A pyrene-based fluorescent
chemosensor APSB [
N
-(pyrene-1-ylmethylene) anthracen-2-amine]
was designed and developed
by a simple condensation reaction between pyrene carboxaldehyde and
2-aminoanthracene. The APSB fluorescent sensor selectively binds Fe
3+
in the presence of other metal ions. Apart from this, APSB
shows high selectivity and sensitivity toward Fe
3+
ion
detection. The detection limit for APSB was 1.95 nM, and the binding
constant (
K
b
) was obtained as 8.20 ×
10
5
M
–1
in DMSO/water (95/5, v/v) medium.
The fluorescence quantum yields for APSB and APSB–Fe
3+
were calculated as 0.035 and 0.573, respectively. The function of
this fluorescent sensor APSB can be explained through the photo-induced
electron transfer mechanism which was further proved by density functional
theory studies. Finally, a live-cell image study of APSB in HeLa cells
was also carried out to investigate the cell permeability of APSB
and its efficiency for selective detection of Fe
3+
in living
cells.
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