Studies on the Acid–Base Equilibrium of Some Benzotriazolium Ylides

Acidity constants of benzotriazolium salts and the corresponding ylides represent quantitative parameters for the estimation of their stability. Experimental pKa values were determined using UV-spectrometry. For each species involved in acid-base equilibria, the theoretical total energies Et, solvatation energies Es and UV-VIS electronic transitions were calculated by AM1, PM3, RHF/6-31G*, AM1/H2O and ZINDO methods, respectively. Theoretical parameters confirm the experimental pKa values. Acidity constants together with theoretical energies constitute critical parameters for achieving good yields for the synthesis of ylides from their corresponding benzotriazolium salts

Evaluation of docking performance in a blinded virtual screening of fragment-like trypsin inhibitors

International audienceIn this study, we have "blindly" assessed the ability of several combinations of docking software and scoring functions to predict the binding of a fragment-like library of bovine trypsine inhibitors. The most suitable protocols (involving Gold software and GoldScore scoring function, with or without rescoring) were selected for this purpose using a training set of compounds with known biological activities. The selected virtual screening protocols provided good results with the SAMPL3-VS dataset, showing enrichment factors of about 10 for Top 20 compounds. This methodology should be useful in difficult cases of docking, with a special emphasis on the fragment-based virtual screening campaigns

SENSOR ARRAY ABLE TO DETECT AND RECOGNISE CHEMICAL WARFARE AGENTS

In this paper we studied a device based on array of six different sensors with surface acoustic wave for detections and recognition of three chemical warfare agents (chloropicrin, soman and lewisite). The sensors are “delay line” type with a center frequency of 69.4 MHz. It presents an original algorithm to identify the nature and concentration of gas from a finite range of possible gases. Numerical program developed to implement this algorithm, provides to operators all the particulars of gas and an indicator of credibility of the results provided as a measure of the degree of disturbance of the signals received from sensors.SAW, chemical warfare agent, array of sensors, algorithm

A competitive sensing system based on cyclobis(paraquat-p-phenylene) and a new β-cyclodextrin-tetrathiafulvalene derivative

We report the synthesis of 4,5-di(ethylthio)-4′-[6-deoxy-β-cyclodextrin-6-yl-aminocarbonyl]-tetrathiafulvalene (β-CD-DET-TTF) and its inclusion abilities towards cyclobis(paraquat-p-phenylene) (CBPQT4+ ) and 1-naphthol. The structure of the synthesised compound has been established by mass spectrometry and 1H NMR spectra combined with a theoretical MM3 and AM1 study. The sensor affords a charge transfer (CT) complex with the CBPQT4+ and is able to include 1-naphthol in the cyclodextrin cavity. The complexes were characterised experimentally by UV–vis spectroscopy and simulated by a MM3 docking procedure. The sensing ability of the β-CD-DET-TTF/CBPQT4+ complex towards 1-naphthol has been investigated by a competitive spectral method. The synthesis and characterisation of a new water soluble β-CD-DET-TTF derivative able to formed a CT complex with the CBPQT4+ acceptor is reported. The water soluble CT complex β-CD-DET-TTF/CBPQT4+ could be used as an efficient sensor towards aromatic guests prone to give inclusion complexes with the CBPQT4+ ring

Fluorescent Sensing of Chlorophenols in Water Using an Azo Dye Modified β-Cyclodextrin Polymer

A water soluble azo dye modified β-cyclodextrin polymer 4 was synthesized and used as a chemosensor for the detection of chlorinated phenols, model chlorinated by-products (CBPs) of water treatment for drinking purposes. The characterization of the intermediates and the azo dye modified β-CD polymer was done by UV/Vis Spectrophotometry, FT-IR and 1H-NMR spectroscopies. The chlorophenols were capable of quenching the fluorescence of the polymer. The polymer showed greater sensitivity towards 2,4-dichlorophenol, with a sensitivity factor of 0.35 compared to 0.05 and 0.12 for phenol and 4-chlorophenol, respectively. The stability constants (Ks) of the pollutants were also determined by the Benesi-Hildebrand method to be 2.104 × 103 M−1 for 2,4-dichlorophenol and 1.120 × 102 M−1 for 4-chlorophenol