An amphiphilic BODIPY-based selective probe for parallel G4 DNA targeting via disaggregation-induced emission

The implication of G4 DNA in biologically important roles has prompted a search for methods of selective recognition of and interaction with G4 agents. Because G4 DNA structures can adopt various topologies, attaining a specific G4 topology over other structural similarities is a challenging task gi...

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Bibliographic Details
Published inNew journal of chemistry Vol. 44; no. 32; pp. 13557 - 13564
Main Authors Wang, Ming-Qi, Gao, Juan-Juan, Yu, Quan-Qi, Liu, Hong-Bei
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 28.08.2020
Royal Society of Chemistry
Subjects
Biocompatibility
Chemistry
Chemistry, Multidisciplinary
Cytoplasm
Deoxyribonucleic acid
DNA
Emission
Fluorescent indicators
Grooves
Nucleotides
Physical Sciences
Science & Technology
Topology
FLUORESCENT-PROBES
G-QUADRUPLEX DNA
DOCKING
COMPLEXES
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Summary:The implication of G4 DNA in biologically important roles has prompted a search for methods of selective recognition of and interaction with G4 agents. Because G4 DNA structures can adopt various topologies, attaining a specific G4 topology over other structural similarities is a challenging task given the subtle structural variations in their loops, groove widths, and flanking nucleotides. To achieve this, a new amphiphilic fluorescent probe,AB-1, has been developed for parallel G4 DNA targeting based on the concept of triggered disaggregation-induced emission (DIE). The designed probe is aggregated and nonfluorescent; in the presence of parallel G4 DNA, it disaggregates and produces a clear light-up fluorescence signal.AB-1has been successfully applied for the optical discrimination of parallelvs.anti-parallel G4 and non-G4 DNAs. Mechanistic studies suggested thatAB-1stacks on the 5 '-end G-quartet, which may explain the specificity of the probe to only a subset of parallel structures.In vitrostudies with different cell lines showed that the probe was more cytotoxic to cancer cells. Moreover, the probe displayed good biocompatibility; it could enter live cells and localize in the cytoplasm, as shown by confocal fluorescence microscopy. This study provided structural details for the development of G4-specific probes.
ISSN:1144-0546
1369-9261
DOI:10.1039/d0nj02887h