Sreenivasu Mummidivarapu, V. V. ; Hinge, Vijaya Kumar ; Samanta, Kushal ; Yarramala, Deepthi S. ; Rao, Chebrolu Pulla (2014) Supramolecular complexation of biological phosphates with acyclic triazolium-linked anthracenyl-1,3-diconjugate of calix[4]arene: synthesis, characterization, spectroscopy, microscopy and computational studies Chemistry - A European Journal, 20 (44). pp. 14378-14386. ISSN 0947-6539
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/chem.20...
Related URL: http://dx.doi.org/10.1002/chem.201403353
Abstract
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 π⋅⋅⋅π, 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.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons, Inc. |
| Keywords: | Calixarenes; Host–Guest Systems; Nucleosides; NMR Spectroscopy; Molecular Modeling; Phosphates |
| ID Code: | 112130 |
| Deposited On: | 27 Nov 2017 12:13 |
| Last Modified: | 27 Nov 2017 12:13 |
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