Fluorescent Bioprobes: Structural Matching in the Docking Processes of Aggregation-Induced Emission Fluorogens on DNA Surfaces

被引:159
作者
Hong, Yuning [1 ]
Xiong, Hao [1 ]
Lam, Jacky Wing Yip [1 ]
Haeussler, Matthias [1 ]
Liu, Jianzhao [1 ]
Yu, Yong [1 ]
Zhong, Yongchun [2 ]
Sung, Herman H. Y. [1 ]
Williams, Ian D. [1 ]
Wong, Kam Sing [2 ]
Tang, Ben Zhong [1 ,3 ]
机构
[1] Hong Kong Univ Sci & Technol, Dept Chem, Nano Sci & Technol Program, Kowloon, Hong Kong, Peoples R China
[2] Hong Kong Univ Sci & Technol, Dept Phys, Kowloon, Hong Kong, Peoples R China
[3] Zhejiang Univ, Dept Polymer Sci & Engn, Hangzhou 310027, Peoples R China
基金
美国国家科学基金会;
关键词
aggregation-induced emission; biosensors; DNA; fluorescent probes; G-quadruplexes; TELOMERIC G-QUADRUPLEX; DOUBLE-STRANDED DNA; SUPRAMOLECULAR COMPLEXES; PHOTOPHYSICAL PROPERTIES; SELECTIVE RECOGNITION; NEUTRAL RED; BINDING; POLYMORPHISM; TITRATION; PROMOTER;
D O I
10.1002/chem.200900778
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Whereas most conventional DNA probes are flat disklike aromatic molecules, we explored the possibility of developing quadruplex sensors with nonplanar conformations, in particular, the propeller-shaped tetraphenylethene (TPE) salts with aggregation-induced emission (AIE) characteristics. 1,1,2,2-Tetrakis[4-(2-triethylammonioethoxy)-phenyl]ethene tetrabromide (TPE-1) was found to show a specific affinity to a particular quadruplex structure formed by a human telomeric DNA strand in the presence of K+ ions, as indicated by the enhanced and batho-chromically shifted emission of the AIE fluorogen. Steady-state and time-resolved spectral analyses revealed that the specific binding stems from a structural matching between the AIE fluorogen and the DNA strand in the folding process. Computational modeling suggests that the AIE molecule docks on the grooves of the quadruplex surface with the aid of electrostatic attraction. The binding preference of TPE-1 enables it to serve as a bioprobe for direct monitoring of cation-driven conformational transitions between the quadruplexes of various conformations, a job unachievable by the traditional G-quadruplex biosensors. Methyl thiazolyl tetrazolium (MTT) assays reveal that TPE-1 is cytocompatible, posing no toxicity to living cells.
引用
收藏
页码:1232 / 1245
页数:14
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