of P[F8H2MA0.2-co-BMA0.65-co-MAH0.15] was obtained. The dispersability and emulsification of these polymers in mixtures of organic solvents and water yielded stable emulsions in the presence of additional surfactant. Thin films coated from organic solutions as well as from emulsions on glass resulted in water and oil-repelling surfaces with contact angles up to 140° against water and 71° against hexadecane. An enhancing effect of annealing was not observed.