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Supramolecular Complexation of Biological Phosphates with an Acyclic Triazolium-Linked Anthracenyl-1,3-Diconjugate of Calix[4]Arene: Synthesis, Characterization, Spectroscopy, Microscopy, and Computational Studies

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Title Supramolecular Complexation of Biological Phosphates with an Acyclic Triazolium-Linked Anthracenyl-1,3-Diconjugate of Calix[4]Arene: Synthesis, Characterization, Spectroscopy, Microscopy, and Computational Studies
 
Creator MUMMIDIVARAPU, VVS
HINGE, VK
SAMANTA, K
YARRAMALA, DS
RAO, CP
 
Subject calixarenes
host-guest systems
nucleosides
NMR spectroscopy
molecular modeling
phosphates
SELECTIVE RECOGNITION
PHYSIOLOGICAL PH
MOLECULAR RECOGNITION
ZINC(II) COMPLEX
AQUEOUS-SOLUTION
FLUORESCENT
TRIPHOSPHATE
THYMIDINE
NUCLEOTIDES
ATP
 
Description A triazolium-anthracenyl calix[4]arene conjugate (L) was synthesized by methylating the precursor triazole derivative and then characterized. The potential of the cationic L to differentiate nucleoside triphosphates (NTPs) from their mono- and diphosphates was demonstrated. Due to its unique combination of arms with the calix-platform, a fluorescence enhancement was observed for L with all the NTPs, whereas there is no report with such enhancement being exhibited in case of all the NTPs. This has been supported by the aggregation of L observed from microscopy. Selectivity of L towards NTPs over other phosphates was a result of specific weak interactions, namely, ion-ion, hydrogen bonding and , present in the 1:2 complex of L and NTPs (based on ESI MS), which were absent in their congener-phosphates as delineated by NMR and computational studies. Thus, L stands as a unique receptor for NTPs.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2014-12-28T12:47:47Z
2014-12-28T12:47:47Z
2014
 
Type Article
 
Identifier CHEMISTRY-A EUROPEAN JOURNAL, 20(44)14378-14386
0947-6539
1521-3765
http://dx.doi.org/10.1002/chem.201403353
http://dspace.library.iitb.ac.in/jspui/handle/100/16596
 
Language English