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.

Autor: Sreenivasu Mummidivarapu VV; Department of Chemistry, Indian Institute of Technology, Powai, Mumbai-400076 (India), Fax: (+91) 22-2576-7152., Kumar Hinge V, Samanta K, Yarramala DS, Pulla Rao C
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2014 Oct 27; Vol. 20 (44), pp. 14378-86. Date of Electronic Publication: 2014 Sep 15.
DOI: 10.1002/chem.201403353
Abstrakt: 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.
(© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
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