A new acetal as a fluorescent probe for highly selective detection of Fe3+ and its application in bioimaging

Abstract A simple fluorescent probe L for Fe3+ was easily synthesized based on anthracene. Among the various metal ions including Fe2+, this probe exhibited high sensitivity and good selectivity toward Fe3+ with turn-off fluorescence mode in DMSO-HEPES buffer solution (20 mM, pH = 7.0, 1:1 (v/v)). When adequate Fe3+ ion was added into the solution of probe L, its molecular structure transferred from anthraldehyde dimethyl acetal to anthraldehyde, resulting in fluorescence quenching with a low detection limit of 3.08 μM. 1H NMR spectra and TLC analysis further supported this concept. Finally, this probe was successfully applied in bioimaging.

• Publication year

  2019

• Venue

  Chemistry Physics

• Publication date

  2019-11-01

• Fields of study

  Biology, Chemistry

• Identifiers
  DOI 10.1016/J.CHEMPHYS.2019.110470
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• A novel fluorescent and colorimetric probe for cascade selective detection of Fe(III) and pyrophosphate based on a click generated cyclic steroid–rhodamine conjugate

  2018cited by this paper
• Highly selective on-off fluorescence recognition of Fe3+ based on a coumarin derivative and its application in live-cell imaging.

  2018cited by this paper
• Fluorescence turn-on NapTp in CTAB micelles for efficient detecting ferric ions in aqueous system

  2018cited by this paper
• Design and synthesis of a novel tripod rhodamine derivative for trivalent metal ions detection

  2018cited by this paper
• Acridine-based fluorescence chemosensors for selective sensing of Fe3+ and Ni2+ ions.

  2018cited by this paper
• A glycosylation strategy to develop a low toxic naphthalimide fluorescent probe for the detection of Fe3+ in aqueous medium.

  2017cited by this paper
• Bi-functional fluorescent polymer dots: a one-step synthesis via controlled hydrothermal treatment and application as probes for the detection of temperature and Fe3+

  2017cited by this paper
• A fluorescein-based chemosensor for relay fluorescence recognition of Cu(ii) ions and biothiols in water and its applications to a molecular logic gate and living cell imaging.

  2017cited by this paper
• Fluorescent probe for Fe(III) with high selectivity and its application in living cells

  2017cited by this paper
• A solvent-tuning fluorescence sensor for In(III) and Al(III) ions and its bioimaging application

  2017cited by this paper
• Dual-functional recyclable luminescent sensors based on 2D lanthanide-based metal-organic frameworks for highly sensitive detection of Fe 3+ and 2,4-dinitrophenol

  2017cited by this paper
• Bis-triazolylated-1,4-dihydropyridine - Highly selective hydrophilic fluorescent probe for detection of Fe3+

  2017cited by this paper
• A dual-response quinoline-based fluorescent sensor for the detection of Copper (II) and Iron(III) ions in aqueous medium

  2017cited by this paper
• A colorimetric Fe3+ sensor based on an anionic poly(3,4-propylenedioxythiophene) derivative

  2017cited by this paper
• Two fluorescein-based chemosensors for the fast detection of 2,4,6-trinitrophenol (TNP) in water.

  2017cited by this paper
• A Series of Fluorescent and Colorimetric Chemodosimeters for Selective Recognition of Cyanide Based on the FRET Mechanism.

  2017cited by this paper
• Fluorescein-Based Chromogenic and Ratiometric Fluorescence Probe for Highly Selective Detection of Cysteine and Its Application in Bioimaging.

  2017cited by this paper
• A highly selective fluorescent probe for Fe3+ in living cells: a stress induced cell based model study.

  2017cited by this paper
• Fluorescent oligomer as a chemosensor for the label-free detection of Fe(3+) and dopamine with selectivity and sensitivity.

  2016cited by this paper
• Self-Assembly of Fluorescent Organic Nanoparticles for Iron(III) Sensing and Cellular Imaging.

  2016cited by this paper
• A novel colorimetric and turn-on fluorescent chemosensor for iron(III) ion detection and its application to cellular imaging.

  2016cited by this paper
• Anthracene excimer-based "turn on" fluorescent sensor for Cr(3+) and Fe(3+) ions: Its application to living cells.

  2016cited by this paper
• Cascade OFF–ON–OFF fluorescent probe: Dual detection of Fe3+ ions and thiols

  2016cited by this paper
• 2-Pyridylthiazole derivative as ICT-based ratiometric fluorescent sensor for Fe(III)

  2016cited by this paper
• A diarylethene-based fluorescent chemosensor for the sequential recognition of Fe3+ and cysteine

  2016cited by this paper
• A fluorescent probe for the Fe3+ ion pool in endoplasmic reticulum in liver cells

  2016cited by this paper
• 3D Lanthanide Metal–Organic Frameworks Based on Mono-, Tri-, and Heterometallic Tetranuclear Clusters as Highly Selective and Sensitive Luminescent Sensor for Fe3+ and Cu2+ Ions

  2016cited by this paper
• Arene-based fluorescent probes for the selective detection of iron

  2015cited by this paper
• A new rhodamine-based chemosensor for turn-on fluorescent detection of Fe3+

  2015cited by this paper
• 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.

  2015cited by this paper
• Fluorescence detection of Fe(3+) ions in aqueous solution and living cells based on a high selectivity and sensitivity chemosensor.

  2015cited by this paper
• Comparative study for N and S doped carbon dots: Synthesis, characterization and applications for Fe(3+) probe and cellular imaging.

  2015cited by this paper
• A ratiometric fluorescent probe for iron(III) and its application for detection of iron(III) in human blood serum.

  2014cited by this paper
• Cascade OFF–ON–OFF fluorescent probe: dual detection of trivalent ions and phosphate ions

  2014cited by this paper
• Fluorescent Sensors for Measuring Metal Ions in Living Systems

  2014cited by this paper
• A new Rhodamine B-based 'on-off' chemical sensor with high selectivity and sensitivity toward Fe(3+) and its imaging in living cells.

  2014cited by this paper
• Novel BODIPY-based fluorescence turn-on sensor for Fe3+ and its bioimaging application in living cells.

  2014cited by this paper
• Coumarin-derived Fe3+-selective fluorescent turn-off chemosensors: synthesis, properties, and applications in living cells

  2014cited by this paper
• FRET-based ratiometric fluorescent probes for selective Fe3+ sensing and their applications in mitochondria.

  2013cited by this paper
• A highly sensitive and selective fluorescent probe for Fe3+ based on 2-(2-hydroxyphenyl)benzothiazole

  2013cited by this paper
• A naphthalimide–quinoline based probe for selective, fluorescence ratiometric sensing of trivalent ions

  2013cited by this paper
• A red fluorescence 'off-on' molecular switch for selective detection of Al3+, Fe3+ and Cr3+: experimental and theoretical studies along with living cell imaging.

  2013cited by this paper
• Fluorenylidene bridged cyclotriphosphazenes: 'turn-off' fluorescence probe for Cu(2+) and Fe(3+) ions.

  2013cited by this paper
• Genetics and iron in the systems biology of Parkinson's disease and some related disorders.

  2013cited by this paper
• CHEF induced highly selective and sensitive turn-on fluorogenic and colorimetric sensor for Fe3+.

  2013cited by this paper
• Quinoline driven fluorescence turn on 1,3-bis-calix[4]arene conjugate-based receptor to discriminate Fe3+ from Fe2+.

  2013cited by this paper
• A turn-on fluorescent probe based on hydroxylamine oxidation for detecting ferric ion selectively in living cells.

  2012cited by this paper
• Iron(III) selective molecular and supramolecular fluorescent probes.

  2012cited by this paper
• One-step synthesis of amino-functionalized fluorescent carbon nanoparticles by hydrothermal carbonization of chitosan.

  2012cited by this paper
• A colorimetric and fluorescent chemosensor for the detection of an explosive--2,4,6-trinitrophenol (TNP).

  2011cited by this paper
• Determination of total and dissolved amount of iron in water samples using catalytic spectrophotometric flow injection analysis.

  2006cited by this paper
• Chromatographic determination of Fe chelated by ethylenediamine-N-(o-hydroxyphenylacetic)-N'-(p-hydroxyphenylacetic) acid in commercial EDDHA/Fe3+ fertilizers.

  2006cited by this paper
• On the development of sensor molecules that display Fe(III)-amplified fluorescence.

  2005cited by this paper
• Determination of ultratrace elements in natural waters by solid-phase extraction and atomic spectrometry methods

  2003cited by this paper
• 9-Anthraldehyde acetals as protecting groups.

  2003cited by this paper
• An efficient protection of carbonyls and deprotection of acetals using decaborane

  2002cited by this paper
• Determination of iron in seawater by high-resolution isotope dilution inductively coupled plasma mass spectrometry after Mg(OH) 2 coprecipitation

  1998cited by this paper
• Rotational isomerism and atropisomerism in acetal derivatives of 1,2,3,4-tetrafluorotriptycene-9-carbaldehyde

  1992cited by this paper

• Small-Molecule Fluorescent Probes for Binding- and Activity-Based Sensing of Redox-Active Biological Metals.

  2024cites this paper
• Rapid, Sensitive, and Selective "ON–OFF" Detection of Fe3+ Ions Using Novel Acetalophanes and Their Applications in Real Samples

  2024cites this paper
• A Naphthalenecarboxamide Based Fluorescent Sensor for Selective Detection of Fe3+ and Cn‾: Live Cell Imaging and Inhibit Logic Gate Operation

  2023cites this paper
• Fluorogenic In Situ Thioacetalization: Expanding the Chemical Space of Fluorescent Probes, Including Unorthodox, Bifurcated, and Mechanosensitive Chalcogen Bonds

  2023cites this paper
• A Pyrazole Derived “Off-on-Off” Fluorescence Sensor for Sequential Detection of Al3+ and Fe3+

  2023cites this paper
• Synthesis, fabrication and properties research of CS-mPEG-AN nanocomposite

  2022cites this paper
• Synthesis and bioimaging of a BODIPY-based fluorescence quenching probe for Fe3+

  2022cites this paper
• A simple and efficient fluorescent probe based on 1,8-naphthalimide – Ebselen for selectively detecting H2S in living cells

  2022cites this paper
• B-GQDs@GSH as a Highly Selective and Sensitive Fluorescent Probe for the Detection of Fe^3+ in Water Samples and Intracellular

  2022cites this paper
• The research progress of organic fluorescent probe applied in food and drinking water detection

  2021cites this paper
• Design and synthesis of a solvent-dependent fluorescent probe for dual selective detection of Mg2+ ion and Zn2+ ion

  2021cites this paper
• Practical acetalization and transacetalization of carbonyl compounds catalyzed by recyclable PVP-I

  2021cites this paper
• A novel [1,2,4]triazolo[1,5-a]pyrimidine derivative as a fluorescence probe for specific detection of Fe3+ ions and application in cell imaging.

  2021cites this paper
• Fluorescent probes for iron, heme, and related enzymes

  2020cites this paper
• A BODIPY-based enhanced fluorescent probe for identifying Fe3+ in aqueous solution and its application

  year unknowncites this paper