7-Amino-4-methylcoumarin

As one of Earth's most widely distributed and abundant elements, iron impacts the natural environment and biological systems. Therefore, developing a simple, rapid, and accurate Fe3+detection method is vital. Fluorescent dicarboxylic cellulose nanocrystals (FDCN) with selective quenching of Fe3+were synthesized using 7-amino-4-methylcoumarin (AMC), and dicarboxylic cellulose nanocrystals (DCN) prepared by sequential periodate-chlorite oxidation. The sensing characteristics and detection mechanism of FDCN for Fe3+were studied by fluorescence spectrophotometry, Fourier-transform infrared spectroscopy (FTIR), the Stern-Volmer equation, Job's plot method, and the Benesi-Hildebrand equation. The results showed that FDCN was highly selective for Fe3+, and other metal ions did not reduce the selectivity. High sensitivity with a detection limit of 0.26 μM and a Stern-Volmer quenching constant of 0.1229 were also achieved. The coordination between Fe3+and the carboxylic, hydroxyl, and amide groups on the surface of FDCN and the carbonyl of coumarin lactones to form FDCN/Fe3+complexes prevented the intramolecular charge transfer (ICT) process and led to the fluorescence quenching of FDCN. EDTA restored the fluorescence emission of quenched FDCN. The complexation stoichiometry of Fe3+to FDCN was 1 : 1, and the association constant was 3.23 × 104M-1. The high hydrophilicity, sensitivity, and selectivity of FDCN for Fe3+make the chemosensor suitable for Fe3+trace detection in drinking water and biology.

Cu2+is a major environmental pollutant. An efficient measurement for Cu2+is urgently needed. In this report, we have developed a new sensitive and selective ratiometric sensing platform using 7-amino-4-methylcoumarin (AMC) for detecting Cu2+in real samples. In the presence of Cu2+, o-phenylenediamine (OPD) could be catalytically oxidized to 2,3-diaminophenazine (DAP), which could react with AMC, leading to quench the fluorescence intensity of AMC at 438 nm. Meanwhile, DAP provided a new emission peak at 557 nm. Based on the efficient overlapped spectrum of AMC and DAP, a ratiometric sensing platform through fluorescence resonance energy transfer (FRET) was carried out. Furthermore, the as-proposed strategy displayed the linear relationship in the wide range from 6 to 250 μM with a low detection limit of 0.059 μM, and the recoveries of the spiked samples in real samples ranged from 86.5% to 110.1%. Moreover, comparing the visual fluorescence colors of the real samples with the standard colorimetric card, we used the as-proposed strategy as a solid-based platform for realizing an efficient semi-quantitative detection of Cu2+via naked-eye visual fluorescence mode without any complicated instrument and operation. The above results implied that the as-proposed strategy could be used in the practice determination of Cu2+.

The fluorescence quenching of 7-amino-4-methylcoumarin by different TEMPO derivatives was studied in aqueous solutions with the use of steady-state, time-resolved fluorescence spectroscopy as well as UV-VIS absorption spectroscopy methods. In order to distinguish each TEMPO derivative from the others and to understand the mechanism of quenching, the absorption and fluorescence emission spectra as well as decays of the fluorescence of 7-amino-4-methylcoumarin were registered as a function of each TEMPO derivative concentration. There were no deviations from a linearity in the Stern-Volmer plots (determined from both, steady-state and time-resolved measurements). The fluorescence quenching mechanism was found to be entirely collisional, what was additionally confirmed by the registration of Stern-Volmer plots at 5 temperatures ranging from 15 to 55°C. Based on theoretical calculations of molecular radii and ionization potentials of all TEMPO derivatives the mechanism of electron transfer was rejected. The fluorescence quenching which was being studied seems to be diffusion-limited and caused by the increase of non-radiative processes, such as an internal conversion and an intersystem crossing. The Stern-Volmer quenching constants and bimolecular quenching constants were determined at the room temperature for all TEMPO derivatives studied. Among all TEMPO derivatives studied TEMPO-4-amino-4-carboxylic acid (TOAC) was found to be the most effective quencher of 7-amino-4-methylcoumarin fluorescence (kq for TOAC was approximately 1.5 higher than kq for other TEMPO compounds studied). The findings demonstrate the possibility of developing an analytical method for the quantitative determination of TOAC, which incorporation into membrane proteins may provide a direct detection of peptide backbone dynamics.