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Benzimidazole Conjugate of 1,1 '-Thiobis(2-naphthol) as Switch-On Fluorescence Receptor for Ag+ and the Complex as Secondary Recognition Ensemble toward Cys, Asp, and Glu in Aqueous Methanolic Solution: Synthesis, Characterization, Ion and Amino Acid Recognition, Computational Studies, and Microscopy Features

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Title Benzimidazole Conjugate of 1,1 '-Thiobis(2-naphthol) as Switch-On Fluorescence Receptor for Ag+ and the Complex as Secondary Recognition Ensemble toward Cys, Asp, and Glu in Aqueous Methanolic Solution: Synthesis, Characterization, Ion and Amino Acid Recognition, Computational Studies, and Microscopy Features
 
Creator DESSINGOU, J
MITRA, A
TABBASUM, K
BAGHEL, GS
RAO, CP
 
Subject SILVER ION
CHEMOSENSOR
SENSOR
NANOPARTICLES
DERIVATIVES
METALS
MEDIA
 
Description A new 1,1'-thiobis(2-naphthoxy)-based receptor molecule (L) containing a benzimidazole moiety has been synthesized and characterized by H-1 NMR, ESI-MS, and elemental analysis. The selectivity of L has been explored in aqueous methanol, resulting in selective (7.5 +/- 0.5)-fold switch-on fluorescence response toward Ag+ among 14 different transition, alkali, and alkaline earth metal ions studied. The complexation of Ag+ by L has been addressed by ESI-MS, H-1 NMR, and UV-vis spectra. Microstructural features of L and its Ag+ complex have been measured by AFM and TEM. The morphological features of L alone and L in the presence of Ag+ differ dramatically both in shape and size, and the ion induces the formation of chains owing to its coordinating ability toward benzimidazole. Further, the in situ [Ag+-L] complex was titrated against 20 naturally occurring amino acids and found that this complex acts as a secondary recognition ensemble toward Cys, Asp, and Glu by switch-off fluorescence.
 
Publisher AMER CHEMICAL SOC
 
Date 2014-10-16T14:38:48Z
2014-10-16T14:38:48Z
2012
 
Type Article
 
Identifier JOURNAL OF ORGANIC CHEMISTRY, 77(1)371-378
http://dx.doi.org/10.1021/jo201926q
http://dspace.library.iitb.ac.in/jspui/handle/100/15805
 
Language en