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. Issue 44 (15th September 2014)

• Record Type: Journal Article
• Authors: Sreenivasu Mummidivarapu, V. V.; Kumar Hinge, Vijaya; Samanta, Kushal; Yarramala, Deepthi S.; Pulla Rao , Chebrolu
• Is Part Of: Chemistry. Volume 20:Issue 44(2014)
• Page Start: 14378
• Page End: 14386
• Publication Date: 2014-09-15
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201403353
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A triazolium‐anthracenyl calix[4]arene conjugate (<bold>L</bold>) was synthesized by methylating the precursor triazole derivative and then characterized. The potential of the cationic <bold>L</bold> 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 <bold>L</bold> 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 <bold>L</bold> observed from microscopy. Selectivity of <bold>L</bold> towards NTPs over other phosphates was a result of specific weak interactions, namely, ion–ion, hydrogen bonding and π<bold>⋅⋅⋅</bold>π, present in the 1:2 complex of <bold>L</bold> and NTPs (based on ESI MS), which were absent in their congener‐phosphates as delineated by NMR and computational studies. Thus, <bold>L</bold> stands as a unique receptor for NTPs.</p> </abstract>