A pyrene-imidazolium derivative that selectively Recognizes G-Quadruplex DNA

Abstract G-quadruplexes, formed of four stranded guanine bases stabilized by monovalent cations, serve important role in cancer cell growth and control gene expression in telomere. Since there are various types of quadruplex structures, rapid and simple screening methods with high selectivity, sensi...

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Published in:Biomaterials 2012-03, Vol.33 (7), p.2282-2288
Main Authors: Kim, Ha Na, Lee, Eun-Hae, Xu, Zhaochao, Kim, Hee-Eun, Lee, Hee-Seung, Lee, Joon-Hwa, Yoon, Juyoung
Format: Article
Language:English
Subjects:
Advanced Basic Science
Circular Dichroism
Dentistry
DNA - chemistry
Excimer emission
Fluorescent Dyes - chemistry
Fluorescent sensor
G-quadruplex
G-Quadruplexes
Imidazoles - chemistry
Imidazolium
Magnetic Resonance Spectroscopy - methods
Models, Molecular
Molecular Structure
NMR
Nucleic Acid Conformation
Pyrene
Pyrenes - chemistry
Spectrometry, Fluorescence - methods
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Summary:Abstract G-quadruplexes, formed of four stranded guanine bases stabilized by monovalent cations, serve important role in cancer cell growth and control gene expression in telomere. Since there are various types of quadruplex structures, rapid and simple screening methods with high selectivity, sensitivity and nontoxicity are required for understanding about the biological roles of quadruplex DNA as well as in designing therapeutics. Herein, we report a pyrene-imidazolium derivative, JY-1 , which can with high selectivity recognize G-quadruplex using fluorescence and NMR spectroscopy. This is the first example based on the imidazolium derivative, which can detect the G-quadruplex directly to utilize the excimer/monomer emission change in pyrene fluorophore. The selectivity of strong binding to a specific sequence can allow for quadruplex sensing and the detection method presented here is very simple, using fluorescence and NMR study. Also, the groove binding characteristic of JY-1 to the G-quadruplex has a relatively low nonspecific toxicity and the structure-specific differences in fluorescent character between DNA duplex and G-quadruplex may offer more discovery and application in biological study.
ISSN:0142-9612
1878-5905
DOI:10.1016/j.biomaterials.2011.11.073