Sensitive fluorescence detection of glyphosate and glufosinate ammonium pesticides by purine-hydrazone-Cu2+ complex.

Organophosphorus pesticides play an important role as broad-spectrum inactivating herbicides in agriculture. Developing a method for rapid and efficient organophosphorus pesticides detection is still urgent due to the increasing concern on food safety. An organo-probe (ZDA), synthesized by purine hydrazone derivative and 2,2'-dipyridylamine derivative, was applied in sensitive recognition of Cu2+ with detection limit of 300 nM. Mechanism study via density functional theory (DFT) and job's plot experiment revealed that ZDA and Cu2+ ions form a 1:2 complex quenching the fluorescence emission. Moreover, this fluorescent complex ZDA-Cu2+ was applicable for detecting glyphosate and glufosinate ammonium following fluorescence enhancement mechanism, with detection limits of 11.26 nM and 11.5 nM, respectively. Meanwhile, ZDA-Cu2+ was effective and sensitive when it is used for pesticide detection, reaching the maximum value and stabilizing in 1 min. Finally, the ZDA-Cu2+ probe could also be tolerated in cell assay environment, implying potential bio-application.

A purine-based fluorescent probe for H2S detection and imaging of cells.

Hydrogen sulfide (H2S) is a gas with a toxic odor that plays an irreplaceable role in physiological activities within the mammalian body. Therefore, it is important to do the distribution and quantitative detection of H2S in mammalian cells. In this paper, a fluorescence probe (EDPH) based on purine scaffold was designed and synthesized with high sensitivity and good selectivity. H2S induced ether bond breakage in EDPH, resulting in a significant redshift of the absorption band (from 370 nm to 500 nm) with a Stokes shift of 130 nm. After the addition of H2S, the fluorescence intensity of EDPH showed a good linear correlation with the concentration of H2S, which enabled the quantitative detection of H2S with a low limit of detection (41 nM). Finally, the EDPH was applied to the cellular Hele, and the probe has good cellularity imaging capability for the detection of H2S in living systems.

Sensing of organophosphorus pesticides by fluorescent complexes based on purine-hydrazone receptor and copper (II) and its application in living-cells imaging.

In this study, we used purine hydrazone derivatives and coumarin aldehyde to synthesize a novel fluorescent sensor (EDTP) by Schiff base reaction, which exhibited significant selective fluorescence quenching of Cu2+, and a distinct change from brilliant yellow to red is present along with the solution color. The detection limit of EDTP for Cu2+ was 109.52 nM. Job's plot experiment, density flooding theory (DFT) and 1H NMR titration experiments revealed the possible binding mechanism of EDTP to Cu2+, the probe EDTP could achieve highly detection of Cu2+ through forming a 1:1 complex. Additionally, this new fluorescent sensor EDTP-Cu2+ can be further applied in the rapid and selective detection of pesticide residues in solutions. When the EDTP-Cu2+ system was subsequently exposed to organophosphorus pesticides (glyphosate and glufosinate-ammonium), it was observed that the fluorescence was recovered and accompanied by a red to yellow color change. This may be attributed to the strong chelation of glyphosate and glufosinate-ammonium with Cu2+, leading to the dissociation of the EDTP-Cu2+ system and thus triggering the fluorescence recovery effect. The detection limits of the EDTP-Cu2+ system is 2.48 nM for glyphosate and 17.23 nM for glufosinate-ammonium, respectively. Finally, the developed sensor system has been successfully utilized image glyphosate and glufosinate-ammonium fluorescence in living cells. Purine fluorescence probes are a potential fluorescent probe for the detection of metal ions and pesticides due to their good characteristics. This study opens up a new way for the detection of fluorescent probes in pesticides.