Light-Switchable Polymer from Cationic to Zwitterionic Form: Synthesis, Characterization, and Interactions with DNA and Bacterial Cells
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 pho...
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Published in | Macromolecular rapid communications. Vol. 34; no. 8; pp. 635 - 639 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
Weinheim
WILEY-VCH Verlag
25.04.2013
WILEY‐VCH Verlag Wiley Wiley Subscription Services, Inc |
Subjects | |
Online Access | Get full text |
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Summary: | 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.
A polymer containing photolabile o‐nitrobenzyl carboxymethyl pendant on a quaternary ammonium moiety in the monomer unit is synthesized. Light‐induced switch from cationic to zwitterionic form is utilized for controlled interaction with DNA and bacteria. |
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Bibliography: | ark:/67375/WNG-6D3P24G3-5 istex:CF5A7F645C99E7C8403D5E04A4B570719C1CDECD ArticleID:MARC201200823 ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 1022-1336 1521-3927 |
DOI: | 10.1002/marc.201200823 |