Two sugar-rhodamine "turn-on" fluorescent probes for the selective detection of Fe3+

Two new sugar-rhodamine fluorescent probes (RDG1 and RDG2) have been synthesized and characterized by H-1 NMR,C-13 NMR and HRMS. Their UV-Vis, fluorescence spectra and fluorescence-response to Fe3+ are investigated and discussed. RDG1 had a very nice linear relationship between UV absorbance and Fe3+ concentration with the correlation coefficient as high as 0.997 and the detection limit is 3.46 x 10(-6) M. Upon the addition of Fe3+, the spirolactam ring of RDG1 was opened and a 1:1 metal ligand complex was formed from Job's plot. The results showed that RDG1 can be used as an effective fluorescent probe for selective detection of Fe3+ in water. RDG2 was incorporated the well-known rhodamine group and a water-soluble D-glucose group within one molecule and can be used for detecting Fe3+ in natural water as a selective fluorescent sensor. The addition of Fe3+ into RDG2 resulted in a strongly enhanced fluorescence as well as color change of solution from colorless to pink. Job's plot of RDG2 indicated 1:1 stoichiometry of RDG2-Fe3+. RDG2 can serve as a probe for Fe3+ between pH = 4.0 to 7.0 and it's detection limit is 2.09 x 10(-6) M. The OFF-ON fluorescent mechanisms of RDG1-Fe3+ and RDG2-Fe3+ are proposed. (C) 2017 Elsevier B.V. All rights reserved.