4.6 Article

Water-Soluble Tetraphenylethene Derivatives as Fluorescent Light-Up Probes for Nucleic Acid Detection and Their Applications in Cell Imaging

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 8, Issue 8, Pages 1806-1812

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201300065

Keywords

aggregation; electrostatic interactions; fluorescent probes; nucleic acids; phenylethene

Funding

  1. National Basic Research Program of China (973 Program) [2013CB834701]
  2. Research Grants Council of Hong Kong [604711, 602212, HKUST2/CRF/10, N_HKUST620/11]
  3. University Grants Committee of Hong Kong [AoE/P-03/08]
  4. Guangdong Innovative Research Team Program [201101C0105067115]

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The detection of nucleic acids, such as DNA and RNA, plays a significant role in genetic engineering, forensics, and bioinformatics. Traditional nucleic acid probes are mainly intercalators, which are potential mutagens, or groove binders that show high preference only for double-stranded DNA. We herein present two versatile fluorescent probes for nucleic acid detection and visualization. The nonemissive tetraphenylethene derivatives (TTAPE) are induced by DNA/RNA to emit, thereby showing a novel phenomenon of aggregation-induced emission (AIE). This kind of light-up property enables the quantitation and visualization of nucleic acids in aqueous solution and electrophoretic gels, respectively. The cationic TTAPE can penetrate cells with a compromised plasma membrane easily but cannot enter live cells with an intact membrane, thus making them useful for the differentiation between dead and live cells. On account of the high binding affinity to DNA, TTAPE can selectively label the chromosomes and nuclei in fixed cells, which provides a simple and fast method for the observation of cell mitosis. Owing to their AIE characteristics, the dye molecules aggregate in DNA-rich regions and exert appreciable quantum efficiency as well as superior photostability.

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