Fluorescent imidazole derived sensor for selective in vitro and in vivo Fe2+detection and bioimaging in zebrafish with DFT studies

被引：8

作者：

Nesaragi, Aravind R. ^{[1
]}

Ahmed, Jahir ^{[2
,3
]}

Alsaiari, Mabkhoot ^{[2
,4
]}

Naik, Lohit ^{[5
]}

Kalagatur, Naveen Kumar ^{[6
]}

Chandan, H. R. ^{[1
]}

Hoolageri, Swati R. ^{[7
]}

Harraz, Farid A. ^{[2
,4
]}

Balakrishna, R. Geetha ^{[1
]}

Patil, Siddappa A. ^{[1
]}

机构：

[1] Jain Deemed Univ, Ctr Nano & Mat Sci, Jain Global Campus, Bangalore 562112, Karnataka, India

[2] Najran Univ, Promising Ctr Sensors & Elect Devices PCSED, Adv Mat & Nanores Ctr, Najran 11001, Saudi Arabia

[3] Najran Univ, Fac Sci & Arts, Dept Chem, Najran 11001, Saudi Arabia

[4] Najran Univ, Fac Sci & Arts Sharurah, Dept Chem, Sharurah 68342, Saudi Arabia

[5] Christ Deemed Univ, Dept Phys & Elect, Bangalore Cent Campus, Bengaluru 560029, Karnataka, India

[6] Ctr Life Sci, DRDO BU, Coimbatore 641046, Tamil Nadu, India

[7] Karnatak Univ, Dept Studies Chem, Dharwad 580003, Karnataka, India

来源：

OPTICAL MATERIALS | 2024年 / 148卷

关键词：

Bio-imaging; Coumarin; Cytotoxicity; Fe2+sensor; Imidazole; Zebrafish; CHEMOSENSOR; FE2+; IONS; DERIVATIVES; DESIGN; CELLS;

D O I：

10.1016/j.optmat.2024.114850

中图分类号：

T [工业技术];

学科分类号：

08 ;

摘要：

Herein, we have developed imidazole derivatized fluorescent probes IM-1 and IM-2 for extremely selective detection of Fe2+ with rapid response (LOD: 3.245 mu M for IM-1 and 0.297 mu M for IM-2) and excellent binding constants (0.214 x 105 M-1 and 1.004 x 105 M-1). Aqueous ethanol system was employed to assess the sensing potency of the probes both in vitro and in vivo in zebrafish is the main highlight of this work. The synthesized fluorophores possess admirable quantum yields of 0.61 and 0.78. The 1:1 binding mechanism of ligands with Fe2+ ions is supported by Job's plot and ESI-Mass spectrum. The synthesized probes demonstrated limited cytotoxicity both in vitro (MDA-MB-231 cells) and in vivo (zebrafish, Danio Rerio) studies. These results prompted us to employ the probes IM-1 and IM-2 to trace out intra cellular Fe2+ ions in zebrafish embryos.

引用

页数：12

共 38 条

[1] Quantum dots as fluorescent probes: Synthesis, surface chemistry, energy transfer mechanisms, and applications [J].

Chandan, H. R. ;

Schiffman, Jessica D. ;

Balakrishna, R. Geetha .

SENSORS AND ACTUATORS B-CHEMICAL, 2018, 258 :1191-1214

[2] Rational Design and Synthesis for Versatile FRET Ratiometric Sensor for Hg2+ and Fe2+: A Flexible 8-Hydroxyquinoline Benzoate Linked Bodipy-Porphyrin Dyad [J].

Chen, Yuting ;

Wan, Liang ;

Yu, Xiang ;

Li, Wenjun ;

Bian, Yongzhong ;

Jiang, Jianzhuang .

ORGANIC LETTERS, 2011, 13 (21) :5774-5777

[3] Fluorescent imidazole-based chemosensors for the reversible detection of cyanide and mercury ions [J].

Emandi, Ganapathi ;

Flanagan, Keith J. ;

Senge, Mathias O. .

PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2018, 17 (10) :1450-1461

[4] Fluorescent conjugated polymer molecular wire chemosensors for transition metal ion recognition and signaling [J].

Fan, Li-Juan ;

Zhang, Yan ;

Murphy, Clifford B. ;

Angell, Sarah E. ;

Parker, Matthew F. L. ;

Flynn, Brendan R. ;

Jones, Wayne E., Jr. .

COORDINATION CHEMISTRY REVIEWS, 2009, 253 (3-4) :410-422

[5] Design and application of a tripodal on-off type chemosensor for discriminative and selective detection of Fe2+ ions [J].

Farhi, Atika ;

Firdaus, Farha ;

Shakir, Mohammad .

NEW JOURNAL OF CHEMISTRY, 2018, 42 (08) :6161-6167

[6] New fluorescent chemosensors for metal ions in solution [J].

Formica, Mauro ;

Fusi, Vieri ;

Giorgi, Luca ;

Micheloni, Mauro .

COORDINATION CHEMISTRY REVIEWS, 2012, 256 (1-2) :170-192

[7] A benzothiazole-rhodol based luminophor: ESIPT-induced AIE and an application for detecting Fe2+ ion [J].

Guan, Jianping ;

Tu, Qin ;

Chen, Long ;

Yuan, Mao-Sen ;

Wang, Jinyi .

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2019, 220

[8] Development of chalcone-based derivatives for sensing applications [J].

Gupta, Ankush ;

Garg, Shelly ;

Singh, Harminder .

ANALYTICAL METHODS, 2020, 12 (42) :5022-5045

[9] A simple triazine (D-A) based organic fluorophore selective dual sensor for Copper(II) and dichromate ions and its solvatochromism, solid state sensing, logic gate applications [J].

Harikrishnan, Muniyasamy ;

Sadhasivam, Velu ;

Mariyappan, Mathappan ;

Murugesan, Sepperumal ;

Malini, Nelson ;

Siva, Ayyanar .

DYES AND PIGMENTS, 2019, 168 :123-133

[10] Cu (Ι) catalyzed A3 cascade coupling via C-H functionalization followed by cyclization: Synthesis, in silico, in vitro, and toxicity studies of imidazo[2,1-b]thiazoles [J].

Hoolageri, Swati R. ;

Kamble, Ravindra R. ;

Nesaragi, Aravind R. ;

Bheemayya, Lokesh ;

Nadoni, Vishwa B. ;

Dixit, Shruti ;

Vootla, Shyamkumar ;

Joshi, Shrinivas D. .

APPLIED ORGANOMETALLIC CHEMISTRY, 2022, 36 (09)

← 1 2 3 4 →