Reaction-based fluorescent probes for Hg2+, Cu2+ and Fe3+/Fe2+

Abstract Transition metal ions were inextricably connected with medicine, life sciences, and environmental science. Some metal ions such as mercury ions, copper ions and iron irons in the environment cannot be degraded and easily enriched at organisms via the obvious biomagnification of food chain, causing a great hazard on human health as well as environment. Therefore, the issue how to monitor the changes and content of metal ions in organisms and environment timely and effectively has become an urgent need for detection techniques. The reaction-based fluorescent probes realize the identification and detection of the analytes through the obvious change of the fluorescence after the chemical reaction between the probes and the target analytes, showing a higher sensitivity and selectivity than those of the traditional chelating probes. This review summarizes the research progress of reaction-based fluorescent probes for the detection of Hg2+, Cu2+and Fe3+/Fe2+ in the past ten years. The detection mechanism of these reaction-typed probes is described in detail, and their application in biological system is explained. The defects of these kinds of metal ion probes emerging at this stage are analyzed and discussed, the possible solutions are given. It can be predicted that the trend of development of metal ion probes in the future is to involve more disciplines with the help of analyzing the mechanism and practical application of a series of reaction-based probes. The close combination of chemistry and biology is needed eagerly to develop the higher-level ones with broad application prospects. At the same time, more in-depth research on the mechanism of metal ions and probes must also be guaranteed. Moreover, through studying and summarizing the identification rules of metal ions, and relying on a set of universal detection mechanisms, it is expected to develop accurately the novel specific and high-performance probes based on reactions for Hg2+, Cu2+and Fe3+/Fe2+ detection.

[1]  X. Qian,et al.  A highly selective and sensitive fluorescent chemosensor for Hg2+ in neutral buffer aqueous solution. , 2004, Journal of the American Chemical Society.

[2]  M. Tian,et al.  Development and cell imaging applications of a novel fluorescent probe for Cu2 , 2015 .

[3]  D. Mandal,et al.  An anion induced multisignaling probe for Hg(2+) and its application for fish kidney and liver tissue imaging studies. , 2015, Dalton Transactions.

[4]  Xin Jia,et al.  One-pot synthesis of a natural phenol derived fluorescence sensor for Cu(II) and Hg(II) detection , 2018, Dyes and Pigments.

[5]  Li-ping Zhou,et al.  A ratiometric fluorescent probe for iron(III) and its application for detection of iron(III) in human blood serum. , 2014, Analytica chimica acta.

[6]  Yanhua Zhang,et al.  A Selective "Turn-On" Fluorescent Probe for Recognition of Mercury(II) Ions in Aqueous Solution Based on a Desulfurization Reaction. , 2013, ChemPlusChem.

[7]  Minyong Li,et al.  In vivo bioluminescence imaging of labile iron pools in a murine model of sepsis with a highly selective probe. , 2019, Talanta.

[8]  Amanpreet Singh,et al.  Rhodamine based organic nanoparticles for sensing of Fe3+ with high selectivity in aqueous medium: Application to iron supplement analysis , 2014 .

[9]  Jungseok Heo,et al.  Hg(II)-mediated intramolecular cyclization reaction in aqueous media and its application as Hg(II) selective indicator. , 2013, Organic letters.

[10]  Kaibo Zheng,et al.  Far-red to near infrared analyte-responsive fluorescent probes based on organic fluorophore platforms for fluorescence imaging. , 2013, Chemical Society Reviews.

[11]  B. Heidari,et al.  Synthesis, characterization and application of poly(acrylamide-co-methylenbisacrylamide) nanocomposite as a colorimetric chemosensor for visual detection of trace levels of Hg and Pb ions. , 2015, Journal of hazardous materials.

[12]  Shiguo Sun,et al.  A fluorescent “glue” of water triggered by hydrogen-bonding cross-linking , 2016 .

[13]  W. Dehaen,et al.  Fluorescent indicators based on BODIPY. , 2012, Chemical Society reviews.

[14]  A. Ojida,et al.  Development of highly sensitive fluorescent probes for detection of intracellular copper(I) in living systems. , 2010, Journal of the American Chemical Society.

[15]  S. Goswami,et al.  'PET' vs. 'push-pull' induced ICT: a remarkable coumarinyl-appended pyrimidine based naked eye colorimetric and fluorimetric sensor for the detection of Hg2+ ions in aqueous media with test trips. , 2013, Dalton transactions.

[16]  Maotian Xu,et al.  A reaction-based long-wavelength fluorescent probe for Cu2+ detection and imaging in living cells , 2018 .

[17]  Haiyan Chen,et al.  A fluorescent and colorimetric probe enables simultaneous differential detection of Hg2+ and Cu2+ by two different mechanisms , 2017 .

[18]  J. Sessler,et al.  Modern reaction-based indicator systems. , 2009, Chemical Society reviews.

[19]  A. Waggoner,et al.  Twisted cyanines: a non-planar fluorogenic dye with superior photostability and its use in a protein-based fluoromodule. , 2013, Journal of the American Chemical Society.

[20]  Xiangyang Wu,et al.  A fluorescent probe for Hg2+ sensing in solutions and living cells with a wide working pH range , 2014 .

[21]  Jianfeng Liu,et al.  A novel naphthalimide-rhodamine dye: Intramolecular fluorescence resonance energy transfer and ratiometric chemodosimeter for Hg2+ and Fe3+ , 2017 .

[22]  P. He,et al.  A new hydroxynaphthyl benzothiazole derived fluorescent probe for highly selective and sensitive Cu(2+) detection. , 2016, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[23]  Zhongpin Zhang,et al.  A novel dansyl-based fluorescent probe for highly selective detection of ferric ions. , 2013, Talanta.

[24]  Chun-Yan Li,et al.  Rhodamine-based chemodosimeter for fluorescent determination of Hg(2+) in 100% aqueous solution and in living cells. , 2016, Analytica chimica acta.

[25]  Qinglong Qiao,et al.  Aziridinyl Fluorophores Demonstrate Bright Fluorescence and Superior Photostability by Effectively Inhibiting Twisted Intramolecular Charge Transfer. , 2016, Journal of the American Chemical Society.

[26]  Kyung Beom Kim,et al.  A cap-type Schiff base acting as a fluorescence sensor for zinc(II) and a colorimetric sensor for iron(II), copper(II), and zinc(II) in aqueous media. , 2013, Dalton transactions.

[27]  R. Liu,et al.  A novel ICT-based two photon and NIR fluorescent probe for labile Fe2+ detection and cell imaging in living cells , 2019, Sensors and Actuators B: Chemical.

[28]  Romain Froidevaux,et al.  Aptamer-functionalized hydrogel microparticles for fast visual detection of mercury(II) and adenosine. , 2012, ACS applied materials & interfaces.

[29]  A. Pandey,et al.  Development of a visual optode sensor for onsite determination of Hg(II) , 2015 .

[30]  Longhua Guo,et al.  Fluorescence sensor for Cu(II) in the serum sample based on click chemistry. , 2014, The Analyst.

[31]  M. Akashi,et al.  Fabrication of novel chemosensors composed of rhodamine derivative for the detection of ferric ion and mechanism studies on the interaction between sensor and ferric ion. , 2015, The Analyst.

[32]  Liang-guo Yan,et al.  Novel Carbonothioate-Based Colorimetric and Fluorescent Probe for Selective Detection of Mercury Ions , 2016 .

[33]  Chang-Soo Lee,et al.  A rhodamine scaffold immobilized onto mesoporous silica as a fluorescent probe for the detection of Fe (III) and applications in bio-imaging and microfluidic chips , 2016 .

[34]  Yalin Tang,et al.  Specific identification of human transferrin conformations using a cyanine dye supramolecular assembly , 2017 .

[35]  Yasuhiro Shiraishi,et al.  Fe(III)- and Hg(II)-selective dual channel fluorescence of a rhodamine–azacrown ether conjugate , 2008 .

[36]  Wenjun Liu,et al.  Reactivity-based detection of copper(II) ion in water: oxidative cyclization of azoaromatics as fluorescence turn-on signaling mechanism. , 2012, Journal of the American Chemical Society.

[37]  S. Barlow,et al.  Stabilisation of a heptamethine cyanine dye by rotaxane encapsulation. , 2008, Chemical communications.

[38]  B. Mei,et al.  Highly sensitive and selective colorimetric and fluorescent off–on probe for copper (II) based on unique addition reaction and its imaging in living cells , 2014 .

[39]  Liancheng Zhao,et al.  A novel near-infrared fluorescent probe with an improved Stokes shift for specific detection of Hg2+ in mitochondria. , 2020, Organic & biomolecular chemistry.

[40]  A. Gong,et al.  A coumarin-based fluorescent probe for monitoring labile ferrous iron in living systems. , 2018, The Analyst.

[41]  Christopher J. Chang,et al.  A reactivity-based probe of the intracellular labile ferrous iron pool , 2016, Nature chemical biology.

[42]  D. Ramaiah,et al.  Dual-mode semisquaraine-based sensor for selective detection of Hg2+ in a micellar medium. , 2007, Organic letters.

[43]  Elizabeth M. Nolan,et al.  Tools and tactics for the optical detection of mercuric ion. , 2008, Chemical reviews.

[44]  K. Uvdal,et al.  A TPA-caged precursor of (imino)coumarin for "turn-on" fluorogenic detection of Cu(.). , 2016, Analytica chimica acta.

[45]  Ying Qian,et al.  A novel BODIPY-Schiff base-based colorimetric and fluorometric dosimeter for Hg2+, Fe3+ and Au3+ , 2015 .

[46]  Juyoung Yoon,et al.  Fluorescent and colorimetric sensors for detection of lead, cadmium, and mercury ions. , 2012, Chemical Society reviews.

[47]  Priya Vashisth,et al.  A Simple Fluorescent Probe Derived from Naphthylamine for Selective Detection of HgII, FeII and FeIII Ions in Mixed Aqueous Media: Applications in Living Cells and Logic Gates , 2015 .

[48]  Shuang Zeng,et al.  A dual-function probe based on naphthalene for fluorescent turn-on recognition of Cu2+ and colorimetric detection of Fe3+ in neat H2O. , 2019, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[49]  Yi Li,et al.  A new chromogenic and fluorogenic chemosensor for Hg(II) with high selectivity based on the Hg2+-promoted deprotection of thioacetals , 2016 .

[50]  H. Park,et al.  Fast and sensitive fluorescent detection of inorganic mercury species and methylmercury using a fluorescent probe based on the displacement reaction of arylboronic acid with the mercury species. , 2020, Chemical communications.

[51]  Hu-Fan Song,et al.  Ultrathin two-dimensional MnO2 nanosheet as a stable coreactant of 3,3′,5,5′-tetramethylbenzidine chromogenic substrate for visual and colorimetric detection of iron(II) ion , 2017, Microchimica Acta.

[52]  Stephen J Lippard,et al.  Turn-on and ratiometric mercury sensing in water with a red-emitting probe. , 2007, Journal of the American Chemical Society.

[53]  Juyoung Yoon,et al.  A selenolactone-based fluorescent chemodosimeter to monitor mecury/methylmercury species in vitro and in vivo , 2010 .

[54]  T. Joo,et al.  Coumarin-derived Cu(2+)-selective fluorescence sensor: synthesis, mechanisms, and applications in living cells. , 2009, Journal of the American Chemical Society.

[55]  Y. R. Lee,et al.  Cu(I)-/Base-Mediated Domino [5 + 3 + 1] Annulation for Highly π-Extended Carbazole Frameworks and DFT Mechanistic Insights. , 2018, Organic letters.

[56]  Richard P. Haugland,et al.  Synthesis of Fluorinated Fluoresceins , 1997 .

[57]  T. Govindaraju,et al.  Reactive probes for ratiometric detection of Co2+ and Cu+ based on excited-state intramolecular proton transfer mechanism. , 2012, Organic letters.

[58]  Yuan-Jie Fan,et al.  Simultaneous imaging of Zn(2+) and Cu(2+) in living cells based on DNAzyme modified gold nanoparticle. , 2015, Analytical chemistry.

[59]  T. Gunnlaugsson,et al.  Fluorescent chemosensors: the past, present and future. , 2017, Chemical Society reviews.

[60]  Huijun Zhu,et al.  A squaraine based fluorescent probe for mercury ion via coordination induced deaggregation signaling , 2014 .

[61]  Chun Xing Li,et al.  Highly sensitive naked-eye and fluorescence "turn-on" detection of Cu(2+) using Fenton reaction assisted signal amplification. , 2010, Chemical communications.

[62]  Zheng-yin Yang,et al.  FRET-based rhodamine–coumarin conjugate as a Fe3+ selective ratiometric fluorescent sensor in aqueous media , 2015 .

[63]  D. Sarkar,et al.  A red fluorescence 'off-on' molecular switch for selective detection of Al3+, Fe3+ and Cr3+: experimental and theoretical studies along with living cell imaging. , 2013, Chemical communications.

[64]  J. Niu,et al.  Fe(3+)-selective fluorescent probe based on aminoantipyrine in aqueous solution. , 2012, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[65]  N. Dey,et al.  Rhodamine based dual probes for selective detection of mercury and fluoride ions in water using two mutually independent sensing pathways. , 2014, The Analyst.

[66]  Huijun Zhao,et al.  A fluorescent chitosan hydrogel detection platform for the sensitive and selective determination of trace mercury(II) in water , 2015 .

[67]  Jinxin Zhang,et al.  Borondipyrromethene-derived Cu2+ sensing chemodosimeter for fast and selective detection. , 2012, Organic & biomolecular chemistry.

[68]  Hongwei Zhou,et al.  Coumarin-based Hg2+ fluorescent probe: Synthesis and turn-on fluorescence detection in neat aqueous solution , 2017 .

[69]  Zhaohua Dai,et al.  Ratiometric displacement approach to Cu(II) sensing by fluorescence. , 2005, Journal of the American Chemical Society.

[70]  R. Prankerd,et al.  Relationship between Antimalarial Activity and Heme Alkylation for Spiro- and Dispiro-1,2,4-Trioxolane Antimalarials , 2008, Antimicrobial Agents and Chemotherapy.

[71]  H. Park,et al.  Ratiometric detection of Cu+ in aqueous buffered solutions and in live cells using fluorescent peptidyl probe to mimic the binding site of the metalloprotein for Cu+ , 2018 .

[72]  E. Garcı́a-España,et al.  Squaramide-based reagent for selective chromogenic sensing of Cu(II) through a zwitterion radical. , 2010, Organic letters.

[73]  Gopal Das,et al.  NIR- and FRET-based sensing of Cu2+ and S2- in physiological conditions and in live cells. , 2013, Inorganic chemistry.

[74]  C. Afonso,et al.  Synthesis and applications of Rhodamine derivatives as fluorescent probes. , 2009, Chemical Society reviews.

[75]  Yasuhiro Shiraishi,et al.  A BODIPY-based fluorescent chemodosimeter for Cu(II) driven by an oxidative dehydrogenation mechanism. , 2011, Chemical communications.

[76]  Juyoung Yoon,et al.  Recent progress in the development of organic dye based near-infrared fluorescence probes for metal ions , 2018 .

[77]  Zhiqian Guo,et al.  Near-infrared cyanine-based sensor for Fe3+ with high sensitivity: its intracellular imaging application in colorectal cancer cells , 2016 .

[78]  Jianhua Song,et al.  A new FRET ratiometric fluorescent chemosensor for Hg²⁺ and its application in living EC 109 cells. , 2015, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[79]  Cheal Kim,et al.  A selective colorimetric and fluorescent chemosensor based-on naphthol for detection of Al3+ and Cu2+ , 2013 .

[80]  Lingyun Wang,et al.  A new photoresponsive coumarin-derived Schiff base: Chemosensor selectively for Al3+ and Fe3+ and fluorescence “turn-on” under room light , 2013 .

[81]  Lingxin Chen,et al.  A turn-on fluorescent probe based on hydroxylamine oxidation for detecting ferric ion selectively in living cells. , 2012, Chemical communications.

[82]  Chao-Ying Gao,et al.  Tetraphenylethene functionalized rhodamine chemosensor for Fe3+ and Cu2+ ions in aqueous media , 2016 .

[83]  Xiao‐Qi Yu,et al.  Coumarin–TPA derivative: a reaction-based ratiometric fluorescent probe for Cu(I) , 2013 .

[84]  Kallol Bera,et al.  Development of a rhodamine-rhodanine-based fluorescent mercury sensor and its use to monitor real-time uptake and distribution of inorganic mercury in live zebrafish larvae. , 2014, Analytical chemistry.

[85]  Ying Zhou,et al.  Cu2+-selective ratiometric and "off-on" sensor based on the rhodamine derivative bearing pyrene group. , 2009, Organic letters.

[86]  Yongyi Wei,et al.  Reaction-Based "Off-On" Fluorescent Probe Enabling Detection of Endogenous Labile Fe(2+) and Imaging of Zn(2+)-induced Fe(2+) Flux in Living Cells and Elevated Fe(2+) in Ischemic Stroke. , 2016, Bioconjugate chemistry.

[87]  Shiguo Sun,et al.  Discrimination of DNA from RNA with the host–guest complexes of tricyclic basic dyes and cucurbit[8]uril , 2014 .

[88]  Yuncong Chen,et al.  A new "turn-on" chemodosimeter for Hg2+: ICT fluorophore formation via Hg(2+)-induced carbaldehyde recovery from 1,3-dithiane. , 2012, Chemical communications.

[89]  T. Hirayama,et al.  A highly selective turn-on fluorescent probe for iron(II) to visualize labile iron in living cells , 2013 .

[90]  A. Barrios Intracellular metal detectors. , 2006, ACS Chemical Biology.

[91]  Harry L. Anderson,et al.  Rotaxane-encapsulated cyanine dyes: enhanced fluorescence efficiency and photostability , 2000 .

[92]  Lingyun Wang,et al.  A visual and fluorometric probe for Al(III) and Fe(III) using diketopyrrolopyrrole-based Schiff base , 2014 .

[93]  Y. Liu,et al.  A novel near-infrared fluorescent platform with good photostability and the application for a reaction-based Cu(2+) probe in living cells. , 2016, Talanta.

[94]  Honggang Hu,et al.  Spirolactonized Si-rhodamine: a novel NIR fluorophore utilized as a platform to construct Si-rhodamine-based probes. , 2012, Chemical communications.

[95]  Guo-Li Shen,et al.  Highly sensitive and selective colorimetric and off-on fluorescent chemosensor for Cu2+ in aqueous solution and living cells. , 2009, Analytical chemistry.

[96]  M. D. Milton,et al.  Selective and sensitive novel benzimidazolium-based fluorescent probes for micromolar detection of Fe 3+ ions in pure aqueous media , 2017 .

[97]  T. Hirayama,et al.  A new class of high-contrast Fe(II) selective fluorescent probes based on spirocyclized scaffolds for visualization of intracellular labile iron delivered by transferrin. , 2014, Organic & biomolecular chemistry.

[98]  Linyang Li,et al.  Synthesis and application of highly sensitive fluorescent probe for Hg2+ regulated by sulfur , 2017 .

[99]  Peng Li,et al.  A turn-on fluorescent chemodosimeter based on detelluration for detecting ferrous iron (Fe2+) in living cells. , 2016, Journal of materials chemistry. B.

[100]  Xiaoyan Liu,et al.  A new fluorescent probe based on quinoline for detection of Al3+ and Fe3+ with “off–on–off” response in aqueous solution , 2016 .

[101]  Wei Feng,et al.  Easy-to-Use Colorimetric Cyanine Probe for the Detection of Cu2+ in Wilson's Disease. , 2018, ACS applied materials & interfaces.

[102]  Shiguo Sun,et al.  Recent applications of carbon nanomaterials in fluorescence biosensing and bioimaging. , 2015, Chemical communications.

[103]  John F. Callan,et al.  Iron(III) selective molecular and supramolecular fluorescent probes. , 2012, Chemical Society reviews.

[104]  Zhaochao Xu,et al.  Fluorescence imaging of metal ions implicated in diseases. , 2015, Chemical Society reviews.

[105]  Hongyan Sun,et al.  A reaction-based near-infrared fluorescent sensor for Cu2+ detection in aqueous buffer and its application in living cells and tissues imaging. , 2017, Biosensors & bioelectronics.

[106]  Yong-Bin Yan,et al.  The synthesis and study of the fluorescent probe for sensing Cu2+ based on a novel coumarin Schiff-base , 2014 .

[107]  Anthony W. Czarnik,et al.  Chemical Communication in Water Using Fluorescent Chemosensors , 1994 .

[108]  M. Taki,et al.  A mitochondria-targeted turn-on fluorescent probe based on a rhodol platform for the detection of copper(I). , 2014, Organic & biomolecular chemistry.

[109]  Xiu-fen Zhou,et al.  2-(1-Pyrenyl) benzimidazole as a ratiometric and "turn-on" fluorescent probe for iron(III) ions in aqueous solution. , 2016, The Analyst.

[110]  Yifeng Han,et al.  A Coumarin-Based Fluorescent Probe for Ratiometric Monitoring of Hg2+ in Live Cells , 2019, Industrial & Engineering Chemistry Research.

[111]  Yan-hong Liu,et al.  A reaction-based ratiometric fluorescent sensor for the detection of Hg(ii) ions in both cells and bacteria. , 2018, Chemical communications.

[112]  Junrong Zheng,et al.  In vivo imaging of Fe2+ using an easily obtained probe with a large Stokes shift and bright strong lipid droplet-targetable near-infrared fluorescence , 2020, Sensors and Actuators B: Chemical.

[113]  Knut Rurack,et al.  Fluorescence quantum yields of a series of red and near-infrared dyes emitting at 600-1000 nm. , 2011, Analytical chemistry.

[114]  Evan W. Miller,et al.  A selective turn-on fluorescent sensor for imaging copper in living cells. , 2006, Journal of the American Chemical Society.

[115]  K. K. Lo,et al.  RECENT ADVANCES IN UTILIZATION OF TRANSITION METAL COMPLEXES AND LANTHANIDES AS DIAGNOSTIC TOOLS , 1999 .

[116]  Jye‐Shane Yang,et al.  Fluorescence response of TICT-active aminostilbenes to copper(II) ions: redox reaction vs ion recognition , 2012, Research on Chemical Intermediates.

[117]  Mecit Ozdemir A fast-response, highly selective, chromogenic and fluorescent chemosensor for the detection of Hg2+ ions , 2017 .

[118]  A. Palmer,et al.  Visualizing metal ions in cells: an overview of analytical techniques, approaches, and probes. , 2012, Biochimica et biophysica acta.

[119]  Kesavapillai Sreenath,et al.  Phenothiazine attached Ru(bpy)(3)2+ derivative as highly selective "turn-ON" luminescence chemodosimeter for Cu2+. , 2009, Dalton transactions.

[120]  J. K. Wood,et al.  Dispiro-1,2,4-trioxane analogues of a prototype dispiro-1,2,4-trioxolane: mechanistic comparators for artemisinin in the context of reaction pathways with iron(II). , 2005, The Journal of organic chemistry.

[121]  Yan Chen,et al.  A “turn-on” fluorescent and colorimetric sensor for selective detection of Cu2+ in aqueous media and living cells , 2016 .

[122]  Zheng-yin Yang,et al.  A novel ratiometric fluorescent probe for detection of Fe3+ by rhodamine–quinoline conjugate , 2015 .

[123]  Y. Son,et al.  Efficient rhodamine-thiosemicarbazide-based colorimetric/fluorescent ‘turn-on’ chemodosimeters for the detection of Hg2+ in aqueous samples , 2015 .

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

[125]  Zhentao Huang,et al.  A dual-mode turn-on fluorescent BODIPY-based probe for visualization of mercury ions in living cells. , 2016, The Analyst.

[126]  Yasuhiro Shiraishi,et al.  A rhodamine-cyclen conjugate as a highly sensitive and selective fluorescent chemosensor for Hg(II). , 2008, The Journal of organic chemistry.

[127]  R. Prankerd,et al.  Iron-mediated degradation kinetics of substituted dispiro-1,2,4-trioxolane antimalarials. , 2007, Journal of pharmaceutical sciences.

[128]  Matinder Kaur,et al.  Dual channel receptor based on diketopyrrolopyrrole alkyne conjugate for detection of Hg2+/Cu2+ by “naked eye” and fluorescence , 2014 .

[129]  Weiying Lin,et al.  Fluorescence turn-on detection of Cu2+ in water samples and living cells based on the unprecedented copper-mediated dihydrorosamine oxidation reaction. , 2010, Chemical communications.

[130]  K. Uvdal,et al.  A logic gate-based fluorogenic probe for Hg(2+) detection and its applications in cellular imaging. , 2016, Analytica chimica acta.

[131]  G. Benelli,et al.  Organic-inorganic hybrid fluorescent sensor thin films of rhodamine B embedded Ag-SBA15 for selective recognition of Hg (II) ions in water , 2017 .

[132]  Anthony W. Czarnik,et al.  Fluorimetric chemodosimetry. Mercury(II) and silver(I) indication in water via enhanced fluorescence signaling , 1992 .

[133]  P. Choyke,et al.  New strategies for fluorescent probe design in medical diagnostic imaging. , 2010, Chemical reviews.

[134]  Haitao Li,et al.  A reaction-based, colorimetric and near-infrared fluorescent probe for Cu2+ and its applications , 2018, Sensors and Actuators B: Chemical.

[135]  Liangqia Guo,et al.  A squaraine-based colorimetric and "turn on" fluorescent sensor for selective detection of Hg2+ in an aqueous medium. , 2011, Organic letters.

[136]  Alberto Tárraga,et al.  New Hg2+ and Cu2+ selective chromo- and fluoroionophore based on a bichromophoric azine. , 2005, Organic letters.

[137]  Christopher J Chang,et al.  Screening mercury levels in fish with a selective fluorescent chemosensor. , 2005, Journal of the American Chemical Society.

[138]  I. Leray,et al.  Design principles of fluorescent molecular sensors for cation recognition , 2000 .

[139]  Chang-Liang Sun,et al.  A colorimetric chemosensor based on new water-soluble PODIPY dye for Hg2+ detection , 2015 .

[140]  G. Das,et al.  A turn-on Rhodamine B-indole based fluorogenic probe for selective sensing of trivalent ions , 2016 .

[141]  A. Gong,et al.  Complete suppression of the fluorophore fluorescence by combined effect of multiple fluorescence quenching groups: A fluorescent sensor for Cu²⁺ with zero background signals. , 2016, Analytica chimica acta.

[142]  Yongmei Chen,et al.  11-Mercaptoundecanoic acid functionalized gold nanoclusters as fluorescent probes for the sensitive detection of Cu2+ and Fe3+ ions , 2017 .

[143]  P. Korrapati,et al.  A novel FRET 'off-on' fluorescent probe for the selective detection of Fe³⁺, Al³⁺ and Cr³⁺ ions: its ultrafast energy transfer kinetics and application in live cell imaging. , 2015, Biosensors & bioelectronics.

[144]  Q. Zong,et al.  A new turn-on fluorescent probe for the detection of copper ion in neat aqueous solution , 2015 .

[145]  K. Koide,et al.  Development and applications of fluorogenic probes for mercury(II) based on vinyl ether oxymercuration. , 2011, Journal of the American Chemical Society.

[146]  D. Das,et al.  A novel rhodamine-based optical probe for mercury(II) ion in aqueous medium: A nanomolar detection, wide pH range and real water sample application. , 2020, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[147]  M. Ata,et al.  Light stability of a β-cyclodextrin inclusion complex of a cyanine dye , 1994 .

[148]  T. Hirayama,et al.  A universal fluorogenic switch for Fe(ii) ion based on N-oxide chemistry permits the visualization of intracellular redox equilibrium shift towards labile iron in hypoxic tumor cells† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c6sc05457a Click here for additional data fi , 2017, Chemical science.

[149]  Zhengke Wang,et al.  Fluorescent detection of Cu(II) by chitosan-based AIE bioconjugate , 2017, Chinese Journal of Polymer Science.

[150]  Jonathan A Javitch,et al.  Cyanine fluorophore derivatives with enhanced photostability , 2011, Nature Methods.

[151]  Yuan Zhou,et al.  A novel fluorescence enhanced route to detect copper(II) by click chemistry-catalyzed connection of Au@SiO2 and carbon dots , 2016 .

[152]  Fangying Wu,et al.  A highly selective chemosensor for copper ion based on ICT fluorescence , 2012 .

[153]  Shiguo Sun,et al.  Cyanide Boosting Copper Catalysis: A Mild Approach to Fluorescent Benzazole Derivatives from Nonemissive Schiff Bases in Biological Media. , 2020, Organic letters.

[154]  Han Ouyang,et al.  A highly selective rhodamine-based optical–electrochemical multichannel chemosensor for Fe3+ , 2013 .

[155]  Jefferson Chan,et al.  Molecular imaging of labile iron(II) pools in living cells with a turn-on fluorescent probe. , 2013, Journal of the American Chemical Society.

[156]  Zhen Li,et al.  "Turn-On" Fluorescent Probe for Mercury(II): High Selectivity and Sensitivity and New Design Approach by the Adjustment of the π-Bridge. , 2015, ACS applied materials & interfaces.

[157]  Chao Weng,et al.  A new rhodamine-based fluorescent chemosensor for Fe3+ and its application in living cell imaging , 2014 .

[158]  S. Srikrishna,et al.  Fluorescein hydrazone-based supramolecular architectures, molecular recognition, sequential logic operation and cell imaging , 2017 .

[159]  Koushik Dhara,et al.  A ratiometric fluorescent chemosensor for iron: discrimination of Fe2+ and Fe3+ and living cell application. , 2012, The Analyst.

[160]  Christopher J Chang,et al.  Reaction-based small-molecule fluorescent probes for chemoselective bioimaging. , 2012, Nature chemistry.

[161]  Weisheng Liu,et al.  BODIPY based phenylthiourea derivatives as highly selective MeHg+ and Hg2+ ions fluorescent chemodosimeter and its application to bioimaging , 2017 .

[162]  Yuchen Huyan,et al.  A lysosome-targetable near infrared fluorescent probe for glutathione sensing and live-cell imaging , 2019 .

[163]  Allegra T. Aron,et al.  An Endoperoxide Reactivity-Based FRET Probe for Ratiometric Fluorescence Imaging of Labile Iron Pools in Living Cells , 2016, Journal of the American Chemical Society.

[164]  Wei Huang,et al.  Highly sensitive fluorescent probe for selective detection of Hg2+ in DMF aqueous media. , 2007, Inorganic chemistry.

[165]  Ying Qian,et al.  A novel triphenylamine-BODIPY dendron: click synthesis, near-infrared emission and a multi-channel chemodosimeter for Hg2+ and Fe3. , 2016, Journal of materials chemistry. B.

[166]  Yuanping Yi,et al.  Novel colorimetric and fluorescent off–on enantiomers with high selectivity for Fe3+ imaging in living cells , 2016 .

[167]  Xiao-jun Li,et al.  Tetrahydro[5]helicene thioimide-based fluorescent and chromogenic chemodosimeter for highly selective and sensitive detection of Hg2+ , 2014 .

[168]  C. Dong,et al.  A turn-on reactive fluorescent probe for Hg2+ in 100% aqueous solution. , 2019, Talanta.

[169]  Guoxin Sun,et al.  A differentially selective probe based on diketopyrrolopyrrole with fluorescence turn-on response to Fe(3+), and dual-mode turn-on and ratiometric response to Au(3+), and its application in living cell imaging. , 2016, Biosensors & bioelectronics.

[170]  H. Singh,et al.  Microstructural (self-assembly) and optical based discrimination of Hg2+, CN− and Hg(CN)2 ion-pair; Hg2+ promoted-ESIPT assisted guanylation of thiourea , 2018, Sensors and Actuators B: Chemical.

[171]  Michael R Hamblin,et al.  Biomedical applications of nanoflares: Targeted intracellular fluorescence probes. , 2019, Nanomedicine : nanotechnology, biology, and medicine.

[172]  Shuo Wang,et al.  Sensing and intracellular imaging of Zn2+ based on affinity peptide using an aggregation induced emission fluorescence “switch-on” probe , 2018, Sensors and Actuators B: Chemical.

[173]  Shujuan Yu,et al.  Polymer composite fluorescent hydrogel film based on nitrogen-doped carbon dots and their application in the detection of Hg2+ ions. , 2017, Luminescence : the journal of biological and chemical luminescence.

[174]  Juyoung Yoon,et al.  Recent progress in the development of near-infrared fluorescent probes for bioimaging applications. , 2014, Chemical Society reviews.

[175]  J. K. Wood,et al.  Spiroadamantyl 1,2,4-trioxolane, 1,2,4-trioxane, and 1,2,4-trioxepane pairs: relationship between peroxide bond iron(II) reactivity, heme alkylation efficiency, and antimalarial activity. , 2009, Bioorganic & medicinal chemistry letters.

[176]  Xiaoling Zhang,et al.  A ratiometric fluorescent probe based on FRET for imaging Hg2+ ions in living cells. , 2008, Angewandte Chemie.

[177]  T. Govindaraju,et al.  Reaction-based probes for Co(II) and Cu(I) with dual output modes: fluorescence live cell imaging , 2013 .

[178]  Vivian Wing-Wah Yam,et al.  Luminescent cation sensors: from host-guest chemistry, supramolecular chemistry to reaction-based mechanisms. , 2015, Chemical Society reviews.

[179]  Weidong Fan,et al.  Ligand controlled structure of cadmium(II) metal-organic frameworks for fluorescence sensing of Fe3+ ion and nitroaromatic compounds , 2019, Chinese Chemical Letters.

[180]  Song Dang,et al.  A multi-responsive luminescent sensor towards Fe3+ and acetone based on a Cd-containing metal–organic framework , 2016 .

[181]  Jia Guo,et al.  A fluorescence "turn-on" chemodosimeter for Cu2+ in aqueous solution based on the ion promoted oxidation. , 2012, Dalton transactions.

[182]  Fanyong Yan,et al.  Rhodamine-aminopyridine based fluorescent sensors for Fe3+ in water: Synthesis, quantum chemical interpretation and living cell application , 2015 .

[183]  Xiaopeng Li,et al.  Host-guest assembly of squaraine dye in cucurbit[8]uril: its implication in fluorescent probe for mercury ions. , 2010, Chemical communications.

[184]  K. Rurack,et al.  Flipping the light switch 'on'--the design of sensor molecules that show cation-induced fluorescence enhancement with heavy and transition metal ions. , 2001, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[185]  Shu-Pao Wu,et al.  A rhodamine-based chemosensor with diphenylselenium for highly selective fluorescence turn-on detection of Hg2+ in vitro and in vivo , 2017 .

[186]  W. Nau,et al.  Ultrastable rhodamine with cucurbituril. , 2005, Angewandte Chemie.

[187]  Jingjing Guo,et al.  Ratiometric fluorescence sensor for Fe3+ ions detection based on quantum dot-doped hydrogel optical fiber , 2018, Sensors and Actuators B: Chemical.

[188]  S. Shafi,et al.  Chromogenic vesicles for aqueous detection and quantification of Hg2+/Cu2+ in real water samples , 2019, Journal of Molecular Liquids.

[189]  K. Ahn,et al.  A "reactive" ratiometric fluorescent probe for mercury species. , 2011, Organic letters.

[190]  Huan He,et al.  A reaction-based turn-on fluorescent sensor for the detection of Cu (II) with excellent sensitivity and selectivity: Synthesis, DFT calculations, kinetics and application in real water samples , 2019, Dyes and Pigments.

[191]  Zhiqian Guo,et al.  Near-infrared colorimetric and fluorescent Cu(2+) sensors based on indoline-benzothiadiazole derivatives via formation of radical cations. , 2013, ACS Applied Materials and Interfaces.

[192]  Liangqia Guo,et al.  Dual-mode unsymmetrical squaraine-based sensor for selective detection of Hg2+ in aqueous media. , 2011, Organic & biomolecular chemistry.

[193]  Juyoung Yoon,et al.  A bifunctional rhodamine derivative as chemosensor for recognizing Cu2+ and Hg2+ ions via different spectra , 2020 .

[194]  Hui He,et al.  Oxidative cyclization of N-acylhydrazones. Development of highly selective turn-on fluorescent chemodosimeters for Cu2+. , 2009, Organic & biomolecular chemistry.

[195]  Injae Shin,et al.  In vivo monitoring of mercury ions using a rhodamine-based molecular probe. , 2006, Journal of the American Chemical Society.

[196]  Joby Eldo,et al.  Improved photostability and fluorescence properties through polyfluorination of a cyanine dye. , 2004, Organic letters.

[197]  M. Guo,et al.  Reaction-based turn-on fluorescent probes with magnetic responses for Fe(2+) detection in live cells. , 2015, Dalton transactions.

[198]  Ying‐Hui Zhang,et al.  A water-stable lanthanide-coordination polymer with free Lewis site for fluorescent sensing of Fe3+ , 2019, Chinese Chemical Letters.