PMID- 24574302 OWN - NLM STAT- MEDLINE DCOM- 20150312 LR - 20140317 IS - 1521-3765 (Electronic) IS - 0947-6539 (Linking) VI - 20 IP - 13 DP - 2014 Mar 24 TI - Molecular recognition of nucleotides in water by scorpiand-type receptors based on nucleobase discrimination. PG - 3730-41 LID - 10.1002/chem.201303861 [doi] AB - 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, pi-pi 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). CI - (c) 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. FAU - Inclan, Mario AU - Inclan M AD - Molecular Science Institute (ICMol), Universitat de Valencia, C/Catedratico Jose Beltran 2, 46980 Paterna (Spain). FAU - Albelda, M Teresa AU - Albelda MT FAU - Carbonell, Esther AU - Carbonell E FAU - Blasco, Salvador AU - Blasco S FAU - Bauza, Antonio AU - Bauza A FAU - Frontera, Antonio AU - Frontera A FAU - Garcia-Espana, Enrique AU - Garcia-Espana E LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20140226 PL - Germany TA - Chemistry JT - Chemistry (Weinheim an der Bergstrasse, Germany) JID - 9513783 RN - 0 (Nucleotides) RN - 059QF0KO0R (Water) RN - 86-01-1 (Guanosine Triphosphate) RN - 8L70Q75FXE (Adenosine Triphosphate) SB - IM MH - Adenosine Triphosphate/*chemistry MH - Guanosine Triphosphate/*chemistry MH - Hydrogen Bonding MH - Models, Theoretical MH - Molecular Structure MH - Nuclear Magnetic Resonance, Biomolecular MH - Nucleotides/*chemistry MH - Spectrometry, Fluorescence/methods MH - Water/*chemistry OTO - NOTNLM OT - molecular recognition OT - nucleotides OT - scorpiands OT - sensors OT - supramolecular chemistry EDAT- 2014/02/28 06:00 MHDA- 2015/03/13 06:00 CRDT- 2014/02/28 06:00 PHST- 2013/12/20 00:00 [revised] PHST- 2014/10/02 00:00 [received] PHST- 2014/02/28 06:00 [entrez] PHST- 2014/02/28 06:00 [pubmed] PHST- 2015/03/13 06:00 [medline] AID - 10.1002/chem.201303861 [doi] PST - ppublish SO - Chemistry. 2014 Mar 24;20(13):3730-41. doi: 10.1002/chem.201303861. Epub 2014 Feb 26.