Browse
Submit Data
Databases
API
Help

Dataset Information

32 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Naphthyridine derived colorimetric and fluorescent turn off sensors for Ni²⁺ in aqueous media.

ABSTRACT: Highly selective and sensitive 2,7-naphthyridine based colorimetric and fluorescence "Turn Off" chemosensors (L1-L4) for detection of Ni²⁺ in aqueous media are reported. The receptors (L1-L4) showed a distinct color change from yellow to red by addition of Ni²⁺ with spectral changes in bands at 535-550 nm. The changes are reversible and pH independent. The detection limits for Ni²⁺ by (L1-L4) are in the range of 0.2-0.5 µM by UV-Visible data and 0.040-0.47 µM by fluorescence data, which is lower than the permissible value of Ni²⁺ (1.2 µM) in drinking water defined by EPA. The binding stoichiometries of L1-L4 for Ni²⁺ were found to be 2:1 through Job's plot and ESI-MS analysis. Moreover the receptors can be used to quantify Ni²⁺ in real water samples. Formation of test strips by the dip-stick method increases the practical applicability of the Ni²⁺ test for "in-the-field" measurements. DFT calculations and AIM analyses supported the experimentally determined 2:1 stoichiometries of complexation. TD-DFT calculations were performed which showed slightly decreased FMO energy gaps due to ligand-metal charge transfer (LMCT).

SUBMITTER: Ashraf A

PROVIDER: S-EPMC8479070 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Novel Benzothiazole-Based Highly Selective Ratiometric Fluorescent Turn-On Sensors for Zn2+ and Colorimetric Chemosensors for Zn2+, Cu2+, and Ni2+ Ions.

Project description:Metal ions play a very important role in environmental as well as biological fields. The detection of specific metal ions at a minute level caught much attention, and hence, several probes are available in the literature. Even though benzothiazole-based molecules have a special place in the medicinal field, only very few chemosensors are reported based on this moiety. The current work describes the design and synthesis of the benzothiazole-based chemosensor for a highly selective and sensitive detection of biologically important metal ions such as Zn2+, Cu2+, and Ni2+. The sensing studies of compound-1 showed a ratiometric as well as colorimetric response toward Zn2+, Cu2+, and Ni2+ ions and color changes from colorless to yellow and is found to be insensitive toward various metal ions (Cd2+, Cr3+, Mn2+, Pb2+, Ba2+, Al3+, Ca2+, Fe2+, Fe3+, Mg2+, K+, and Na+). Further, compound-1 exhibited ratiometric as well as turn-on-enhanced fluorescence response toward Zn2+ ions and turn off response for Cu2+ and Ni2+ ions. The Job plots revealed that the binding stoichiometry of compound-1 and metal ions is 2:1. The detection limits were found to be 0.25 ppm for Zn2+, while it was 0.30 ppm and 0.34 ppm for Ni2+ and Cu2+, respectively. In addition, density functional theory results strongly support the colorimetric response of metals, and the reversibility studies suggested that compound-1 can be used as a powerful chemosensor for the detection of Zn2+, Cu2+, and Ni2+ ions. The bioimaging data illustrated that compound-1 is a very effective ratiometric sensor for Zn2+ ions in live cells.

| S-EPMC8482408 | biostudies-literature

A Highly Selective Perylenediimide-Based Chemosensor: "Naked-Eye" Colorimetric and Fluorescent Turn-On Recognition for Al3.

Project description:A novel "turn-on" fluorescent probe (PCN) was designed, synthesized, and characterized with perylene tetracarboxylic disimide as the fluorophore and Schiff base subunit as the metal ion receptor. The probe demonstrated a considerable fluorescence enhancement in the presence of Al3+ in DMF with high selectivity and sensitivity. Furthermore, the considerably "off-on" fluorescence response simultaneously led to the apparent color change from colorless to brilliant yellow, which could also be identified by naked eye easily. The sensing capability of PCN to Al3+ was evaluated by the changes in ultraviolet-visible, fluorescence, Fourier transform-infrared, proton nuclear magnetic resonance, and high-resolution mass spectrometry spectroscopies. The linear concentration range for Al3+ was 0-63 μM with a detection limit of 0.16 μM, which allowed for the quantitative determination of Al3+.

| S-EPMC7516037 | biostudies-literature

Coumarin-Based Dual Chemosensor for Colorimetric and Fluorescent Detection of Cu2+ in Water Media.

Project description:A novel coumarin derivative (5) was synthesized and used as a colorimetric and fluorescent probe for selective detection of Cu2+ ions in the presence of other metal ions, with the detection limits of 5.7 and 4.0 ppb, respectively. Cu2+ ion reacts with probe 5 to form a 1:1 stoichiometry complex, resulting in a remarkable redshift of absorption maximum from 460 to 510 nm, as well as almost completely quenching fluorescence intensity of probe 5 at the wavelength of 536 nm. These changes can be distinctly observed by naked eyes. In addition, the working pH range of probe 5 is wide and suitable for physiological conditions, thus probe 5 may be used for detection of Cu2+ ions in living cells. The stable structures of probe 5 and its 1:1 complex with Cu2+ ion were optimized at the PBE0/6-31+G(d) level of theory. The presence and characteristics of bonds in compounds were studied through atoms in a molecule and natural bond orbital analysis. The formation of the complex led to a strong transfer of electron density from probe 5 as a ligand to Cu2+ ion, resulting in breaking the π-electron conjugated system, which is the cause of fluorescence quenching and color change of 5-Cu2+ complex.

| S-EPMC7450636 | biostudies-literature

Novel "Turn-On" Fluorescent Probe for Highly Selectively Sensing Fluoride in Aqueous Solution Based on Tb3+-Functionalized Metal-Organic Frameworks.

Project description:A Zr-based metal-organic framework (Zr-MOF) which has free carbonyl groups is synthesized successfully through mix-ligand strategy. Subsequently, Tb3+ is encapsulated into a Zr-MOF by postcoordinated modification. The Tb3+@Zr-MOF exhibits the characteristic emission of Tb3+ because of efficient sensitization through antenna effects. The Tb3+@Zr-MOF is further developed as a novel "turn-on" fluorescent probe to detect fluoride ions in aqueous solution. The results show that Tb3+@Zr-MOF exhibits excellent selectivity, high stability, low detection limits, and good anti-interference for sensitizing fluoride ions. In addition, the possible sensing mechanism that the induced luminescence properties may be attributed to Lewis acid-base interactions is discussed.

| S-EPMC6645131 | biostudies-literature

Fluorescent ZnII Chemosensor Mediated by a 1,8-Naphthyridine Derivative and It's Photophysical Properties.

Project description:One of the greatest challenges in using fluorescent chemosensors for highly selective and sensitive transition-metal ions is finding an efficient and simple method for its synthesis. In this study, a highly efficient fluorescence chemosensor for ZnII was developed from N-Boc-L-proline modified 1,8-naphthyridine. The fluorescence intensity of the chemosensor was increased significantly only in the presence of ZnII ion which provided a perceived color change for rapid visual sensing, while other metal ions showed fluorescence quenching or little changes. It was worth noting that the chemosensor L distinguished ZnII from CdII commonly having similar properties. The solvent effect and possible bonding mode for fluorescence enhancement have been also discussed. Results of this study indicated that the Boc-group in l-proline significantly improved the sensitivity and selectivity for ZnII detection performance, as confirmed by comparison experiments and time dependent-density functional theory (TD-DFT) calculations.

| S-EPMC6104432 | biostudies-literature

A Biocompatible Colorimetric Triphenylamine- Dicyanovinyl Conjugated Fluorescent Probe for Selective and Sensitive Detection of Cyanide Ion in Aqueous Media and Living Cells.

Project description:A colorimetric and turn-on fluorescent probe 1 bearing triphenylamine-thiophene and dicyanovinyl groups has been synthesized and used to detect cyanide anion via a nucleophilic addition reaction. Probe 1 exhibited prominent selectivity and sensitivity towards CN- in aqueous media, even in the presence of other anions such as S2-, HS-, SO₃2-, S₂O₃2-, S₂O₈2-, I-, Br-, Cl-, F-, NO₂-, N₃-, SO₄2-, SCN-, HCO₃-, CO₃2- and AcO-. Moreover, a low detection limit (LOD, 51 nM) was observed. In addition, good cell membrane permeability and low cytotoxicity to HeLa cells were also observed, suggesting its promising potential in bio-imaging.

| S-EPMC5336021 | biostudies-literature

Triazole-based novel bis Schiff base colorimetric and fluorescent turn-on dual chemosensor for Cu2+ and Pb2+: application to living cell imaging and molecular logic gates.

Project description:A triazole-based novel bis Schiff base colorimetric and fluorescent chemosensor (L) has been designed, synthesized and characterized by elemental analysis, 1H-NMR, ESI-MS, FTIR spectra and DFT studies. The receptor L showed selective and sensitive colorimetric sensing ability for Cu2+ and Pb2+ ions by changing color from colorless to yellow and light yellow respectively in CH3OH-tris-buffer (1 : 1, v/v). However, it displayed strong fluorescence enhancement upon the addition of both Cu2+ and Pb2+ ions, attributed to the blocking of PET. The fluorometric detection limits for Cu2+ and Pb2+ were found to be 12 × 10-7 M and 9 × 10-7 M and the colorimetric detection limits were 3.7 × 10-6 M and 1.2 × 10-6 M respectively; which are far below the permissible concentration in drinking water determined by WHO. Moreover, it was found that chemosensor L worked as a reversible fluorescence probe towards Cu2+ and Pb2+ ions by the accumulation of S2- and EDTA respectively. Based on the physicochemical and analytical methods like ESI-mass spectrometry, Job plot, FT-IR, 1H-NMR spectra and DFT studies the detection mechanism may be explained as metal coordination, photoinduced electron transfer (PET) as well as an internal charge transfer (ICT) process. The sensor could work in a pH span of 4.0-12.0. The chemosensor L shows its application potential in the detection of Cu2+ and Pb2+ in real samples, living cells and building of molecular logic gate.

| S-EPMC9070313 | biostudies-literature

A highly selective turn-on colorimetric, red fluorescent sensor for detecting mobile zinc in living cells.

Project description:We describe ZRL1, a turn-on colorimetric and red fluorescent zinc ion sensor. The Zn(2+)-promoted ring opening of the rhodamine spirolactam ring in ZRL1 evokes a 220-fold fluorescence turn-on response. In aqueous media, ZRL1 turn-on luminescence is highly selective for Zn(2+) ions, with no significant response to other competitive cations, including Na(+), K(+), Ca(2+), Mg(2+), Mn(2+), Fe(2+), Co(2+), Ni(2+), Cu(2+), Cd(2+), or Hg(2+). In addition to these characteristics, preliminary results indicate that ZRL1 can be delivered to living cells and can be used to monitor changes in intracellular Zn(2+) levels.

| S-EPMC2993786 | biostudies-literature

A sensitive OFF-ON-OFF fluorescent probe for the cascade sensing of Al3+ and F- ions in aqueous media and living cells.

Project description:A simple Schiff-base ligand 2-hydroxy-1-naphthaldehyde semicarbazone (HNS) was synthesized and characterized. Based on the combined effect of inhibition of CH[double bond, length as m-dash]N isomerization and chelation-enhanced fluorescence (CHEF), HNS functions as a fluorescence "turn on" sensor for Al3+ in buffered aqueous media. Based on the strong affinity of Al3+ to F- ions, the in situ generated Al3+-HNS complex can also be utilized as an effective chemosensor for F- sensing by metal displacement approach, ensuing quenching of fluorescence by the reversible return of HNS from Al3+-HNS complex. Thus a method using a single probe for the detection of both Al3+ and F- ions is developed. The system exhibits high selectivity and sensitivity for Al3+ and F- ions and the detection limits were found to be as low as 6.75 × 10-8 M and 7.89 × 10-7 M, respectively. Furthermore, the practical applicability of this probe has been examined in living cells.

| S-EPMC9054392 | biostudies-literature

A facile synthesis of a novel 4-hydroxyl-3-azo coumarin based colorimetric probes for detecting Hg2+ and a fluorescence turn-off response of 3CBD to Fe3+ in aqueous environment.

Project description:Two azo dyes, (E)-3-(benzo[d]thiazol-2-yldiazenyl)-4-hydroxy-2H-chromen-2-one (3CBD) and (E)-4-hydroxy-3-(quinolin-2-yldiazenyl)-2H-chromen-2-one (3CQD), were designed and synthesized using facile methods. The structures were validated through FTIR and NMR spectroscopy. The photophysical property analyses were further studied using UV-Vis and fluorescence spectrophotometers. Consequently, the absorption and emission spectra of 3CBD confirmed its selectivity of Hg2+ and turn-off response to Fe3+. On the other hand, the absorption spectra analysis of 3CQD demonstrated selectivity in the presence of Hg2+. The colorimetric investigations demonstrated a significant visual response specifically for Hg2+, enabling real-time analysis in the corresponding solutions. The presence of other coexisting metal ions does not interfere with the detection of the target metal ion. The fluorescence studies of the two probes revealed that 3CBD was highly fluorescent, which was significantly quenched by Fe3+, upon excitation at 340 nm. Utilizing Job plot analyses, it was determined that the complexes 3CBD-Hg2+ and 3CQD-Hg2+ exhibit a binding stoichiometry of 1 : 1. The association constants for these complexes were measured to be 7.48 × 105 and 9.12 × 105 M-1, respectively, indicating a strong association between both probes and their respective metal ions. Both chemosensors exhibited comparable limits of detection (LOD) and limits of quantification (LOQ) of 0.03 μM and 0.10 μM, respectively. Reversible studies confirmed that only chemosensor 3CQD could serve as a secondary sensor for EDTA. The theoretical studies calculated using Density Functional Theory (DFT) program at B3LYP/6-31G** (Spartan '10 package) level.

| S-EPMC10614206 | biostudies-literature