Supramolecular complexes: Determination of stability constants on the basis of various experimental methods

Соловьев, В.П.; Tsivadze, А. Yu.

doi:10.1134/s2070205115010153

Cited by 27 publications

(9 citation statements)

References 181 publications

(185 reference statements)

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“…Fitting of 1 H NMR spectral changes can be achieved by local and global optimisation methods and there are a range of software programs available for this purpose 16 – 21 . This research used the commercially available HypNMR as it is suitable for fast exchange and is not limited by number of binding constants or nuclei 22 . As shown, (Fig.…”

Section: Resultsmentioning

confidence: 99%

Insights into the complexation of N-Allyl-4-(4-(N-phenylureido)benzylamino)-1,8-naphthalimide with various anions

Blok

Johnston

Lenehan

2017

Sci Rep

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A new urea functionalised 4-amino-1,8-naphthalimide based fluorescent anion sensor was synthesised in 64% yield over three steps. Fluorescence and 1H NMR titrations showed that the sensor complexes strongly with acetate and dihydrogen phosphate and to a lesser extent bromide. The corresponding binding stoichiometries were examined using 1H NMR titrations. Results show that the sensor molecule initially forms 1:1 complexes through hydrogen bonding to the urea moiety, followed by secondary complexation to form higher order host:guest stoichiometries. Specifically, oxyanions complex to the sensor via hydrogen bonding through synergistic aryl C-H and N-H anion interactions in a 1:2 sensor:oxyanion arrangement. Furthermore, 2:1 sensor:oxyanion complexes are formed through an oxyanion linkage between two urea functionalities on different host molecules. This contrasts the majority of previous reports for similar hosts, which indicate 1:1 binding stoichiometry.

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Section: Resultsmentioning

confidence: 99%

Insights into the complexation of N-Allyl-4-(4-(N-phenylureido)benzylamino)-1,8-naphthalimide with various anions

Blok

Johnston

Lenehan

2017

Sci Rep

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“…For our analysis, we have used log K >5.5 as the threshold for strong metal binders. Log K ≈5.5 is real limit for accurate estimation of log K values by different methods: calorimetry, UV, Vis, IR and NMR spectroscopy, conductometry without applying special techniques including competitive complexation etc . In solution for this threshold, approximately 95 mol.…”

Section: Methodsmentioning

confidence: 99%

Classification of Metal Binders by Naïve Bayes Classifier on the Base of Molecular Fragment Descriptors and Ensemble Modeling

Solov'ev

Tsivadze

Marcou

et al. 2019

Molecular Informatics

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Here, we report two‐class classification models for organic molecules (“ligands”) able to bind various metal cations in water. The modeling was performed on 30 data sets, each corresponding to a particular metal, using the Naïve Bayes method and the ISIDA fragment descriptors. The ligands were classified on weak and strong binders according to threshold of the logarithm of the stability constant of the 1 : 1 (metal : ligand) complexes. The “consensus models” consisted each of 50 best individual models demonstrated a good predictive performance in 5‐fold cross validation: the balanced accuracy (BA) varies from 0.965 (Yb3+) to 0.767 (Mg2+). The best predictions (BA>0.90) were obtained for the binders of rare‐earth metals (Yb3+, Tm3+, Er3+, Lu3+, Ho3+, Gd3+ and Dy3+) and Pb2+. For 17 small external test sets of new ligands, BA varies from 0.800 to 1. The impact of variables selection on the predictive performance of the models is discussed.

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“…The initial analytical concentrations were 0.35-0.92 mM (8) and 0.27-0.48 mM (9). The protonation constants were estimated from four titrations using the CHEMEQUI program [36] freely available on the server [37]. CHEMEQUI evaluates equilibrium constants using four different algorithms: EQ, SIMPLEX, MONTE-CARLO, and the genetic algorithm SDE [38].…”

Section: Stability Constant Measurements and Calculationsmentioning

confidence: 99%

Synthesis, Complexation Properties, and Evaluation of New Aminodiphosphonic Acids as Vector Molecules for 68Ga Radiopharmaceuticals

et al. 2021

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Two new aminodiphosphonic acids derived from salicylic acid and its phosphonic analogue were prepared through a simple and efficient synthesis. 2-[(2-Amino-2,2-diphosphono)ethyloxy]-benzoic acid 8 and 2-[(2-amino-2,2-diphosphono)ethyloxy]-5-ethyl-phenylphosphonic acid 9 were evaluated for their applicability as 68Ga binding bone-seeking agents. Protonation constants of 8 and 9 and stability constants of the Ga3+ complexes with 8 and 9 in water were determined. The stability constant of Ga3+ complex with fully phosphorylated acid 9 (logKGaL = 31.92 ± 0.32) significantly exceeds stability constant of Ga3+ complex with 8 (logKGaL = 26.63 ± 0.24). Ligands 8 and 9 are as effective for Ga3+ cation binding as ethylenediamine-N,N’-diacetic-N,N’-bis(methy1enephosphonic) acid and ethylenediamine-N,N,N’,N’-tetrakis(methylenephosphonic) acid, respectively. The labelling process and stability of [68Ga]Ga-8 and [68Ga]Ga-9 were studied. Both 8 and 9 readily form 68Ga-complexes stable to ten-fold dilution with saline. However, in fetal bovine serum, only [68Ga]Ga-9 was stable enough to be subject to biological evaluation. It was injected into rats with bone pathology and aseptic inflammation of soft tissues. For [68Ga]Ga-9 in animals with a bone pathology model in 60 and 120 min after injection, a slight accumulation in the pathology site, stable blood percentage level, and moderate accumulation in the liver were observed. For animals with an aseptic inflammation, the accumulation of [68Ga]Ga-9 in the pathology site was higher than that in animals with bone pathology. Moreover, the accumulation of [68Ga]Ga-9 in inflammation sites was more stable than that for [68Ga]Ga-citrate. The percentage of [68Ga]Ga-9 in the blood decreased from 3.1% ID/g (60 min) to 1.5% ID/g (120 min). Accumulation in the liver was comparable to that obtained for [68Ga]Ga-citrate.

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Supramolecular complexes: Determination of stability constants on the basis of various experimental methods

Cited by 27 publications

References 181 publications

Insights into the complexation of N-Allyl-4-(4-(N-phenylureido)benzylamino)-1,8-naphthalimide with various anions

Insights into the complexation of N-Allyl-4-(4-(N-phenylureido)benzylamino)-1,8-naphthalimide with various anions

Classification of Metal Binders by Naïve Bayes Classifier on the Base of Molecular Fragment Descriptors and Ensemble Modeling

Synthesis, Complexation Properties, and Evaluation of New Aminodiphosphonic Acids as Vector Molecules for 68Ga Radiopharmaceuticals

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