Highly selective and sensitive fluorescent “TURN-ON” furan-based Schiff base for zinc(ii) ion probing: chemical synthesis, DFT studies, and X-ray crystal structure

A simple and efficient fluorescent probe (E)-4-bromo-2-((((5-methylfuran-2-yl)methyl)imino)methyl)phenol (BFMP) for the detection of Zn2+ ions was synthesized by the condensation of 5-methyl-furfurylamine and 5-bromosalicylaldehyde.

[1]  R. Amachawadi,et al.  ‘Turn-ON’ Furfurylamine-based Fluorescent Sensor for Cd2+ Ion Detection and its Application in Real Water Samples , 2023, Polyhedron.

[2]  Shu-Pao Wu,et al.  Pyrene-Based Fluorescent Probe for “Off-On-Off” Sequential Detection of Cu2+ and CN˗ with HeLa Cells Imaging , 2023, Chemosensors.

[3]  M. Mahendra,et al.  Azaneylylidene-based tetradentate Schiff base as a new "ON-OFF" fluorescent probe for the detection of Cu(II) ion: Synthesis, characterization and real sample analysis. , 2023, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[4]  Yuejun Liu,et al.  Theoretical investigation of the Zn2+ detection mechanism based on the quinoline derivative of the Schiff-base receptor. , 2022, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[5]  M. Gariboldi,et al.  BODIPYs in PDT: A Journey through the Most Interesting Molecules Produced in the Last 10 Years , 2022, International journal of molecular sciences.

[6]  Meiqing Zhu,et al.  A novel ESIPT-based fluorescent probe with dual recognition sites for the detection of hydrazine in the environmental water samples and in-vivo bioimaging. , 2022, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[7]  P. P. Dash,et al.  A Schiff base luminescent chemosensor for selective detection of Zn2+ in aqueous medium , 2022, Journal of Molecular Structure.

[8]  Yixuan Ming,et al.  Longitudinal morphological and functional characterization of human heart organoids using optical coherence tomography , 2022, bioRxiv.

[9]  M. Madegowda,et al.  Dithiane Based Boronic Acid as a Carbohydrate Sensor in an Aqueous Solution at pH 7.5: Theoretical and Experimental Approach , 2021, Journal of Fluorescence.

[10]  Shu-Pao Wu,et al.  Pyrene-Based AIEE Active Nanoprobe for Zn2+ and Tyrosine Detection Demonstrated by DFT, Bioimaging, and Organic Thin-Film Transistor. , 2021, ACS applied materials & interfaces.

[11]  D. Glossman-Mitnik,et al.  In vitro anticancer activity of 4(3H)-quinazolinone derived Schiff base and its Cu(II), Zn(II) and Cd(II) complexes: Preparation, X-ray structural, spectral characterization and theoretical investigations , 2020 .

[12]  J. Hou,et al.  Synthesis, X-ray crystal structures, and biological activity copper(II) and nickel(II) complexes derived from 5-bromo-2-((2-hydroxyethylimino)methyl)phenol , 2020 .

[13]  Qingrui Zhang,et al.  Enhancing CaO2 fenton-like process by Fe(II)-oxalic acid complexation for organic wastewater treatment. , 2019, Water research.

[14]  Saran Long,et al.  Simultaneous visualization of cysteine/homocysteine and glutathione in living cells and Daphnia magna via dual-signaling fluorescent chemosensor , 2019, Dyes and Pigments.

[15]  J. Youngblood,et al.  An efficient mechanochemical synthesis of alpha-aluminum hydride: Synergistic effect of TiF3 on the crystallization rate and selective formation of alpha-aluminum hydride polymorph. , 2019, Journal of hazardous materials.

[16]  P. Roy,et al.  Modulation of fluorescence sensing properties of quinoline-based chemosensor for Zn2+: Application in cell imaging studies , 2019, Journal of Luminescence.

[17]  Li-jun Li,et al.  Stable Cd(II)-MOF as a fluorescent sensor for efficient detection of uranyl ions , 2019, Materials Letters.

[18]  S. Chandrashekar,et al.  Preparation, spectral characterization and biological applications of Schiff base ligand and its transition metal complexes , 2019, Results in Chemistry.

[19]  Yun Huang,et al.  A regenerable zinc(II) coordination polymer as a dual-luminescent sensor for detection of Cr2O72– and 2,4,6-trinitrophenol in aqueous phase , 2018, Journal of Coordination Chemistry.

[20]  Kollur Shiva Prasad,et al.  Functionalized Silver Nano-Sensor for Colorimetric Detection of Hg2+ Ions: Facile Synthesis and Docking Studies , 2018, Sensors.

[21]  K. Savithri,et al.  Synthesis and Characterization of Oxidovanadium(IV) Complexes of 2-((E)-(6-Fluorobenzo[d]thiazol-2-ylimino)methyl)-6-methoxyphenol and Their Antimicrobial, Antioxidant, and DNA-Binding Studies , 2018, Bioinorganic chemistry and applications.

[22]  Di-ming Chen,et al.  A porous Zn(II)-based metal–organic framework for highly selective and sensitive Fe3+ ion detection in water , 2018, Polyhedron.

[23]  Yongbin Zhang,et al.  A specific fluorescent probe for zinc ion based on thymolphthalein and it’s application in living cells , 2018 .

[24]  Cheal Kim,et al.  Colorimetric detection of Fe3+/2+ and fluorescent detection of Al3+ in aqueous media: applications and DFT calculations , 2018 .

[25]  Youyu Zhang,et al.  A simple fluorescent probe for the fast sequential detection of copper and biothiols based on a benzothiazole derivative. , 2018, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[26]  Lintao Zeng,et al.  A hemicyanine-based colorimetric and ratiometric fluorescent probe for selective detection of cysteine and bioimaging in living cell. , 2017, Talanta.

[27]  K. Velmurugan,et al.  A dual analyte fluorescent chemosensor based on a furan-pyrene conjugate for Al3+ & HSO3. , 2017, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[28]  Liya Wang,et al.  Series d-f Heteronuclear Metal-Organic Frameworks: Color Tunability and Luminescent Probe with Switchable Properties. , 2017, Inorganic chemistry.

[29]  Yuyang Jiang,et al.  An efficient quinoline-based fluorescence sensor for zinc(II) and its application in live-cell imaging , 2016 .

[30]  C. Yin,et al.  Development of fluorescent zinc chemosensors based on various fluorophores and their applications in zinc recognition , 2016 .

[31]  K. Suksen,et al.  Rhodamine-based fluorescent and colorimetric sensor for zinc and its application in bioimaging , 2016 .

[32]  Qichun Zhang,et al.  A Robust Luminescent Tb(III)-MOF with Lewis Basic Pyridyl Sites for the Highly Sensitive Detection of Metal Ions and Small Molecules. , 2016, Inorganic chemistry.

[33]  Saikat Banerjee,et al.  A highly selective fluorescent sensor for zinc ion based on quinoline platform with potential applications for cell imaging studies , 2015 .

[34]  Tao Zhang,et al.  A ratiometric fluorescent probe for cysteine and its application in living cells , 2015 .

[35]  S. Bhattacharya,et al.  Pyrimidine-based fluorescent zinc sensor: Photo-physical characteristics, quantum chemical interpretation and application in real samples , 2014 .

[36]  S. Goswami,et al.  Ratiometric and absolute water-soluble fluorescent tripodal zinc sensor and its application in killing human lung cancer cells. , 2013, The Analyst.

[37]  S. Ng,,et al.  A series of 3D lanthanide frameworks constructed from aromatic multi-carboxylate ligand: structural diversity, luminescence and magnetic properties. , 2013, Dalton transactions.

[38]  S. Ng,,et al.  A series of Zn-4f heterometallic coordination polymers and a zinc complex containing a flexible mixed donor dicarboxylate ligand. , 2013, Dalton transactions.

[39]  Jun-Hao Wang,et al.  A dynamic, luminescent and entangled MOF as a qualitative sensor for volatile organic solvents and a quantitative monitor for acetonitrile vapour , 2013 .

[40]  L. Shivakumar,et al.  Synthesis, spectroscopic characterization, antimicrobial, DNA binding and oxidative-induced DNA cleavage activities: new oxovanadium(IV) complexes of 2-(2-hydroxybenzylideneamino)isoindoline-1,3-dione. , 2012, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[41]  K. Prasad,et al.  Synthesis, characterization, antioxidant, antimicrobial, DNA binding and cleavage studies of mononuclear Cu(II) and Co(II) complexes of 3-hydroxy-N'-(2-hydroxybenzylidene)-2-naphthohydrazide , 2011 .

[42]  Yuanjing Cui,et al.  A luminescent nanoscale metal-organic framework for sensing of nitroaromatic explosives. , 2011, Chemical communications.

[43]  Yuanjing Cui,et al.  A microporous luminescent metal-organic framework for highly selective and sensitive sensing of Cu(2+) in aqueous solution. , 2010, Chemical communications.

[44]  David S. Goodsell,et al.  AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility , 2009, J. Comput. Chem..

[45]  M. Allendorf,et al.  Luminescent metal-organic frameworks. , 2009, Chemical Society reviews.

[46]  Asim Bhaumik,et al.  Selective Zinc(II)‐Ion Fluorescence Sensing by a Functionalized Mesoporous Material Covalently Grafted with a Fluorescent Chromophore and Consequent Biological Applications , 2009 .

[47]  Juyoung Yoon,et al.  Chemosensors for pyrophosphate. , 2009, Accounts of chemical research.

[48]  Elizabeth M. Nolan,et al.  Organelle-specific zinc detection using zinpyr-labeled fusion proteins in live cells. , 2008, Journal of the American Chemical Society.

[49]  Noel M. O'Boyle,et al.  cclib: A library for package‐independent computational chemistry algorithms , 2008, J. Comput. Chem..

[50]  Elizabeth M. Nolan,et al.  The zinspy family of fluorescent zinc sensors: syntheses and spectroscopic investigations. , 2004, Inorganic chemistry.

[51]  A. Ono,et al.  Highly selective oligonucleotide-based sensor for mercury(II) in aqueous solutions. , 2004, Angewandte Chemie.

[52]  Joe E Grissom,et al.  Carbon nutrition of Escherichia coli in the mouse intestine. , 2004, Proceedings of the National Academy of Sciences of the United States of America.

[53]  Stephen J Lippard,et al.  Bright fluorescent chemosensor platforms for imaging endogenous pools of neuronal zinc. , 2004, Chemistry & biology.

[54]  Wang Yang,et al.  Development of a semiacenaphthenofluorescein-based optical and fluorescent sensor for imaging cysteine in cells , 2020 .

[55]  Gregory S. Day,et al.  Luminescent sensors based on metal-organic frameworks , 2018 .

[56]  Ruiqin Q. Zhang,et al.  Evaluating frontier orbital energy and HOMO/LUMO gap with descriptors from density functional reactivity theory , 2016, Journal of Molecular Modeling.

[57]  Weisheng Liu,et al.  A colorimetric and fluorescent probe for thiols based on 1, 8-naphthalimide and its application for bioimaging , 2014 .

[58]  Shu-Pao Wu,et al.  A Pyrene-based Highly Selective Turn-on Fluorescent Sensor for Copper(II) Ion and its Application in Live Cell Imaging , 2011, Journal of Fluorescence.

[59]  T. N. Bhat,et al.  The Protein Data Bank , 2000, Nucleic Acids Res..