The Partner Does Matter: The Structure of Heteroaggregates of Acridine Orange in Water

Shenderovich, Ilya G. (2019) The Partner Does Matter: The Structure of Heteroaggregates of Acridine Orange in Water. MOLECULES, 24 (15): 2816. ISSN , 1420-3049

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Abstract

Self-assembly of organic molecules in aqueous solutions is governed by a delicate entropy/enthalpy balance. Even small changes in their intermolecular interactions can cause critical changes in the structure of the aggregates and their spectral properties. The experimental results reported here demonstrate that protonated cations of acridine orange, acridine, and acridin-9-amine form stable J-heteroaggregates when in water. The structures of these aggregates are justified by the homonuclear H-1 cross-relaxation nuclear magnetic resonance (NMR). The absorption and fluorescence of these aggregates deviate characteristically from the known H-homoaggregates of the protonated cations of acridine orange. The latter makes acridine orange a handy optical sensor for soft matter studies.

Item Type: Article
Uncontrolled Keywords: HYDROGEN-BOND GEOMETRY; ORGANIC-DYES; ACID-BASE; NMR; FLUORESCENCE; AGGREGATION; ASSOCIATION; COMPLEXES; PROBE; 9-AMINOACRIDINE; NMR spectroscopy; self-assembly; nitrogen heterocycles; fluorescent probes
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Central Analytical Services
Depositing User: Dr. Gernot Deinzer
Date Deposited: 01 Apr 2020 12:23
Last Modified: 01 Apr 2020 12:23
URI: https://pred.uni-regensburg.de/id/eprint/26513

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