4.6 Article

Molecular Recognition of Nucleotides in Water by Scorpiand- Type Receptors Based on Nucleobase Discrimination

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 13, Pages 3730-3741

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201303861

Keywords

molecular recognition; nucleotides; scorpiands; sensors; supramolecular chemistry

Funding

  1. MICINN (Spain) [CSD-2010-00065, CTQ2011-27512/BQU]
  2. GVA [PROMETEO 2011/008]
  3. Direccio General de Recerca i Innovacio del Govern Balear [23/2011]

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The detection of nucleotides is of crucial importance because they are the basic building blocks of nucleic acids. Scorpiand-based polyamine receptors functionalized with pyridine or anthracene units are able to form stable complexes with nucleotides in water, based on coulombic, - stacking, and hydrogen-bonding interactions. This behavior has been rationalized by means of an exploration with NMR spectroscopy and DFT calculations. Binding constants were determined by potentiometry. Fluorescence spectroscopy studies have revealed the potential of these receptors as sensors to effectively and selectively distinguish guanosine-5-triphosphate (GTP) from adenosine-5-triphosphate (ATP).

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