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A rhodamine based fluorescent trivalent sensor (Fe 3+ , Al 3+ , Cr 3+ ) with potential applications for live cell imaging and combinational logic circuits and memory devices
A sensor ( HL5 ) based on rhodamine 6G–en and 3-(3,5-dimethyl-pyrazol-1-ylmethyl)-2-hydroxy-5-methyl-benzaldehyde ( HL4 ) has been developed for a highly sensitive and selective CHEF based recognition of trivalent metal ions M 3+ (M = Al, Fe and Cr) over mono- and di-valent and other biologically ab...
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Published in: | New journal of chemistry 2017, Vol.41 (16), p.8359-8369 |
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Main Authors: | , , , , , |
Format: | Article |
Language: | English |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | A sensor (
HL5
) based on rhodamine 6G–en and 3-(3,5-dimethyl-pyrazol-1-ylmethyl)-2-hydroxy-5-methyl-benzaldehyde (
HL4
) has been developed for a highly sensitive and selective
CHEF
based recognition of trivalent metal ions M
3+
(M = Al, Fe and Cr) over mono- and di-valent and other biologically abundant trivalent metal ions with prominent enhancement in absorption and emission intensities. A large enhancement of fluorescence intensities for Fe
3+
(21 fold), Al
3+
(14 fold) and Cr
3+
(10 fold) was observed upon addition of 1.8 equivalents of these metals into the probe in methanol/H
2
O (1 : 1, v/v, pH 7.2) with the possibility of naked eye detection. The corresponding
K
f
values were evaluated to be 6.7 × 10
4
M
−1
(Fe
3+
); 8.2 × 10
4
M
−1
(Al
3+
) and 6.0 × 10
4
M
−1
(Cr
3+
). The quantum yields of
HL5
and [
HL5
–Fe
3+
] and [
HL5
–Cr
3+
] and [
HL5
–Al
3+
] complexes in methanol/H
2
O (1 : 1, v/v, pH 7.2) are found to be 0.013, 0.290, 0.120, and 0.158, respectively, using rhodamine-6G as the standard. The LOD for Fe
3+
, Al
3+
and Cr
3+
were determined by 3σ methods with values 0.29, 0.34 and 0.31 μM, respectively. An arsenate ion snatches Al from the Al–
HL5
complex and quenches its fluorescence
via
its ring closed spirolactam form. Advanced level molecular logic devices using the inputs 2 and 4 and memory devices, have been constructed. The low cytotoxicity and large enhancement in fluorescence intensity of
HL5
upon complexation with M
3+
metal ions make the probe suitable for bio-imaging of M
3+
(M = Al, Fe and Cr) in living cells and native cellular iron pools. |
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ISSN: | 1144-0546 1369-9261 |
DOI: | 10.1039/C7NJ01675A |