Issue 8, 2011

Signal control by self-assembly of fluorophores in a molecular beacon—a model study

Abstract

Pyrene excimer fluorescence is efficiently regulated through formation of π-stacked aggregates between dialkynylpyrene (Y) and perylenediimide (E) residues located in the stem region of a molecular beacon (MB). The building blocks form organized, multichromophoric complexes in the native form. Hybridization to the target results in a conformational reorganization of the chromophores. The nature of the aggregates was investigated by changing the number of chromophores and natural base pairs in the beacon stem. The formation of different types of complexes (EYEYYEYEY) is revealed by characteristic spectroscopic changes. The data show that signal control is an intrinsic property of the interacting chromophores. The directed assembly of non-nucleosidic chromophores can be used for the generation of an on/off switch of a fluorescence signal. The concept may find applications in various types of light-based input/output systems.

Graphical abstract: Signal control by self-assembly of fluorophores in a molecular beacon—a model study

Supplementary files

Article information

Article type
Paper
Submitted
07 Dec 2010
Accepted
14 Jan 2011
First published
17 Jan 2011

Org. Biomol. Chem., 2011,9, 2628-2633

Signal control by self-assembly of fluorophores in a molecular beacon—a model study

S. M. Biner, D. Kummer, V. L. Malinovskii and R. Häner, Org. Biomol. Chem., 2011, 9, 2628 DOI: 10.1039/C0OB01132K

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