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Artificial Receptors (artificial + receptor)
Selected AbstractsApplication of a Library of Artificial Receptors Formed by Self-Organization of N -Lipidated Peptides Immobilized on Cellulose for Preliminary Studies of Binding of N -PhenylpiperazinesMOLECULAR INFORMATICS, Issue 6-7 2009Justyna Fraczyk Abstract A library of artificial receptors formed by self-organization of N -lipidated peptides attached to cellulose via aminophenylamino-1,3,5-triazine was synthesized and used for docking small, colorless guests. Interactions of colorless guest with receptors were visualized by using competitive adsorption-desorption of appropriate reporter dye. Analysis of binding pattern of N -phenylpiperazine derivatives with gradually increased lipophilicity was found diagnostic for structural changes of guest molecules. Several library members demonstrated attributes characteristic for detection of alteration of lipophilicity of the guest structure. [source] One-Armed Artificial Receptors for the Binding of Polar Tetrapeptides in Water: Probing the Substrate Selectivity of a Combinatorial Receptor LibraryCHEMISTRY - A EUROPEAN JOURNAL, Issue 5 2006Carsten Schmuck Prof. Dr. Abstract We have recently developed a new class of one-armed artificial receptors 1 for the binding of the polar tetrapeptide N -Ac- D -Glu- L -Lys- D -Ala- D -Ala-OH (EKAA) 2 in water using a combined combinatorial and statistical approach. We have now further probed the substrate selectivity of this receptor library 1 by screening a second tetrapeptide substrate (3) with the inverse sequence N -Ac- D -Ala- D -Ala- L -Lys- D -Glu-OH (AAKE). This "inverse" substrate is also efficiently bound by our receptors, with Kass ,6000,m,1 for the best receptors, as determined both by a quantitative on-bead binding assay and by UV and fluorescence titration studies in free solution. Hence, the inverse tetrapeptide 3 is in general bound two to three times less efficiently than the "normal" peptide 2 (Kass ,17,000,m,1), even though the complexation mainly involves long-range electrostatic interactions and both the receptor and substrate are rather flexible. Molecular modeling and ab initio calculations have been used to rationalize the observed substrate selectivity and to analyze the various binding interactions within the complex. [source] Ultratrace analysis of uracil and 5-fluorouracil by molecularly imprinted polymer brushes grafted to silylated solid-phase microextraction fiber in combination with complementary molecularly imprinted polymer-based sensorBIOMEDICAL CHROMATOGRAPHY, Issue 5 2009Bhim Bali Prasad Abstract Main inborn errors of metabolism diagnosable through uracil (Ura) analysis and the therapeutic monitoring of toxic 5-fluorouracil (5FU) in dihydro pyrimidine dehydrogenase (DPD) deficient patients require a sensitive, reproducible, selective and accurate method. In this work, an artificial receptor in the format of molecularly imprinted polymer (MIP) brush ,grafted to' the surface of sol,gel immobilized on cost-effective homemade solid-phase microextraction (SPME) fibers, individually imprinted with either of Ura and 5FU, was used in combination with a voltammetric sensor duly modified with the same MIP. This combination provided up to 10- and 8.4-fold preconcentrations of Ura and 5FU, respectively, which was more than sufficient for achieving stringent detection limits in the primitive diagnosis of uracil disorders and fluoropyrimidine toxicity in DPD-deficient patients. The proposed method permits the assessment of Ura and 5FU plasma concentrations with detection limits pf 0.0245 and 0.0484 ng mL,1 (RSD = 1.0,2.5%, S/N = 3), respectively, without any problems of non-specific false-positives and cross-reactivities in complicated matrices of biological samples. Copyright © 2008 John Wiley & Sons, Ltd. [source] Synthesis and Anion-Binding Properties of Novel Redox-Active Calixarene ReceptorsEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 25 2008Estelle Métay Abstract A novel synthetic approach towards redox-active calixarene-based receptors is described in which ferrocene fragments were introduced at the lower rim through anion-binding urea or amide connections. These derivatives were prepared in one pot by treating an amine-containing calixarene with ferrocenecarboxylic acid in the presence of diphenylphosphoryl azide and diisopropylethylamine. This method allows a convergent approach to these receptors and is readily adaptable to the introduction of other urea substituents. The anion-binding properties of these artificial receptors have been revealed by NMR spectroscopy and thoroughly investigated by electrochemical methods. We have assessed the importance of the urea,phosphate bonds in the observed electrochemical response by studying receptors in which the ferrocene reporters and binding fragments are closely associated or fully disconnected through a long alkyl chain. The experimental results clearly show the utmost importance of ion-pairing effects in the electrochemical recognition process, which account for most of the transduction signal in organic apolar media. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source] Application of a Library of Artificial Receptors Formed by Self-Organization of N -Lipidated Peptides Immobilized on Cellulose for Preliminary Studies of Binding of N -PhenylpiperazinesMOLECULAR INFORMATICS, Issue 6-7 2009Justyna Fraczyk Abstract A library of artificial receptors formed by self-organization of N -lipidated peptides attached to cellulose via aminophenylamino-1,3,5-triazine was synthesized and used for docking small, colorless guests. Interactions of colorless guest with receptors were visualized by using competitive adsorption-desorption of appropriate reporter dye. Analysis of binding pattern of N -phenylpiperazine derivatives with gradually increased lipophilicity was found diagnostic for structural changes of guest molecules. Several library members demonstrated attributes characteristic for detection of alteration of lipophilicity of the guest structure. [source] Synthesis, DNA-Binding, Cleavage, and Cytotoxic Activity of New 1,7-Dioxa-4,10-diazacyclododecane Artificial Receptors Containing Bisguanidinoethyl or Diaminoethyl Double Side ArmsCHEMISTRY - A EUROPEAN JOURNAL, Issue 34 2007Xin Sheng Abstract Novel 1,7-dioxa-4,10-diazacyclododecane artificial receptors with two pendant aminoethyl (3) or guanidinoethyl (4) side arms have been synthesized. Spectroscopy, including fluorescence and CD spectroscopy, of the interactions of 3, 4, and their copper(II) complexes with calf thymus DNA indicated that the DNA binding affinity of these compounds follows the order Cu2+,4>Cu2+,3>4>3, and the binding constants of Cu2+,3 are Cu2+,4 are 7.2×104 and 8.7×104,M,1, respectively. Assessment by agarose gel electrophoresis of the plasmid pUC,19 DNA cleavage activity in the presence of the receptors showed that the complexes Cu2+,3 and Cu2+,4 exhibit powerful supercoiled DNA cleavage efficiency. Kinetic data of DNA cleavage promoted by Cu2+,3 and Cu2+,4 under physiological conditions fit to a saturation kinetic profile with kmax values of 0.865 and 0.596,h,1, respectively, which give about 108 -fold rate acceleration over uncatalyzed supercoiled DNA. This acceleration is due to efficient cooperative catalysis of the copper(II) center and the functional (diamino or bisguanidinium) groups. In-vitro cytotoxic activities toward murine melanoma B16 cells and human leukemia HL-60 cells were also examined: Cu2+,4 shows the highest activity with IC50 values of 1.62×10,4 and 1.19×10,5,M, respectively. [source] One-Armed Artificial Receptors for the Binding of Polar Tetrapeptides in Water: Probing the Substrate Selectivity of a Combinatorial Receptor LibraryCHEMISTRY - A EUROPEAN JOURNAL, Issue 5 2006Carsten Schmuck Prof. Dr. Abstract We have recently developed a new class of one-armed artificial receptors 1 for the binding of the polar tetrapeptide N -Ac- D -Glu- L -Lys- D -Ala- D -Ala-OH (EKAA) 2 in water using a combined combinatorial and statistical approach. We have now further probed the substrate selectivity of this receptor library 1 by screening a second tetrapeptide substrate (3) with the inverse sequence N -Ac- D -Ala- D -Ala- L -Lys- D -Glu-OH (AAKE). This "inverse" substrate is also efficiently bound by our receptors, with Kass ,6000,m,1 for the best receptors, as determined both by a quantitative on-bead binding assay and by UV and fluorescence titration studies in free solution. Hence, the inverse tetrapeptide 3 is in general bound two to three times less efficiently than the "normal" peptide 2 (Kass ,17,000,m,1), even though the complexation mainly involves long-range electrostatic interactions and both the receptor and substrate are rather flexible. Molecular modeling and ab initio calculations have been used to rationalize the observed substrate selectivity and to analyze the various binding interactions within the complex. [source] | ||||||||||