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• W4312093749 endingPage "35278" @default.
• W4312093749 startingPage "35270" @default.
• W4312093749 abstract "Four compounds 1-4 were designed and synthesised, comprising a 4-amino-N-aryl-1,8-naphthalimide fluorophore, a piperazine receptor, and an aryl group, as fluorescent logic gates. At the imide position, the substituent is phenyl (1), 1,2-dimethoxyphenyl (2), benzo-15-crown-5 (3), or benzo-18-crown-6 (4). Molecules 1 and 2 are constructed according to a fluorophore-spacer-receptor format, while 3 and 4 are engineered according to a receptor1-spacer1-fluorophore-spacer2-receptor2 format based on photoinduced electron transfer and internal charge transfer mechanisms. The compounds were studied in water, water/methanol mixtures of different ratios, and methanol by UV-visible absorption and steady-state fluorescence spectroscopy, as a function of pH, metal ions and solvent polarity. The excited state of 1-4 is 8.4 ± 0.2 in water, 7.6 ± 0.1 in 1 : 1 (v/v) water/methanol, and 7.1 ± 0.3 in methanol. The of 3 in water is 0.92 and the and of 4 in water are 2.3 and 2.9. 1H NMR data in D2O and CD3OD confirm H+ interaction at the piperazine moiety, and Na+ and Ba2+ binding at the benzo-15-crown-5 and benzo-18-crown-6 moieties of 3 and 4. By altering the solvent polarity, the fluorescent logic gates can be reconfigured between TRANSFER logic and AND logic. Molecules with polarity reconfigurable logic could be useful tools for probing the microenvironment of cellular membranes and protein interfaces." @default.
• W4312093749 created "2023-01-04" @default.
• W4312093749 creator A5009585336 @default.
• W4312093749 creator A5025308140 @default.
• W4312093749 date "2022-01-01" @default.
• W4312093749 modified "2023-10-14" @default.
• W4312093749 title "Solvent-polarity reconfigurable fluorescent 4-piperazino-<i>N</i>-aryl-1,8-naphthalimide crown ether logic gates" @default.
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• W4312093749 doi "https://doi.org/10.1039/d2ra07568g" @default.
• W4312093749 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/36540226" @default.
• W4312093749 hasPublicationYear "2022" @default.
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