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Molecular Recognition of Nucleotides in Water by Scorpiand‐Type Receptors Based on Nucleobase Discrimination
Author(s) -
Inclán Mario,
Albelda M. Teresa,
Carbonell Esther,
Blasco Salvador,
Bauzá Antonio,
Frontera Antonio,
GarcíaEspaña Enrique
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201303861
Subject(s) - nucleotide , nucleobase , chemistry , guanosine triphosphate , nucleic acid , molecular recognition , hydrogen bond , fluorescence spectroscopy , adenosine triphosphate , nucleoside triphosphate , stacking , guanosine , stereochemistry , combinatorial chemistry , fluorescence , biochemistry , molecule , organic chemistry , dna , physics , quantum mechanics , gene
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).