Physicochemical and biological properties of polyampholytes: Quaternized derivatives of poly(4-vinylpyridine)

Abstract

The modification of poly(4-vinylpyridine) with ω-bromocarboxylic acids and alkyl bromides yields three types of polyampholytes: polyampholytes containing both cationic and anionic groups in each monomer unit (polybetaines), polyampholytes containing betaine and cationic units, and polyampholytes containing betaine units and side cetyl radicals. Their complex formation with liposomes formed from zwitterionic (electroneutral) phosphatidylcholine and anionic diphosphatidylglycerol (cardiolipin) is investigated. The method for fixation of polymers on the liposomal membrane and the stability of the formed complexes are determined by the chemical structure of macromolecules. For the most part, polyelectrolytes are electrostatically adsorbed on the membrane and are fully removed from it with an increase in the salt concentration in the surrounding solution. An exception is the polybetaine obtained through the modification of poly(4-vinylpyridine) with ω-bromobutyric acid, which irreversibly binds to liposomes probably owing to the incorporation of macromolecular fragments into the hydrophobic part of the lipid bilayer. The insertion of side cetyl radicals into polybetaine molecules stabilizes their complexes with liposomes in the presence of salts. The cytotoxicity of the synthesized polyampholytes is one to two orders of magnitude lower than that of a cationic polymer with the same degree of polymerization.