A Sensitive Probe for the Detection of Zn(II) by Time-Resolved Fluorescence

Royzen, Maksim; Durandin, Alexander; Young, Victor G.; Geacintov, Nicholas E.; Canary, James W.

doi:10.1021/ja056631g

Cited by 187 publications

(88 citation statements)

References 27 publications

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“…Based on such chelation enhanced fluorescence (CHEF) mechanism, many zinc chemosensors have been designed. [12][13][14][15][16] The structure of a typical cation chemosensor is usually composed of two parts: an ion recognition and a signal transduction units. 8 We herein report an atypical fluorescence chemosensor where only benzene rings act as fluorophores and alcoholic and phenolic hydroxyls as ion recognition units (Figure 1).…”

mentioning

confidence: 99%

A phenol-based compartmental ligand as a potential chemosensor for zinc(ii) cations

Chen¹,

Cao²,

Wang³

et al. 2009

J. Braz. Chem. Soc.

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O ligante compartimental 2,6-bis(2-hidroxibenzil-2-hidroxietilamino) metil-4-metilfenol (L) foi sintetizado como um sensor químico em potencial para íons Zn 2+ . A base L coordena dois cátions Zn 2+ em metanol-água, formando um complexo dinuclear cuja formulação foi confirmada por espectrometria de massas com ionização por "electrospray" (ESI-MS) e pelo gráfico de Job. A fluorescência de L é notavelmente aumentada por Zn 2+ em comparação com os íons K + , Ca 2+ , Mg 2+ , Cu 2+ , Pb 2+ , Mn 2+ , Fe 3+ , Fe 2+ , Co 2+ , Cd 2+ e Ni 2+ . Isto se deve ao fato de que a complexação do íon Zn 2+ a L interrompe o processo de transferência eletrônica fotoinduzida e aumenta a rigidez do esqueleto molecular de L. Observou-se ainda que a fluorescência de L é fortemente dependente da acidez e da polaridade dos solventes. Este composto poderá ser utilizado como uma sonda sensível a íons Zn 2+ em solventes polares próticos, após uma modificação estrutural adequada.An "end-off"-type compartmental Lewis base, 2,6-bis(2-hydroxybenzyl-2-hydroxyethylamino) methyl-4-methylphenol (L), was synthesized as a potential chemosensor for Zn 2+ ions. L coordinates two Zn 2+ cations in methanol-water solution, forming a dinuclear complex whose formulation was confirmed by ESI-MS spectroscopy and Job's plot. The fluorescence of L is remarkably enhanced by Zn 2+ as compared with K + , Ca 2+ , Mg 2+ , Cu 2+ , Pb 2+ , Mn 2+ , Fe 3+ , Fe 2+ , Co 2+ , Cd 2+ and Ni 2+ ions. The fluorescence enhancement is attributed to the complexation of Zn 2+ with L, which interrupts the photoinduced electron transfer process and rigidifies the molecular skeleton of L. The fluorescence of L is greatly dependent on the acidity and polarity of the solvents. This compound may be used as a probe to sense Zn 2+ ion in polar protic solvents after proper modification.Keywords: chemosensor, fluorescence mechanism, phenol derivative, solvent effects, zinc(II) IntroductionZinc(II) ions play vital roles in a wide range of physiological processes. Deficiency or imbalance of Zn 2+ within the human body can lead to a variety of diseases. 1 Hence the development of selective zinc chemosensors is of great importance for tracking the Zn 2+ status in biological systems. 2 Fluorescence chemosensors based on photoinduced electron transfer (PET), 3 intramolecular charge transfer (ICT), 4 excited-state intramolecular proton transfer (ESIPT), 5 and fluorescence resonance energy transfer (FRET) mechanisms have been developed for this purpose in the past years. 2,6-10 Nevertheless, none of them completely satisfies the criteria for a biosystemoriented chemosensor. Therefore, efforts to design novel zinc probes are still needed.Structural factors, such as molecular rigidity, could produce significant influence on the fluorescence efficiency of a chemosensor. An increase in planarity and a decrease in torsion may benefit the chemosensor to enhance its fluorescence. 11 As a metal ion binds to a chemosensor, the molecular rigidity is enhanced and the above mentioned transfer processes are poss...

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confidence: 99%

A phenol-based compartmental ligand as a potential chemosensor for zinc(ii) cations

Chen¹,

Cao²,

Wang³

et al. 2009

J. Braz. Chem. Soc.

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“…Intriguingly, lowering the denticity through direct conjugation of 47 to the vinylenephenylene-extended BODIPY fluorophore [76] or increasing the denticity through direct conjugation of 54 to the coumarin derivative [77] produces Cd 2+ -selective chelates 67 and 68, respectively, which operate by the internal charge transfer (ICT) mechanism. On the other hand, fluorescence sensor 69 built with the tris(2-pytidylmethyl)amine (TPA) (48) system [78] or 70 modified with the bidentate 8-HQ (55) shows a ratiometric response to Zn 2+ [79]. A pentadentate ligand 71 built on the N5 chelate motif 53 responds to Zn 2+ by the ICT mechanism [80].…”

Section: Strategymentioning

confidence: 99%

Metal Chelation Chemistry

Lee

2011

Chemosensors

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“…7 In recent decades, many methods have been developed to apply to mercury detection including graphite furnace atomic absorption spectrometry, atomic emission spectrometry, inductively coupled plasma atomic emission spectrometry and electrochemical methods. [8][9][10][11][12] The major disadvantages of these detection techniques are expensive and time-consuming. Conversely, optical detection gives its priority to easy operability and high sensitivity.…”

Section: Introductionmentioning

confidence: 99%

A novel rhodamine-based fluorescence chemosensor containing polyether for mercury (II) ions in aqueous solution

Du¹,

Cheng²,

Shu³

et al. 2017

Quim. Nova

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publicado na web em 01/06/2017 A novel rhodamine-based Hg 2+ chemosensor P2 containing polyether was readily synthesized and investigated, which displayed high selectivity and sensitivity for Hg 2+ . Because of good water-solubility of polyther, the rhodamine-based chemosensor containing polyether can be used in aqueous solution. The sensor responded rapidly to Hg 2+ in pure water solutions with a 1:1 stoichiometry. Meanwhile, it indicated excellent adaptability and also the responsiveness.

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A Sensitive Probe for the Detection of Zn(II) by Time-Resolved Fluorescence

Cited by 187 publications

References 27 publications

A phenol-based compartmental ligand as a potential chemosensor for zinc(ii) cations

A phenol-based compartmental ligand as a potential chemosensor for zinc(ii) cations

Metal Chelation Chemistry

A novel rhodamine-based fluorescence chemosensor containing polyether for mercury (II) ions in aqueous solution

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