Record Details

A boron-dipyrrin-mercury(II) complex as a fluorescence turn-on sensor for chloride and applications towards logic gates

DSpace at IIT Bombay

View Archive Info
 
 
Field Value
 
Title A boron-dipyrrin-mercury(II) complex as a fluorescence turn-on sensor for chloride and applications towards logic gates
 
Creator MADHU, S
KALAIYARASI, R
BASU, SK
JADHAV, S
RAVIKANTH, M
 
Subject ANION-BINDING PROPERTIES
BODIPY DYES
BORON-DIPYRROMETHENE
AQUEOUS-SOLUTION
ENERGY-TRANSFER
LIVING CELLS
INTRACELLULAR CHLORIDE
FUTURE PERSPECTIVES
PROBE
ION
 
Description Chloride (Cl-) plays an important role in many cellular responses, including control of membrane potential, neurotransmission, regulation of cell volume and charge balance. Due to its physiological relevance, there is a growing need for improved optical sensors that can detect Cl- ions in biological and environmental samples. Herein, we have developed new N-acylhydrazone substituted BODIPY-mercury(II) based fluorescent turn-on sensors 1-Hg2+ and 2-Hg2+, which showed remarkable selectivity and specificity towards Cl- ions under physiological conditions. The new BODIPY compounds 1 and 2 were synthesized by treating their corresponding 3,5-diformyl BODIPYs 3 and 4 with isonicotinohydrazide in one step under simple reaction conditions. Compounds 1 and 2 absorb in 615-650 nm and emit in 625-660 nm regions. BODIPYs 1 and 2 showed exclusive sensing towards Hg2+ and formed 1-Hg2+ and 2-Hg2+ complexes, respectively, which resulted in the quenching of fluorescence. Job's plot analyses and HR-MS studies supported the formation of 1-Hg2+ and 2-Hg2+ complexes. Complexes 1-Hg2+ and 2-Hg2+ were found to be exclusive fluorescence turn-on sensors for chloride ions. Upon addition of Cl- ions to 1-Hg2+ and 2-Hg2+ complexes, the mercury(II) ions were extracted from the complexes by releasing the free BODIPYs 1 and 2 which reflected in the significant enhancement of fluorescence intensity (22-fold) with a detection limit of 108 nM. The reversibility and reusability of sensors for the detection of Hg2+ and Cl- ions were tested for six cycles. Interestingly, the sensor can be used to construct an IMPLIES logic gate system as demonstrated in this paper. Furthermore, the probe is cell membrane-permeable and can readily be used to detect the intracellular Cl- ions.
 
Publisher ROYAL SOC CHEMISTRY
 
Date 2014-12-29T04:47:28Z
2014-12-29T04:47:28Z
2014
 
Type Article
 
Identifier JOURNAL OF MATERIALS CHEMISTRY C, 2(14)2534-2544
2050-7526
2050-7534
http://dx.doi.org/10.1039/c3tc32188f
http://dspace.library.iitb.ac.in/jspui/handle/100/17114
 
Language English