Design and Synthesis of New Cationic Water-Soluble Pyrene Containing Dendrons for DNA Sensory Applications

被引:6
作者
Chen, Ching-Yi [1 ]
Ito, Yumiko [2 ]
Chiu, Yu-Cheng [3 ]
Wu, Wen-Chung [4 ]
Higashihara, Tomoya [2 ]
Ueda, Mitsuru [2 ]
Chen, Wen-Chang [1 ,3 ]
机构
[1] Natl Taiwan Univ, Inst Polymer Sci & Engn, Taipei 10617, Taiwan
[2] Tokyo Inst Technol, Grad Sch Sci & Engn, Dept Organ & Polymer Mat, Tokyo 1528552, Japan
[3] Natl Taiwan Univ, Dept Chem Engn, Taipei 10617, Taiwan
[4] Natl Cheng Kung Univ, Dept Chem Engn, Tainan 701, Taiwan
关键词
dendrons; DNA; polyamide; pyrene; sensor; water-soluble polymers; PHOTOPHYSICAL PROPERTIES; RAPID SYNTHESIS; GENE DELIVERY; IN-VITRO; DENDRIMERS; POLYMERS; NANOTUBES; POLYAMIDE;
D O I
10.1002/pola.25031
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 series of new water-soluble cationic pyrene-dendron derivatives, G1, G2, and G3, was successfully synthesized and characterized. These new dendrons were designed with the quaternized amino moieties at the periphery of the dendrons for DNA detection and functionalized with pyrene as a fluorescent probe. The electrostatic interactions between the plasmid DNA (pDNA) and cationic charged dendrons in an aqueous solution resulted in a change in the photophysical properties of pyrene, which could be shown in the UV-vis and fluorescence spectra. Pyrene dendrons showed a high and rapid fluorescence response upon the addition of pDNA, which was strongly dependent on the size and hydrophobicity of the dendrons. (C) 2011 Wiley Periodicals, Inc. J PolymSci Part A: Polym Chem 50: 297-305, 2012
引用
收藏
页码:297 / 305
页数:9
相关论文
共 44 条
[1]   Multifunctional Trackable Dendritic Scaffolds and Delivery Agents [J].
Amir, Roey J. ;
Albertazzi, Lorenzo ;
Willis, Jenny ;
Khan, Anzar ;
Kang, Taegon ;
Hawker, Craig J. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (15) :3425-3429
[2]   Interactions of Carbon Nanotubes with Pyrene-Functionalized Linear-Dendritic Hybrid Polymers [J].
Bahun, Greg J. ;
Adronov, Alex .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2010, 48 (05) :1016-1028
[3]   Synthesis of a novel dendritic liquid crystalline polymer showing a ferroelectric SmC* phase [J].
Busson, P ;
Ihre, H ;
Hult, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (35) :9070-9071
[4]   Adaptive DNA-based materials for switching, sensing, and logic devices [J].
Campolongo, Michael J. ;
Kahn, Jason S. ;
Cheng, Wenlong ;
Yang, Dayong ;
Gupton-Campolongo, Tiffany ;
Luo, Dan .
JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (17) :6113-6121
[5]   Dendrimers functionalized with a single pyrene label: Synthesis, photophysics, and fluorescence quenching [J].
Cardona, CM ;
Wilkes, T ;
Ong, W ;
Kaifer, AE ;
McCarley, TD ;
Pandey, S ;
Baker, GA ;
Kane, MN ;
Baker, SN ;
Bright, FV .
JOURNAL OF PHYSICAL CHEMISTRY B, 2002, 106 (34) :8649-8656
[6]  
Carmichael I., 1993, HDB PHOTOCHEMISTRY
[7]   Synthesis of a novel water-soluble polyamide dendrimer based on a facile convergent method [J].
Endo, Keita ;
Ito, Yumiko ;
Higashihara, Tomoya ;
Ueda, Mitsuru .
EUROPEAN POLYMER JOURNAL, 2009, 45 (07) :1994-2001
[8]   Polypyrene Dendrimers [J].
Figueira-Duarte, Teresa M. ;
Simon, Sascha C. ;
Wagner, Manfred ;
Drtezhinin, Sergey I. ;
Zachariasse, Klaas A. ;
Muellen, Klaus .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (52) :10175-10178
[9]   A combinatorial polymer library approach yields insight into nonviral gene delivery [J].
Green, Jordan J. ;
Langer, Robert ;
Anderson, Daniel G. .
ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (06) :749-759
[10]   POLYAMIDOAMINE CASCADE POLYMERS MEDIATE EFFICIENT TRANSFECTION OF CELLS IN CULTURE [J].
HAENSLER, J ;
SZOKA, FC .
BIOCONJUGATE CHEMISTRY, 1993, 4 (05) :372-379