Selectivity of Chemical Receptors

Schneider, Hans‐Jörg; Yatsimirsky, Anatoly K.

doi:10.1002/9783527632480.ch2

Cited by 3 publications

(4 citation statements)

References 143 publications

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“…Evidently, as can be seen from Tables 3 and 4, this ionophore displayed an excellent selective recognition toward mCPP to an extent that was a hundred times more than the psychoactive substances of major concern. This finding revealed that CE•NaTPB ionophore possesses sufficient multifunctional binding centers in a geometrically matching position with mCPP [52]. On account of the stronger binding of the ionophore to a target ion is, the more selectivity will be dictated, a low selectivity associated with β-cyclodextrin based sensor was displayed.…”

Section: Selectivitymentioning

confidence: 90%

Potentiometric Signal Transduction for Selective Determination of 1-(3-Chlorophenyl)piperazine “Legal Ecstasy” Through Biomimetic Interaction Mechanism

El-Naby

2019

Chemosensors

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1-(3-chlorophenyl)piperazine (mCPP) is a wide spread new psychoactive substance produces stimulant and hallucinogenic effects similar to those sought from ecstasy. Hence, in the recent years, mCPP has been introduced by the organized crime through the darknet as a part of the illicit ecstasy market with a variable complex profile of pharmacologically active substances that pose problematic risk patterns among people who take these seized products. Accordingly, the design of selective sensors for the determination of mCPP is a very important demand. In this respect, a supramolecular architecture; [Na(15-crown-5)][BPh4] from the assembly of 15-crown-5 and sodium tetraphenylboron has been utilized as an ionophore, for the first time in the selective recognition of mCPP in conjunction with potassium tetrakis(p-chlorophenyl)borate and dioctylphthalate through polymeric membrane ion sensors. The ionophore exhibited a strong binding affinity that resulted in a high sensitivity with a slope closed to the ideal Nernstian value; 58.9 ± 0.43 mV/decade, a larger dynamic range from 10−6 to 10−2 M, a lower limit of detection down to 5.0 × 10−7 M and a fast response time of 5 s. Very important also is it was afforded excellent selectivity towards mCPP over psychoactive substances of major concern, providing a potentially useful system for the determination of mCPP in the illicit market. On comparison with the natural β-cyclodextrin as an ionophore, it exhibited more sensitivity and selectivity estimated to be the superior.

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Section: Selectivitymentioning

confidence: 90%

Potentiometric Signal Transduction for Selective Determination of 1-(3-Chlorophenyl)piperazine “Legal Ecstasy” Through Biomimetic Interaction Mechanism

El-Naby

2019

Chemosensors

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“…The complex formation due to analyte binding to receptor molecules can be characterized quantitatively by a set of kinetic and thermodynamic parameters [3]. The quantitative data [4] allow one to select artificial receptors with predictable selectivity [5] and detection limit for a particular application. The development of new artificial receptors with high selectivity and required affinity is the top-priority objective in sensor science.…”

Section: Introductionmentioning

confidence: 99%

3-Thienylboronic Acid as a Receptor for Diol-Containing Compounds: A Study by Isothermal Titration Calorimetry

Efremenko

Mirsky

2022

Chemosensors

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The electrochemical activity of 3-thienylboronic acid and its feature to form polymer films makes it a perspective receptor material for sensor applications. The affinity properties of this compound were studied here by isothermal titration calorimetry. A number of different analytes were tested, and the highest binding enthalpy was observed for sorbitol and fructose. An increase of pH in the range of 5.5–10.6 results in the rise of the binding enthalpy with an increase of the binding constant to ~8400 L/mol for sorbitol or ~3400 L/mol for fructose. The dependence of the binding constant on pH has an inflection point at pH 7.6 with a slope that is a ten-fold binding constant per one pH unit. The binding properties of 3-thienylboronic acid were evaluated to be very close to that of the phenylboronic acid, but the electrochemical activity of 3-thienylboronic acid provides a possibility of external electrical control: dependence of the affinity of 3-thienylboronic acid on its redox state defined by the presence of ferro/ferricyanide in different ratios was demonstrated. The results show that 3-thienylboronic acid can be applied in smart chemical sensors with electrochemically controllable receptor affinity.

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“…Models sharing enzymic characteristics have shown how catalysis may involve multiple interactions, as in the metallophosphatase associative mechanisms. − Recently, lanthanide ions have shown very strong catalytic efficiencies due to their higher charge densities and coordination numbers than other metal ions, including some with biological relevance, , and lanthanide ion catalysis is important in synthetic organic chemistry, especially for slow or regioselective reactions. , …”

Section: Introductionmentioning

confidence: 99%

“…Lanthanide ion complexes are medicinally important, e.g., as magnetic resonance imaging contrast agents, , luminescent probes, − and artificial phosphatases, nucleases, and ribonucleases. − They are potentially useful in detoxification of pesticides and chemical warfare nerve agents. ,, …”

Section: Introductionmentioning

confidence: 99%

Hydrolysis of 8-Quinolyl Phosphate Monoester: Kinetic and Theoretical Studies of the Effect of Lanthanide Ions

et al. 2008

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8-Quinolyl phosphate (8QP) in the presence of the trivalent lanthanide ions (Ln = La, Sm, Eu, Tb, and Er) forms a [Ln x 8QP]+ complex where the lanthanide ion catalyzes hydrolysis of 8QP. In reactions with Tb3+ or Er3+, there is evidence of limited intervention by a second lanthanide ion. Rate constants are increased by more than 10(7)-fold, and kinetic data and B3LYP/ECP calculations indicate that the effects are largely driven by leaving group and metaphosphate ion stabilization. The lanthanides favor a single-step D(N)A(N) mechanism with a dissociative transition state, with limited nucleophilic assistance, consistent with the low hydroxide ion dependence and the small kinetic effect of Ln3+ radii.

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Selectivity of Chemical Receptors

Cited by 3 publications

References 143 publications

Potentiometric Signal Transduction for Selective Determination of 1-(3-Chlorophenyl)piperazine “Legal Ecstasy” Through Biomimetic Interaction Mechanism

Potentiometric Signal Transduction for Selective Determination of 1-(3-Chlorophenyl)piperazine “Legal Ecstasy” Through Biomimetic Interaction Mechanism

3-Thienylboronic Acid as a Receptor for Diol-Containing Compounds: A Study by Isothermal Titration Calorimetry

Hydrolysis of 8-Quinolyl Phosphate Monoester: Kinetic and Theoretical Studies of the Effect of Lanthanide Ions

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