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

J 2013

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

SOBOLČIAK, Patrik; Mário ŠPÍREK; Jaroslav KATRLÍK; Peter GEMEINER; Igor LACÍK et. al.

Basic information

Original name

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

Authors

SOBOLČIAK, Patrik (703 Slovakia); Mário ŠPÍREK (703 Slovakia, guarantor, belonging to the institution); Jaroslav KATRLÍK (703 Slovakia); Peter GEMEINER (703 Slovakia); Igor LACÍK (703 Slovakia) and Peter KASÁK (703 Slovakia)

Edition

MACROMOLECULAR RAPID COMMUNICATIONS, 2013, 1022-1336

Other information

Language

English

Type of outcome

Article in a journal

Field of Study

10404 Polymer science

Country of publisher

Germany

Confidentiality degree

is not subject to a state or trade secret

Impact factor

Impact factor: 4.608

RIV identification code

RIV/00216224:14110/13:00072702

Organization unit

Faculty of Medicine

DOI

https://doi.org/10.1002/marc.201200823

UT WoS

000318029800003

Keywords in English

antibacterial; carboxybetaine ester; dsDNA polyplex; photochemistry; water-soluble polymers

Abstract

In the original language

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.

Cite

SOBOLČIAK, Patrik; Mário ŠPÍREK; Jaroslav KATRLÍK; Peter GEMEINER; Igor LACÍK and Peter KASÁK. Light-Switchable Polymer from Cationic to Zwitterionic Form: Synthesis, Characterization, and Interactions with DNA and Bacterial Cells. MACROMOLECULAR RAPID COMMUNICATIONS. 2013, vol. 34, No 8, p. 635-639. ISSN 1022-1336. Available from: https://doi.org/10.1002/marc.201200823.

@article{1170156,
   author = {Sobolčiak, Patrik and Špírek, Mário and Katrlík, Jaroslav and Gemeiner, Peter and Lacík, Igor and Kasák, Peter},
   article_number = {8},
   doi = {https://doi.org/10.1002/marc.201200823},
   keywords = {antibacterial; carboxybetaine ester; dsDNA polyplex; photochemistry; water-soluble polymers},
   language = {eng},
   issn = {1022-1336},
   journal = {MACROMOLECULAR RAPID COMMUNICATIONS},
   title = {Light-Switchable Polymer from Cationic to Zwitterionic Form: Synthesis, Characterization, and Interactions with DNA and Bacterial Cells},
   volume = {34},
   year = {2013}
}

TY  - JOUR
ID  - 1170156
AU  - Sobolčiak, Patrik - Špírek, Mário - Katrlík, Jaroslav - Gemeiner, Peter - Lacík, Igor - Kasák, Peter
PY  - 2013
TI  - Light-Switchable Polymer from Cationic to Zwitterionic Form: Synthesis, Characterization, and Interactions with DNA and Bacterial Cells
JF  - MACROMOLECULAR RAPID COMMUNICATIONS
VL  - 34
IS  - 8
SP  - 635-639
EP  - 635-639
SN  - 10221336
KW  - antibacterial
KW  - carboxybetaine ester
KW  - dsDNA polyplex
KW  - photochemistry
KW  - water-soluble polymers
N2  - 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.
ER  -

SOBOLČIAK, Patrik; Mário ŠPÍREK; Jaroslav KATRLÍK; Peter GEMEINER; Igor LACÍK and Peter KASÁK. Light-Switchable Polymer from Cationic to Zwitterionic Form: Synthesis, Characterization, and Interactions with DNA and Bacterial Cells. \textit{MACROMOLECULAR RAPID COMMUNICATIONS}. 2013, vol.~34, No~8, p.~635-639. ISSN~1022-1336. Available from: https://doi.org/10.1002/marc.201200823.

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