Selective visualization of DNA G-quadruplex structures in live cells with 1-methylquinolinium-based molecular probes: The importance of indolyl moiety position towards specificity

Yu-Jing LU, Xiao-Lu GUO, Miao-Han XU, Wei-Wu CHEN, Wing Leung WONG, Kun ZHANG, Cheuk Fai Stephen CHOW

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

A class of small 1-methylquinolinium-based molecular fluorescent probes with high specificity in DNA G-quadruplex structures imaging in live cells was developed through the structural inclusion with an indolyl moiety. The study reveals that the scaffolds of 1-methylquinolinium and indole ring is a distinctive combination for molecular design of new probes with effective and sensitive fluorescent signal switch-on functionality, particularly for identifying telomeric DNA, recognizing G-quadruplexes in promoters, and imaging or visualization of DNA G-quadruplex from other DNA structures. In addition, the experimental results demonstrate a rarely investigated factor on the importance of the indolyl moiety and its position when conjugating with a 1-methylquinolinium scaffold though a ethylene bridge in molecular probe design and synthesis; and these factors are determined as the crucial root leading to the excellent fluorescent signal switch-on property for the specific discrimination of DNA G-quadruplexes against other nucleic acids in live human prostate cancer cells (PC-3 cells) experiments. The characteristics of the new probes were comprehensively investigated with fluorescence titration, native PAGE experiments and CD analysis to validate the selectivity, sensitivity, and stability while interacting with DNA G-quadruplex structures. Copyright © 2017 Elsevier Ltd.
Original languageEnglish
Pages (from-to)331-341
JournalDyes and Pigments
Volume143
Early online dateApr 2017
DOIs
Publication statusPublished - Aug 2017

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Molecular Probes
DNA
Visualization
Scaffolds
Switches
Imaging techniques
Nucleic acids
Titration
Fluorescent Dyes
Nucleic Acids
1-methylquinolinium
Ethylene
Experiments
Fluorescence
Cells

Citation

Lu, Y.-J., Guo, X.-L., Xu, M.-H., Chen, W.-W., Wong, W.-L., Zhang, K., et al. (2017). Selective visualization of DNA G-quadruplex structures in live cells with 1-methylquinolinium-based molecular probes: The importance of indolyl moiety position towards specificity. Dyes and Pigments, 143, 331-341.

Keywords

  • DNA G-quadruplex
  • PC-3 human prostate cancer cells
  • Cell imaging
  • Indole ring
  • 1-Methylquinolinium derivative