A naphthalenecarboxamide based fluorescent sensor for selective detection of Fe3+and CN?: Live cell imaging and INHIBIT logic gate operation

被引:10
作者
Tavakoli, Behnam [1 ]
Meghdadi, Soraia [1 ]
Salarvand, Zohreh [2 ]
Eskandari, Kiamars [1 ]
Amiri, Ahmad [3 ]
Amirnasr, Mehdi [1 ]
机构
[1] Isfahan Univ Technol, Dept Chem, Esfahan 8415683111, Iran
[2] Inst Stand & Ind Res Iran ISIRI, Chem & Petrochem Res Ctr, Dept Chem, Karaj 3174734563, Iran
[3] Univ Tehran, Coll Sci, Dept Chem, Tehran 141556455, Iran
关键词
Naphthalenecarboxamide; Fluorescent sensor; Iron(III) and cyanide; DFT; Cell imaging; INHIBIT logic gate; TURN-ON CHEMOSENSOR; CYANIDE IONS; WATER; IRON; RECOGNITION; SAMPLES; ANION; PROBE; AL3+;
D O I
10.1016/j.jphotochem.2023.114661
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A new fluorescent chemosensor, N,N'-bis(1-hydroxynaphthalene-2-carboxamide)-2-aminobenzylamine (H4L) has been synthesized by a green ionic liquid-based method using tetrabutylammuniom bromide (TBAB) as an environmentally benign reaction medium, and utilized for detection of Fe3+ and CN? ions in DMSO-H2O (8:2 v/ v) solution. The selective fluorescence response of this chemosensor to Fe3+ is excellent with a fluorescent detection limit (LOD) of 5.16 x 10-7 M. The Job's plot and ESI-MS analysis indicated a stoichiometric binding ratio of 1:1 between the tri-anionic form of the chemosensor, HL3-, and Fe3+. H4L also displays rapid fluorescence "Turn-On" response to cyanide anion with high selectivity and sensitivity. The detection limit for CN? in solution is 2.65 x 10-7 M. This cell-permeable probe has also been utilized to image intracellular Fe3+ and CN? ions in HeLa cells. Furthermore, the "off-on-off" fluorescence behavior of H4L at 433 nm has been utilized in the fabrication of "INHIBIT" logic gate with Fe3+ and CN? as chemical inputs and fluorescence (I433 nm) as output.
引用
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页数:11
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