Light-Switchable Polymer from Cationic to Zwitterionic Form: Synthesis, Characterization, and Interactions with DNA and Bacterial Cells

Authors

SOBOLČIAK Patrik ŠPÍREK Mário KATRLÍK Jaroslav GEMEINER Peter LACÍK Igor KASÁK Peter

Year of publication 2013
Type Article in Periodical
Magazine / Source MACROMOLECULAR RAPID COMMUNICATIONS
MU Faculty or unit

Faculty of Medicine

Citation
Doi http://dx.doi.org/10.1002/marc.201200823
Field Macromolecular chemistry
Keywords antibacterial; carboxybetaine ester; dsDNA polyplex; photochemistry; water-soluble polymers
Description A novel cationic polymer poly(N,N-dimethyl-N-[3-(methacroylamino) propyl]-N-[2-[(2-nitrophenyl)methoxy]-2-oxo-ethyl]ammonium chloride) is synthesized by free-radical polymerization of N-[3-(dimethylamino)propyl] methacrylamide and subsequent quaternization with o-nitrobenzyl 2-chloroacetate. The photolabile o-nitrobenzyl carboxymethyl pendant moiety is transformed to the zwitterionic carboxybetaine form upon the irradiation at 365 nm. This feature is used to condense and, upon the light irradiation, to release double-strand DNA tested by gel electrophoresis and surface plasmon resonance experiments as well as to switch the antibacterial activity to non-toxic character demonstrated for Escherichia coli bacterial cells in solution and at the surface using the self-assembled monolayers.

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