Search results for "Molecular Recognition"
showing 10 items of 112 documents
Crystallographic snapshots of host–guest interactions in drugs@metal–organic frameworks: towards mimicking molecular recognition processes
2018
We report a novel metal–organic framework (MOF) featuring functional pores decorated with hydroxyl groups derived from the natural amino acid L-serine, which is able to establish specific interactions of different natures, strengths and directionalities with organic molecules of technological interest, i.e. ascorbic acid, pyridoxine, bupropion and 17-β-estradiol, based on their different sizes and chemical natures. The ability of 1 to distinctly organize guest molecules within its channels, through the concomitant effect of different directing supramolecular host–guest interactions, enables gaining unique insights, by means of single-crystal X-ray crystallography, into the host–guest intera…
Systematic Investigation of Resorcin[4]arene-Based Cavitands as Affinity Materials on Quartz Crystal Microbalances.
2017
Resorcin[4]arene cavitands are well-known supramolecular hosts, and their outstanding guest-binding abilities in solution have been studied in detail in recent decades. In a systematic approach, different resorcin[4]arene cavitands and container molecules are characterized as affinity materials for gravimetric sensing using high-fundamental-frequency quartz crystal microbalances. Analysis of their affinity toward a series of various analytes reveals a remarkable dependence of both selectivity and sensitivity on the shape, accessibility, and size of the cavity, along with their supramolecular interactions with the host molecules.
Application of Rigidity-Controlled Supramolecular Affinity Materials for the Gravimetric Detection of Hazardous and Illicit Compounds.
2016
The combination of an (-)-isosteviol-derived building block and 9,9'-spirobifluorene or tetraphenylmethane generated highly potent new affinity materials for the detection of volatile organic compounds (VOCs). Comparison of their affinity behaviour with different core structures showed remarkable influence on selectivity and sensitivity due to structural rigidity and their pre-organization. Their unique supramolecular properties were investigated in an affinity assay using high fundamental frequency quartz crystal microbalances.
Molecular Recognition by Hydrogen Bonding in Polyelectrolyte Multilayers
1997
Functional polyanions were prepared by copolymerization of sulfopropyl acrylate and sulfopropyl methacrylate with monomers bearing triaminopyrimidine or barbituric acid functionalities, respectively. Functionalized polyelectrolyte multilayers were assembled from these copolymers by stepwise alternating adsorption with poly(choline methacrylate). These multilayers are suited for molecular recognition of substrates that are complementary to the functional groups incorporated. Thus, multilayers containing triaminopyrimidine moieties selectively bind barbituric acid, and vice versa, when exposed to solutions of the 1:1 complex of barbituric acid and triaminopyrimidine. The molecular recognition…
Supramolecular systems based on gold(I) derivatives : molecular recognition of L-glutamine and polyQ
2017
L-glutamiinin ja polyglutamiinin molekyylintunnistuksessa käytettyjen uusien organometallikompleksien mielenkiintoiset luminesoivat ominaisuudet ovat peräisin 4-etynyylianiliiniligandista ja fosfaaniyksiköstä sekä molekyylien välisistä Au⋯Au vuorovaikutuksista. Heikkojen intermolekulaaristen vuorovaikutusten on havaittu johtavan kuitu- ja pallomaisten muotojen morfologisiin muutoksiin vierasmolekyylien läsnä ollessa. Muodostunut isäntä-vieras -kompleksi tuottaa erilaisen emission vierasmolekyylistä riippuen. Lisäksi [Au(4-etynyylianiliini)(PTA)]:n itsejärjestäytymisen termodynaamisia funktioita tutkittiin eri pitoisuuksissa ja lämpötiloissa NMR mittausten avulla. Nämä lineaariset kulta(I) -…
Direct gravimetric sensing of GBL by a molecular recognition process in organic cage compounds.
2013
Organic cages were identified as highly potent affinity materials for the tracing of γ-butyrolactone. The selectivity over ethanol and water is based on the interior functional groups which allow preferential hydrogen bonding to the target analyte.
Simultaneous endo and exo Complex Formation of Pyridine[4]arene Dimers with Neutral and Anionic Guests
2017
The formation of complexes between hexafluorophosphate (PF6- ) and tetraisobutyloctahydroxypyridine[4]arene has been thoroughly studied in the gas phase (ESI-QTOF-MS, IM-MS, DFT calculations), in the solid state (X-ray crystallography), and in chloroform solution (1 H, 19 F, and DOSY NMR spectroscopy). In all states of matter, simultaneous endo complexation of solvent molecules and exo complexation of a PF6- anion within a pyridine[4]arene dimer was observed. While similar ternary complexes are often observed in the solid state, this is a unique example of such behavior in the gas phase.
Polyfunctional recognition of pyridinedicarboxylate anions with macrocyclic polyamine receptors containing heteroaromatic groups.
2008
The interaction of the biologically relevant anions deriving from the six pyridinedicarboxylic acids (H2PDC) with two macrocyclic receptors containing a pentamine chain and a bipyridine (1) or a phenanthroline (2) moiety, as well as with the aliphatic analogue [21]aneN7 (3), was studied by means of spectroscopic methods (UV-vis, NMR) and potentiometric titrations affording the stability constants of the adducts formed. All three receptors form stable complexes with the substrates thanks to the formation of several salt bridges and hydrogen bond contacts, as observed in the crystal structure of the H8[3(2,6-PDC)4] x H2O x 0.5 EtOH solid compound. Additional pi-stacking interactions between t…
A highly enantioselective abiotic receptor for malate dianion in aqueous solution
2006
The highly enantioselective molecular recognition of the malate dianion by a synthetic receptor in aqueous solution has been studied by potentiometric titrations, mass spectrometry (ESI-MS), diffusion measurements (PGSE NMR) and molecular modeling. Garcia-España Monsonis, Enrique, Enrique.Garcia-Es@uv.es
[3.3]Ferrocenophanes with guanidine bridging units as multisignalling receptor molecules for selective recognition of anions, cations, and amino acid…
2007
The synthesis, electrochemical, and optical properties of a new [3.3]ferrocenophane framework in which two ferrocene subunits, with similar electronic environments, are linked through two substituted guanidine moieties, are reported. The receptors 4-7 have been prepared in good yields by the reaction of bis(carbodiimide) 3 with primary amines. This architecture is exceptionally "tunable" because a variety of "legs" may be appended to the basic [3.3]ferrocenophane scaffold to give a wide range of signaling units. These receptors show remarkable ion-sensing properties, due to the presence of a redox active unit (ferrocene), and an amphoteric binding site (guanidine). In this nitrogen-rich str…