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Succinylation of Polyallylamine: Influence on Biological Efficacy and the Formation of Electrospun Fibers

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Laboratory for Characterisation and Processing of Polymers, Faculty of Mechanical Engineering, University of Maribor, Smetanova 17, 2000 Maribor, Slovenia
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Faculty of Electrical Engineering and Computer Science, University of Maribor, Smetanova 17, 2000 Maribor, Slovenia
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Slovenian NMR Center, National Institute of Chemistry, Hajdrihova 19, 1000 Ljubljana, Slovenia
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EN-FIST Centre of Excellence, Trg Osvobodilne Fronte 13, 1000 Ljubljana, Slovenia
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Faculty of Chemistry and Chemical Technology, University of Ljubljana, Večna Pot 113, 1000 Ljubljana, Slovenia
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Faculty of Mechanical Engineering, University of Maribor, Smetanova 17, 2000 Maribor, Slovenia
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Department of Genetic Toxicology and Cancer Biology, National Institute of Biology, Večna Pot 11, 1000 Ljubljana, Slovenia
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Institute for Chemistry and Technology of Biobased System (IBioSys), Graz University of Technology, Stremayrgasse 9, 8010 Graz, Steiermark, Austria
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Author to whom correspondence should be addressed.
Academic Editor: Agnieszka Tercjak
Polymers 2021, 13(17), 2840; https://doi.org/10.3390/polym13172840
Received: 23 July 2021 / Revised: 17 August 2021 / Accepted: 21 August 2021 / Published: 24 August 2021
(This article belongs to the Section Polymer Fibers)
Succinylation of proteins is a commonly encountered reaction in biology and introduces negatively charged carboxylates on previously basic primary amine groups of amino acid residues. In analogy, this work investigates the succinylation of primary amines of the synthetic polyelectrolyte polyallylamine (PAA). It investigates the influence of the degree of succinylation on the cytotoxicity and antibacterial activity of the resulting polymers. Succinylation was performed in water with varying amounts of succinic anhydride and at different pH values. The PAA derivatives were analyzed in detail with respect to molecular structure using nuclear magnetic resonance and infrared absorbance spectroscopy. Polyelectrolyte and potentiometric charge titrations were used to elucidate charge ratios between primary amines and carboxylates in the polymers. The obtained materials were then evaluated with respect to their minimum inhibitory concentration against Staphylococcus aureus and Pseudomonas aeruginosa. The biocompatibility was assessed using mouse L929 fibroblasts. The degree of succinylation decreased cytotoxicity but more significantly reduced antibacterial efficacy, demonstrating the sensitivity of the fibroblast cells against this type of ampholytic polyelectrolytes. The obtained polymers were finally electrospun into microfiber webs in combination with neutral water-soluble polyvinyl alcohol. The resulting non-woven could have the potential to be used as wound dressing materials or coatings. View Full-Text
Keywords: polyallylamine hydrochloride; succinylation; aqueous chemistry; cytotoxicity; antimicrobial effect; electrospinning; nanofibers: mouse L929 fibroblasts; Staphylococcus aureus; Pseudomonas aeruginosa polyallylamine hydrochloride; succinylation; aqueous chemistry; cytotoxicity; antimicrobial effect; electrospinning; nanofibers: mouse L929 fibroblasts; Staphylococcus aureus; Pseudomonas aeruginosa
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MDPI and ACS Style

Jurko, L.; Bračič, M.; Hribernik, S.; Makuc, D.; Plavec, J.; Jerenec, F.; Žabkar, S.; Gubeljak, N.; Štern, A.; Kargl, R. Succinylation of Polyallylamine: Influence on Biological Efficacy and the Formation of Electrospun Fibers. Polymers 2021, 13, 2840. https://doi.org/10.3390/polym13172840

AMA Style

Jurko L, Bračič M, Hribernik S, Makuc D, Plavec J, Jerenec F, Žabkar S, Gubeljak N, Štern A, Kargl R. Succinylation of Polyallylamine: Influence on Biological Efficacy and the Formation of Electrospun Fibers. Polymers. 2021; 13(17):2840. https://doi.org/10.3390/polym13172840

Chicago/Turabian Style

Jurko, Lucija, Matej Bračič, Silvo Hribernik, Damjan Makuc, Janez Plavec, Filip Jerenec, Sonja Žabkar, Nenad Gubeljak, Alja Štern, and Rupert Kargl. 2021. "Succinylation of Polyallylamine: Influence on Biological Efficacy and the Formation of Electrospun Fibers" Polymers 13, no. 17: 2840. https://doi.org/10.3390/polym13172840

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