Molecular recognition of nucleotides in water by scorpiand-type receptors based on nucleobase discrimination

Mario Inclán, M. Teresa Albelda, Esther Carbonell Llopis, Salvador Blasco, Antonio Bauzá, Antonio Frontera, Enrique García-España

    Research output: Contribution to journalArticlepeer-review

    Abstract

    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, π-π 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).

    Original languageEnglish
    Pages (from-to)3730-3741
    Number of pages12
    JournalChemistry: A European Journal
    Volume20
    Issue number13
    DOIs
    Publication statusPublished - 24 Mar 2014

    Keywords

    • molecular recognition
    • nucleotides
    • scorpiands
    • sensors
    • supramolecular chemistry

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