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Pyrenyl-imino-C2-glucosyl conjugate: synthesis, characterization, and ratiometric and reversible OFF-ON receptor for
Sivaiah Areti1, Vijaya Kumar Hinge1, Chebrolu P Rao1
1Bioinorganic Laboratory, Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India.
Abstract:
A pyrenyl-imino-C2-glucosyl conjugate, L, has been synthesized and characterized. The L exhibits selective chromogenic as well as fluorescent property towards Hg(2+) in a ratiometric manner by showing ∼30 fold enhanced fluorescence emission intensity. The fluorescence enhancement continues to be there even in the presence of thirteen other competitive metal ions studied. The sensing of Hg(2+) is well demonstrated using various techniques, such as, fluorescence, absorption, visual color under UV light and ESI MS. A minimum detection limit of 18±2ppb was shown by L for Hg(2+) in ethanol. All the experimental studies carried out supported the formation of 2:1 complex between L and Hg(2+). The structure of the 2:1 complex was modeled at ab initio using HF and found a structure where Hg(2+) is sandwiched between the two pyrenyl moieties. The reversibility and reusability of L has been demonstrated using fluoride ion.
