6533b871fe1ef96bd12d101f

RESEARCH PRODUCT

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

Antonio FronteraAntonio BauzáMario InclánEsther CarbonellSalvador BlascoM. Teresa AlbeldaEnrique García-españa

subject

GTP'StereochemistryStackingSupramolecular chemistrysensorsCatalysissupramolecular chemistryNucleobaseMolecular recognitionAdenosine TriphosphateMoleculeNucleotidescorpiandsNuclear Magnetic Resonance Biomolecularchemistry.chemical_classificationMolecular StructureNucleotidesOrganic ChemistryWaterHydrogen BondingGeneral ChemistryNuclear magnetic resonance spectroscopyModels TheoreticalSpectrometry Fluorescencechemistrymolecular recognitionGuanosine Triphosphate

description

Abstract: The detection of nucleotides is of crucial impor-tance because they are the basic building blocks of nucleicacids. Scorpiand-based polyamine receptors functionalizedwith pyridine or anthracene units are able to form stablecomplexes with nucleotides in water, based on coulombic,p–p stacking, and hydrogen-bonding interactions. This be-havior has been rationalized by means of an explorationwith NMR spectroscopy and DFT calculations. Binding con-stants were determined by potentiometry. Fluorescencespectroscopy studies have revealed the potential of these re-ceptors as sensors to effectively and selectively distinguishguanosine-5’-triphosphate (GTP) from adenosine-5’-triphos-phate (ATP). Introduction Nucleotides are the basic building-block components of thenucleic acids. These ubiquitous molecules are among the mosttargeted anions because they play key roles in biology. [1] Forinstance, adenosine-5’-triphosphate (ATP) is the universal bio-logical energy currency and an extracellular signaling mediatorin many biological processes,

10.1002/chem.201303861https://pubmed.ncbi.nlm.nih.gov/24574302