- Alizarin red S-zinc(II) fluorescent ensemble for selective detection of hydrogen sulphide and assay with an H2S donor
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A new Alizarin Red S based fluorescent probe ARS-Zn(ii) has been reported for the detection of H2S in aqueous buffer solution. In the presence of zinc ions, ARS displayed an increase in fluorescence intensity through the formation of an ARS-Zn(ii) ensemble. The addition of H2S to the ensemble caused the disassembly of the metal and ARS, which restored the fluorescence intensity of ARS. This sensing ensemble exhibited H2S-selectivity over other biothiols and biologically relevant analytes. The calculated detection limit of ARS-Zn(ii) with H2S was 92 nM. ARS-Zn(ii) also detected H2S in serum under physiological conditions. Moreover, as a practical application, it could be used for the real time monitoring of H2S released from the H2S-donor molecule benzoic (methyl carbonic) dithioperoxyanhydride and also applied to live cell imaging. The reported ensemble ARS-Zn(ii) has advantages like ready availability, high selectivity with good sensitivity, fast response time, higher excitation (520 nm) and emission (625 nm) wavelengths and real time fluorescence assay with H2S donors.
- Kaushik, Rahul,Kumar, Pawan,Ghosh, Amrita,Gupta, Neha,Kaur, Davinder,Arora, Saroj,Jose, D. Amilan
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- Examination of the reactivity of benzoxaboroles and related compounds with a cis -diol
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Benzoxaboroles have been emerging as an interesting and useful scaffold in drug discovery due to their apparently unique reactivity toward diols under physiological conditions. In this work, the reaction of benzoxaborole with the diol-containing, fluorescent dye Alizarin Red S is probed. Steady-state and presteady-state experiments have been conducted for the characterization of the reactions over a wide range of pH. Results indicate that Alizarin Red S reacts with both the boronic (neutral, trigonal) form as well as the boronate (anionic, tetrahedral) form of benzoxaborole in a reaction largely analogous to that previously determined for the simple phenylboronic acid. However, in certain key aspects, the reactivity of the benzoxaborole was found to differ from that of simple phenylboronic acid. The structural origin of these differences has been explored by examination of compounds related to both benzoxaborole and phenylboronic acid. These results may be applied to rational drug discovery efforts aimed at expanding the use of benzoxaboroles in medicine.
- Tomsho, John W.,Benkovic, Stephen J.
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