Issue 39, 2018

Disassembly-driven signal turn-on probes for bimodal detection of DNA with 19F NMR and fluorescence

Abstract

To image DNAs in vivo, molecular probes that can detect DNA with a highly transparent signal are required. In this study, we designed and synthesized amphiphilic molecular probes that can detect DNA with a highly transparent 19F NMR signal in a signal turn-on manner based on the self-assembly and target-dependent-disassembly of the probe molecules in aqueous solution. Fluorescence and dynamic light scattering studies revealed that these amphiphilic probes consisting of bisbenzimide H 33258 and 3,5-bis(trifluoromethyl)benzene are assembled and form aggregates in aqueous solution, and that the aggregates are collapsed when the probes bind to double-stranded DNA via selective interaction between the bisbenzimide H 33258 moiety and AATT double-stranded region of DNA. Since the target-dependent-disassembly of the probes caused turn-on of 19F NMR and fluorescence signals, bimodal detection of double-stranded DNA was successfully achieved.

Graphical abstract: Disassembly-driven signal turn-on probes for bimodal detection of DNA with 19F NMR and fluorescence

Supplementary files

Article information

Article type
Paper
Submitted
08 Sep 2018
Accepted
13 Sep 2018
First published
14 Sep 2018

Org. Biomol. Chem., 2018,16, 7157-7162

Disassembly-driven signal turn-on probes for bimodal detection of DNA with 19F NMR and fluorescence

T. Sakamoto, D. Hasegawa and K. Fujimoto, Org. Biomol. Chem., 2018, 16, 7157 DOI: 10.1039/C8OB02218F

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