title: Pyrenyl-imino-C2-glucosyl conjugate: synthesis, characterization, and ratiometric and reversible OFF-ON receptor for Hg(2+).
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.
authors.affiliation: Bioinorganic Laboratory, Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India.
authors.forename: Sivaiah
authors.initials: S
authors.lastname: Areti
authors.affiliation: Bioinorganic Laboratory, Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India.
authors.forename: Vijaya Kumar
authors.initials: VK
authors.lastname: Hinge
authors.affiliation: Bioinorganic Laboratory, Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India. Electronic address: cprao@iitb.ac.in.
authors.forename: Chebrolu P
authors.initials: CP
authors.lastname: Rao
mesh_terms: D005453:Fluorescence; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D008628:Mercury / Q000032:analysis*; D015394:Molecular Structure; D011721:Pyrenes / Q000138:chemical synthesis / Q000737:chemistry*; D011789:Quantum Theory; D012545:Schiff Bases / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D011721:Pyrenes; D012545:Schiff Bases; D008628:Mercury; D005944:Glucosamine
keywords: Pyrenyl-imino-C2-glucosyl conjugate; Ratiometric sensor; Selective recognition of Hg(2+); Switch on fluorescence