A novel colorimetric chemosensor based on quinoline for the sequential detection of Fe3+ and PPi in aqueous solution

A novel quinoline-functionalized Schiff-base derivative PY was designed and synthesized. Sensor PY displayed highly selective and sensitive fluorescence enhancement and naked-eye color change to Fe³⁺ in the presence of other competing cations. The mechanisms have been supported by Job’s plot evaluation, FT-MS and theoretical calculations. The in situ generated PY-Fe³⁺ complex solution exhibited a high selectivity toward PPi via Fe³⁺ displacement approach. The detection limits of sensor PY to Fe³⁺ and PY-Fe³⁺ complex to PPi were estimated to be 4.24 × 10^?8 M and 8.18 × 10^?8 M, respectively. This successive recognition feature of sensor PY makes it has a potential utility for Fe³⁺ and PPi detection in aqueous solution. A B3LYP/6-31G(d,p) basis set was employed for optimization of PY and PY-Fe³⁺ complex.     

Novel coumarin-based containing denrons selective fluorescent chemosesor for sequential recognition of Cu2+ and PPi

In this study, we have successfully synthesized a novel coumarin-based dendrons derivative CD and its chemical structure was characterized by ¹H NMR, ¹³C NMR and ESI-HR-MS. The sensor CD showed an obvious “on-off” fluorescence quenching response toward Cu²⁺ with a maximum quenching efficiency of 99.8%. The CD-Cu²⁺ complex showed an “off-on” fluorescence enhancement response toward PPi over many competitive anions. The detection limit of the sensor CD was 0.29?×?10^?6?M to Cu²⁺ and 2.39?×?10^?9?M to PPi. In addition, the sensor CD showed a 1:1 binding stoichiometry to Cu²⁺ and the sensor CD-Cu²⁺ showed a 2:1 binding stoichiometry to PPi in CH₃CN/HEPES buffer medium (9:1 v/v, pH?=?7.2). The stable pH range of sensor CD to Cu²⁺ and CD-Cu²⁺ to PPi was from 3 to 8.     

A coumarin based highly selective fluorescent chemosensor for sequential recognition of Cu2+ and PPi

In this study, we have successfully synthesized a new coumarin based fluorescent chemosensor 1, in which tren and quinolone are introduced as receptors for sequential recognition of Cu²⁺ and PPi. The structure of chemosensor 1 was characterized by ¹H NMR, ¹³C NMR and ESI-HR-MS. Sensor 1 showed an obvious “on-off” fluorescence quenching response toward Cu²⁺, and the quenching efficiency reached a maximum of 99.6% with the addition of 20 equiv. of Cu²⁺. The 1-Cu²⁺ complex showed an “off-on” fluorescence enhancement response toward PPi over many competitive anions, especially HPO₄^2? and H₂PO₄^?. The detection limit of sensor 1 was 1.9?×?10^?6?M to Cu²⁺ and 5.96?×?10^?8?M to PPi. In addition, sensor 1 showed a 1:1 binding stoichiometry to Cu²⁺ and sensor 1-Cu²⁺ showed a 2: 1 binding stoichiometry to PPi in CH₃CN/HEPES buffer medium (9:1 v/v, pH?=?7.4). The stable pH range of sensor 1 to Cu²⁺ and 1-Cu²⁺ to PPi was from 4 to 8.     

A highly selective coumarin-based chemosensor for the sequential detection of Fe3+ and pyrophosphate and its application in living cell imaging

A new chemosensor based on coumarin FB has been designed and synthesized for the detection of Fe³⁺ and PPi. FB displayed a high affinity to Fe³⁺ in the presence of other competing cations. The resulting FB-Fe³⁺ complex displayed highly sensitivity to PPi via Fe³⁺ displacement approach. The Fe³⁺ and PPi recognition processes is rapid and reversible, the detection limits of FB to Fe³⁺ and FB-Fe³⁺ complex to PPi were estimated to be 8.73?×?10^?8?M and 1.25?×?10^?8?M, respectively. The good biocompatibility of FB enables the investigation of fluorescent response for Fe³⁺ and PPi in living cells by confocal microscope. A B3LYP/6-31G(d,p) basis set was employed for optimization of FB and FB-Fe³⁺ complex.     

A novel on-off-on fluorescent chemosensor for relay detection of Fe3+ and PPi in aqueous solution and living cells

A novel on-off-on fluorescence chemosensor BP based on benzothiazole for the relay recognition of Fe³⁺ and PPi was designed and synthesized. The chemosensor BP exhibited a high affinity to Fe³⁺ in the presence of other competing cations. The resultant BP-Fe³⁺ showed excellent recognition ability for PPi via Fe³⁺ displacement approach. The detection limits of BP for Fe³⁺ and BP-Fe³⁺ for PPi were estimated to be 2.59 × 10^?8 M and 8.47 × 10^?8 M, respectively. The low cytotoxicity and good cell-membrane permeability of BP and BP-Fe³⁺ complex makes them capable of Fe³⁺ and PPi imaging in living Hep G2 cells.     

FeIII–Salen-Based Probes for the Selective and Sensitive Detection of E450 in Foodstuff

Inorganic pyrophosphate (PPi) is considered as a diagnostic marker for various diseases such as cancer and vascular calcification. PPi also plays an important preservative role as an additive E450 in foodstuff. In this work, a selective Fe^III–salen-based probe for PPi is described; this probe disassembles in the presence of the target analyte into its molecular blocks, 1,2-propanediamine and 3-chloro-5-formyl-4-hydroxybenzenesulfonic acid. The latter signaling unit leads to a fluorometric response. Compared with a related prototype, the new complex shows a 2.3-times stronger emission at 500 nm and a 155-times better selectivity of PPi over adenosine triphosphate (ATP). Importantly, the new probe was successfully applied for detecting E450 in foodstuff.