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Water-Soluble 8-Hydroxyquinoline Conjugate of Amino-Glucose As Receptor for La3+ in HEPES Buffer, on Whatman Cellulose Paper and in Living Cells
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文摘
A water-soluble glucopyranosyl conjugate, L, has been synthesized and characterized by different analytical and spectral techniques. The L has been demonstrated to have switch-on fluorescence enhancement of 鈭?5 fold in the presence of La3+ among the nine lanthanide ions studied in the HEPES buffer at pH 7.4. A minimum detection limit of 140 nM (16 卤 2 ppb) was shown by L for La3+ in the buffer at physiological pH. The utility of L has been demonstrated by showing its sensitivity toward La3+ on Whatman filter paper strips. The reversible and reusable action of L has been demonstrated by monitoring the fluorescence changes as a function of the addition of La3+ followed by F鈥?/sup> and HPO42鈥?/sup> ions. The complexation of L by La3+ was shown by absorption spectra wherein isosbestic behavior was observed. The Job鈥檚 plot suggests a 2:1 complex between L and La3+, and the same was supported by ESI-MS. The control molecular study revealed the necessity of hydroxy quinoline and the amine group for La3+ ion binding and the glyco-moiety to bring water solubility and biocompatibility. The structural features of the [2L+La3+] complex were established by DFT computational calculations. The chemo-ensemble, [2L+La3+], is shown responsible for providing intracellular fluorescence imaging in HepG2 cells.

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