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Design and Synthesis of Mixed Oligomers with Thiophenes, Dithienothiophene S,S-Dioxides, Thieno[3,4]pyrazines and 2,1,3-Benzothiadiazoles: Flipper Screening for Mechanosensitive Systems

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Published in ChemistryOpen. 2015, vol. 4, no. 3, p. 264-267
Abstract Monomers with large surface area and high quantum yield, that is fluorescent flippers, have been engineered into twisted push–pull oligomers to create membrane probes with high mechanosensitivity and long fluorescence lifetime. Here, the synthesis and characterization of thieno[3,4]pyrazines and 2,1,3-benzothiadiazoles are described in comparison with the original dithienothiophene S,S-dioxides. Dithienothiophene S,S-dioxide flippers are confirmed as the best reported so far, and poor results with single flipper probes support that two flippers are needed for the probe to really “swim”, that is, for high mechanosensitivity.
Keywords Fluorescent membrane probesMechanosensitivityOligomersPush–pull fluorophoresTorsion anglesTwisted fluorophores
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VEROLET, Quentin et al. Design and Synthesis of Mixed Oligomers with Thiophenes, Dithienothiophene S,S-Dioxides, Thieno[3,4]pyrazines and 2,1,3-Benzothiadiazoles: Flipper Screening for Mechanosensitive Systems. In: ChemistryOpen, 2015, vol. 4, n° 3, p. 264-267. https://archive-ouverte.unige.ch/unige:73189

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Deposited on : 2015-06-15

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