ABSTRACT
The pyridine substituted thiourea derivative PTB-1 was synthesized and characterized by spectroscopic techniques as well as by single crystal X-ray crystallography. The metal ion sensing ability of PTB-1 was explored by various experimental (naked-eye, UV-Vis, fluorescence, mass spectrometry and 1H NMR spectroscopy) and theoretical (B3LYP/6-31G**/LANL2DZ) methods. PTB-1 exhibited a highly selective naked-eye detectable color change from colorless to dark brown and UV-Vis spectral changes for the detection of Ag+ with a detection limit of 3.67 µM in aqueous medium. The detection of Ag+ ions was achieved by test paper strip and supported silica methods. In contrast, PTB-1 exhibited a 23-fold enhanced emission at 420 nm in the presence of Hg2+ ions with a nano-molar detection limit of 0.69 nM. Finally, the sensor PTB-1 was applied successfully for the intracellular detection of Hg2+ ions in a HepG2 liver cell line, which was monitored by the use of confocal imaging techniques.
Subject(s)
Mercury/analysis , Silver/analysis , Thiourea/analogs & derivatives , Water/chemistry , Crystallography, X-Ray , Hep G2 Cells , Humans , Hydrogen-Ion Concentration , Ions/chemistry , Limit of Detection , Magnetic Resonance Spectroscopy , Mass Spectrometry , Microscopy, Confocal , Molecular Conformation , Pyridines/chemistry , Quantum Theory , Spectrometry, Fluorescence , Spectrophotometry, Ultraviolet , Thiourea/chemistry , Thiourea/metabolismABSTRACT
The detection of intracellular fluoride was achieved by a novel Schiff base chemosensor derived from vitamin B6 cofactor (L) using fluorescence imaging technique. The sensor L was synthesized by condensation of pyridoxal phosphate with 2-aminothiophenol. The anion recognition ability of L was explored by UV-Vis and fluorescence methods in DMSO and mixed DMSO-H2O system. The sensor L showed both naked-eye detectable color change from colorless to light green and remarkable fluorescence enhancement at 500 nm in the presence of F(-) and AcO(-). The anion recognition was occurred through the formation of hydrogen bonded complexes between these anions and L, followed by the partial deprotonation of L. The detection limit of L for the analysis of F(-) and AcO(-) was calculated to be 1.88 µM and 9.10 µM, respectively. Finally, the detection of cytoplasmic fluoride was tested using human cancer cell HeLa through fluorescence imaging.
Subject(s)
Pyridoxal Phosphate/chemistry , Sulfhydryl Compounds/chemistry , Vitamin B 6/chemistry , Anions/chemistry , Fluorides/analysis , HeLa Cells , Humans , Microscopy, Fluorescence , Molecular Conformation , Pyridoxal Phosphate/chemical synthesis , Schiff Bases/chemistry , Spectrophotometry, Ultraviolet , Sulfhydryl Compounds/chemical synthesisABSTRACT
An amidine based chemosensor AM-1 was synthesized and characterized by various spectroscopic (FT-IR, (1)H-NMR and mass) data and elemental analyses. Sensor AM-1 exhibited high selectivity and sensitivity towards Fe(3+), Fe(2+) and Cu(2+) in the presence of other surveyed ions (such as Sr(2+), Cr(3+), Co(2+), Ni(2+), Zn(2+), Ag(+), Al(3+), Ba(2+), Ca(2+), Cd(2+), Cs(+), Hg(2+), K(+), Li(+), Mg(2+), Mn(2+), Na(+) and Pb(2+)) with a distinct naked-eye detectable color change and a shift in the absorption band. Moreover, the emission of AM-1 was quenched selectively only in the presence of Fe(3+).
ABSTRACT
An imatinib intermediate, 6-methyl-N-[4-(pyridin-3-yl)pyrimidin-2-yl]benzene-1,3-diaminepyridopyrimidotoluidine (PPT-1), was developed for the colorimetric sensing of Cu(2+) ions in aqueous solution. With Cu(2+), the receptor PPT-1 showed a highly selective naked-eye detectable color change from colorless to red over the seventy other tested cations. The colorimetric sensing ability of PPT-1 was successfully utilized in the preparation of test strips and supported silica for the real samples analysis to detect Cu(2+) ions from 100% aqueous environment. Moreover, the iodide-sensing ability of receptor PPT-1 was explored among the ten examined anions.
Subject(s)
Benzamides/chemistry , Copper/analysis , Iodides/analysis , Piperazines/chemistry , Pyrimidines/chemistry , Water/analysis , Colorimetry/methods , Imatinib Mesylate , Ions , Solutions/analysisABSTRACT
An electronically active and spectral sensitive fluorescent "turn-on" chemosensor (BTP-1) based on the benzo-thiazolo-pyrimidine unit was designed and synthesized for the highly selective and sensitive detection of Fe(3+) from aqueous medium. With Fe(3+), the sensor BTP-1 showed a remarkable fluorescence enhancement at 554 nm (λex = 314 nm) due to the inhibition of photo-induced electron transfer. The sensor formed a host-guest complex in 1:1 stoichiometry with the detection limit down to 0.74 nM. Further, the sensor was successfully utilized for the qualitative and quantitative intracellular detection of Fe(3+) in two liver cell lines i.e., HepG2 cells (human hepatocellular liver carcinoma cell line) and HL-7701 cells (human normal liver cell line) by a confocal imaging technique.
