Comparison of carboxybetaine with sulfobetaine polyaspartamides: Nonfouling properties, hydrophilicity, cytotoxicity and model nanogelation in an inverse miniemulsion. Issue 19 (29th December 2021)

• Record Type: Journal Article
• Authors: Hladysh, Sviatoslav; Oleshchuk, Diana; Dvořáková, Jana; Šeděnková, Ivana; Filipová, Marcela; Pobořilová, Zuzana; Pánek, Jiří; Proks, Vladimír
• Is Part Of: Journal of applied polymer science. Volume 139:Issue 19(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2021-12-29
• Subjects: adsorption -- biocompatibility -- biomaterials -- functionalization of polymers -- hydrophilic polymers; Polymers -- Periodicals; Polymerization -- Periodicals; 668.9
• DOI: 10.1002/app.52099
• Languages: English
• ISSNs: 0021-8995

Abstract

Abstract: Zwitterionic polymers are promising non‐fouling materials widely used for surface modification. Here, we report the synthesis of zwitterionic polyaspartamides bearing carboxybetaine and sulfobetaine prepared via combining the ring‐opening reaction of polysuccinimide with 3‐(dimethylamino)‐1‐propylamine and the reaction of the formed tertiary amine side groups with 1, 3‐propanesultone and 4‐bromobutyric acid, respectively. Both sulfobetaine and carboxybetaine polyaspartamides have cationic and anionic charged groups on the same repeat unit, but they differ in negatively charged groups. The chemical structures of the synthesized polymers were confirmed by 1 H NMR and FT‐IR spectroscopies. The zwitterionic property of polyaspartamides were characterized by zeta potential measurements using wide range of pH. The surface properties mainly anti‐protein adsorption abilities and hydrophilicity were tested by surface plasmon resonance analysis, fluorescence microscopy, and contact angle measurements. Importantly, sulfobetaine polyaspartamides demonstrated better both antifouling performance and ability to form more hydrophilic surfaces than carboxybetaine polyaspartamide. Two zwitterionic carboxybetaine and sulfobetaine nanogels were prepared by horseradish peroxidase‐mediated crosslinking in an inverse miniemulsion. Results from dynamic light scattering and transmission electron microscopy showed the formation of nanosized spherical particles. Additionally, sulfobetaine and carboxybetaine polyaspartamides had remarkable biocompatibilities, indicating their promise as non‐fouling materials for biomedical applications. Abstract : Novel zwitterionic polyaspartamides bearing sulfobetaine and carboxybetaine substituents are prepared by simple aminolysis reaction of polysuccinimide, showing antifouling properties, good biocompatibility and high hydrophilicity. The zwitterionic polyaspartamides can be easily converted into nanogels by horseradish peroxidase‐mediated crosslinking in inverse miniemulsions. Such combination is promising for the development of non‐fouling materials for biomedical applications.