A calix[4]arene based compound incorporating amide and morpholine moieties has been synthesized and its ion recognition property towards metal ions and application of its metal complex towards sensing of amino acids has been investigated. The synthesized compound interacts with Cu2+ with high selectivity and sensitivity (LOD, 0.1 ppb) in aqueous media with instant color change from colorless to yellow without interference from any other metal ions used in this study. The molecular structure of the calix compound (1) has been determined by single crystal X-ray study and the structure of its Cu2+ complex has been established by DFT calculation. The Cu2+ complex of 1 selectively detects tyrosine (LOD, 1.2 ppm) in water with distinct color change and without any interference from other 22 amino acids used in this study. The mechanism for detection of tyrosine with color change is also presented. For easy field application, paper based sensor strips have been prepared by coating compound 1 and its Cu2+ complex on filter paper, which have been used for semi-quantitative measurement of Cu2+ and tyrosine. Compound 1 and its Cu2+ complex have also been used for detection of Cu2+ and tyrosine, respectively in water and human saliva as real samples and satisfactory results are obtained.
Keywords: Calixarene based sensor; Colorimetric sensor; Cu(2+) sensing; Paper strip sensors; l-tyrosine sensing.
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