Issue 4, 2017

Tracking the formation of supramolecular G-quadruplexes via self-assembly enhanced emission

Abstract

We report the synthesis and self-assembly of two lipophilic 2′-deoxyguanosine (G) derivatives whose fluorescence intensity is modulated by self-assembly into supramolecular G-quadruplexes (SGQs). Whereas both derivatives self-assemble isostructurally, one shows up to 100% emission enhancement while the other shows an initial enhancement, followed by 10% quenching. Thus, the rotational restrictions resulting from self-assembly are enough to induce significant changes in emission, but it is critical to consider the specific interactions between fluorophores since they will determine the ultimate emission signature. These findings could open the door to the development of luminescent supramolecular sensors and probes.

Graphical abstract: Tracking the formation of supramolecular G-quadruplexes via self-assembly enhanced emission

Supplementary files

Article information

Article type
Communication
Submitted
24 Nov 2016
Accepted
09 Dec 2016
First published
13 Dec 2016

Org. Biomol. Chem., 2017,15, 782-786

Tracking the formation of supramolecular G-quadruplexes via self-assembly enhanced emission

D. Silva-Brenes, L. Delgado and J. M. Rivera, Org. Biomol. Chem., 2017, 15, 782 DOI: 10.1039/C6OB02586B

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