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
来源：
MACROMOLECULAR RAPID COMMUNICATIONS | 2013年 / 34卷 / 08期
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
  • [31] Synthesis and characterization of polymer supported Fe-phthalocyanine entangled with carboxyl functionalized benzimidazolium moiety: A heterogeneous catalyst for efficient visible-light-driven degradation of organic dyes from aqueous solutions
    Khajone, Vijay B.
    Balinge, Kamlesh R.
    Patle, Dipesh S.
    Bhagat, Pundlik R.
    JOURNAL OF MOLECULAR LIQUIDS, 2019, 288
  • [32] ROLE OF PHAGOCYTE IN HOST-PARASITE INTERACTIONS .34. EFFECT OF PHAGOCYTIZABLE PARTICLES AND PHYTOHEMAGGLUTININ-P ON DNA-SYNTHESIS BY SPLEEN-CELLS FROM LEUKEMIC AND NONLEUKEMIC AKR MICE
    STRAUSS, RR
    SBARRA, AJ
    JACOBS, AA
    PAUL, BB
    JOURNAL OF THE RETICULOENDOTHELIAL SOCIETY, 1972, 11 (03): : 277 - &
  • [33] Comprehensive investigation of Co(II), Ni(II) and Cu(II) complexes derived from a novel Schiff base: Synthesis, characterization, DNA interactions, ADME profiling, molecular docking, and in-vitro biological evaluation
    Babu, K. Jagadesh
    Ayodhya, Dasari
    Shivaraj
    RESULTS IN CHEMISTRY, 2023, 6
  • [34] Cationic iridium(III) complexes bearing ancillary 2,5-dipyridyl(pyrazine) (2,5-dpp) and 2,2′:5′,2"-terpyridine (2,5-tpy) ligands: synthesis, optoelectronic characterization and light-emitting electrochemical cells
    Hasan, Kamrul
    Donato, Loic
    Shen, Yulong
    Slinker, Jason D.
    Zysman-Colman, Eli
    DALTON TRANSACTIONS, 2014, 43 (36) : 13672 - 13682
  • [35] Synthesis of New Nano-Sized Cu (II), Co (II), and Zn (II) Complexes From β,β′-Dihydroxy-Dithioether Derivative: Spectroscopic Characterization, DNA Interactions, in Vitro Cytotoxicity, Cell Cycle Analysis and Quantum Chemical Calculations
    Alaghaz, Abdel-Nasser M. A.
    Hakami, Othman
    Alamri, Abdullah Ali
    Amri, Nasser
    Souadi, G.
    APPLIED ORGANOMETALLIC CHEMISTRY, 2025, 39 (01)
  • [36] Synthesis, characterization, crystal structure, DNA and human serum albumin interactions, as well as antiproliferative activity of a Cu(II) complex containing a Schiff base ligand formed in situ from the Cu(II)-induced cyclization of 1,5-bis(salicylidene)thiocarbohydrazide
    Parsekar, Sidhali U.
    Haldar, Paramita
    Antharjanam, P. K. Sudhadevi
    Kumar, Manjuri
    Koley, Aditya P.
    APPLIED ORGANOMETALLIC CHEMISTRY, 2021, 35 (04)
  • [37] Synthesis and characterization of wide range light absorbing poly(dithieno[3,2-b:2′,3′-d]thiophene-alt-3,6-bis(thiophen-2-yl)-2,5-di-n-octyl-pyrrolo[3,4-c]pyrrole-1,4-dione) for polymer solar cells
    Lee, Chun-Young
    Kim, BongSoo
    Kim, Kyung Hwan
    Yoon, Youngwoon
    Lee, Min Woo
    Choi, Dong Hoon
    Ko, Min Jae
    Kim, Honggon
    Lee, Doh-Kwon
    Kim, Kyungkon
    SYNTHETIC METALS, 2013, 164 : 64 - 68
1234