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

被引:32
|
作者
Sobolciak, Patrik [1 ]
Spirek, Mario [2 ]
Katrlik, Jaroslav [3 ]
Gemeiner, Peter [3 ]
Lacik, Igor [1 ]
Kasak, Peter [1 ,4 ]
机构
[1] Slovak Acad Sci, Inst Polymer, Ctr Excellence FUN MAT, Bratislava 84541, Slovakia
[2] Masaryk Univ, Dept Biol, Fac Med, Brno 62500, Czech Republic
[3] Slovak Acad Sci, Inst Chem, Bratislava 84538, Slovakia
[4] Qatar Univ, Ctr Adv Mat, Doha, Qatar
关键词
antibacterial; carboxybetaine ester; dsDNA polyplex; photochemistry; water-soluble polymers; RADICAL POLYMERIZATION; SULFOBETAINE; POLYPLEXES; SURFACES; CARBOXYBETAINE; TRANSFECTION; DEGRADATION; DERIVATIVES; HYDROLYSIS; EFFICIENCY;
D O I
10.1002/marc.201200823
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
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.
引用
收藏
页码:635 / 639
页数:5
相关论文
共 37 条
  • [1] Preparation and Characterization of Light-Switchable Polymer Networks Attached to Solid Substrates
    Schenderlein, Helge
    Voss, Agnieszka
    Stark, Robert W.
    Biesalski, Markus
    LANGMUIR, 2013, 29 (14) : 4525 - 4534
  • [2] An extraordinary stringent and sensitive light-switchable gene expression system for bacterial cells
    Chen, Xianjun
    Liu, Renmei
    Ma, Zhengcai
    Xu, Xiaopei
    Zhang, Haoqian
    Xu, Jianhe
    Ouyang, Qi
    Yang, Yi
    CELL RESEARCH, 2016, 26 (07) : 854 - 857
  • [3] An extraordinary stringent and sensitive light-switchable gene expression system for bacterial cells
    Xianjun Chen
    Renmei Liu
    Zhengcai Ma
    Xiaopei Xu
    Haoqian Zhang
    Jianhe Xu
    Qi Ouyang
    Yi Yang
    Cell Research, 2016, 26 : 854 - 857
  • [4] A thermosensitive carrageenan-based polymer: Synthesis, characterization and interactions with a cationic surfactant
    Gawel, Kamila
    Karewicz, Anna
    Bielska, Dorota
    Szczubialka, Krzysztof
    Rysak, Katarzyna
    Bonarek, Piotr
    Nowakowska, Maria
    CARBOHYDRATE POLYMERS, 2013, 96 (01) : 211 - 217
  • [5] Arginine-Based Polymer Brush Coatings with Hydrolysis-Triggered Switchable Functionalities from Antimicrobial (Cationic) to Antifouling (Zwitterionic)
    Xu, Gang
    Liu, Xianneng
    Liu, Peng
    Pranantyo, Dicky
    Neoh, Koon-Gee
    Kang, En-Tang
    LANGMUIR, 2017, 33 (27) : 6925 - 6936
  • [6] Synthesis and characterization of cationic and zwitterionic allyl zirconium complexes derived from trimethylenemethane (TMM) cyclopentadienylzirconium acetamidinates
    Kissounko, DA
    Fettinger, JC
    Sita, LR
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 683 (01) : 29 - 38
  • [7] ROLE OF DNA INTERACTIONS WITH MEMBRANE STRUCTURES IN BACTERIAL-CELLS UPON INDUCTION OF DNA-REPAIR SYNTHESIS
    BEZLEPKIN, VG
    MALINOVSKY, YY
    GAZIEV, AI
    STUDIA BIOPHYSICA, 1982, 87 (2-3): : 267 - 268
  • [8] Synthesis, characterization and micelle formation behaviour of light-responsive DNA-polymer conjugates
    Akar, Irem
    Temel, Binnur Aydogan
    JOURNAL OF BIOTECHNOLOGY, 2018, 280 : S77 - S78
  • [9] Surface-Attached Polymer Networks Made from Cationic Poly(diitaconates): Synthesis, Surface Characterization, and Bioactivity
    Schneider-Chaabane, Alexandra
    Boschert, David
    Rau, Sibylle
    Solarte, Diana Lorena Guevara
    Bleicher, Vera
    Al-Ahmad, Ali
    Lienkamp, Karen
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 2023, 224 (05)
  • [10] Synthesis, Characterization, Cytotoxic Activity, and Interactions with CT-DNA and BSA of Cationic Ruthenium(II) Complexes Containing Dppm and Quinoline Carboxylates
    da Silva, Edinaldo N.
    da Silva, Paulo A. B.
    Graminha, Angelica E.
    de Oliveira, Pollyanna F.
    Damasceno, Jaqueline L.
    Tavares, Denise C.
    Batista, Alzir A.
    Von Poelhsitz, Gustavo
    BIOINORGANIC CHEMISTRY AND APPLICATIONS, 2017, 2017