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 | Zendy

Sreenivasu Mummidivarapu V. V. | Zendy; Kumar Hinge Vijaya | Zendy; Samanta Kushal | Zendy; Yarramala Deepthi S. | Zendy; Pulla Rao  Chebrolu | Zendy

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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

Author(s) -

Sreenivasu Mummidivarapu V. V.,

Kumar Hinge Vijaya,

Samanta Kushal,

Yarramala Deepthi S.,

Pulla Rao Chebrolu

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.201403353

Subject(s) - chemistry , supramolecular chemistry , nucleoside , cationic polymerization , hydrogen bond , nuclear magnetic resonance spectroscopy , combinatorial chemistry , selectivity , stereochemistry , organic chemistry , molecule , catalysis

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.

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