Fluorogenic iminosydnones: bioorthogonal tools for double turn-on click-and-release reactions

2020 ◽  
Vol 56 (52) ◽  
pp. 7183-7186
Author(s):  
Margaux Riomet ◽  
Karine Porte ◽  
Anne Wijkhuisen ◽  
Davide Audisio ◽  
Frédéric Taran
Keyword(s):  
Fluorescence Enhancement ◽  
Core Structure ◽  
Release Reaction ◽  
Turn On ◽  
In Cells

Iminosydnones are able to quench two fluorophores when connected to their core structure. Bioorthogonal click and release reaction with cyclooctynes provokes significant fluorescence enhancement of the two products, allowing their tracking in cells.

scholarly journals A 7-Hydroxybenzoxazinone-Containing Fluorescence Turn-On Probe for Biothiols and Its Bioimaging Applications

Molecules ◽  
2019 ◽  
Vol 24 (17) ◽  
pp. 3102 ◽  
Author(s):  
Bin Li ◽  
Datong Zhang ◽  
Ruibing An ◽  
Yaling Zhu
Keyword(s):  
Amino Acids ◽  
Detection Limit ◽  
High Resistance ◽  
Hela Cells ◽  
Fluorescence Enhancement ◽  
Stokes Shift ◽  
Potential Utility ◽  
Strong Fluorescence ◽  
Turn On ◽  
Fluorescence Turn On

In this work, a novel 7-hydroxybenzoxazinone-based fluorescent probe (PBD) for the selective sensing of biothiols is reported. Upon treatment with biothiols, PBD shows a strong fluorescence enhancement (up to 70-fold) and a large Stokes shift (155 nm). Meanwhile, this probe exhibits high resistance to interference from other amino acids and competing species. PBD features good linearity ranges with a low detection limit of 14.5 nM for glutathione (GSH), 17.5 nM for cysteine (Cys), and 80.0 nM for homocysteine (Hcy), respectively. Finally, the potential utility of this probe for biothiol sensing in living HeLa cells is demonstrated.

A novel ratiometric and turn-on fluorescent coumarin-based probe for Fe(iii)

2019 ◽  
Vol 43 (30) ◽  
pp. 12032-12041 ◽  
Author(s):  
Tiziana Pivetta ◽  
Sebastiano Masuri ◽  
Maria Grazia Cabiddu ◽  
Claudia Caltagirone ◽  
Anna Pintus ◽  
...  
Keyword(s):  
Fluorescence Enhancement ◽  
Fluorescent Chemosensor ◽  
Turn On

6-Methoxy-3-(pyridin-2-yl)-2H-chromen-2-one exhibited fluorescence enhancement in the presence of Fe(iii). This molecule was a selective fluorescent chemosensor for Fe(iii).

A fluorescent turn-on probe for cyanide anion detection based on an AIE active cobalt(ii) complex

2018 ◽  
Vol 47 (6) ◽  
pp. 2079-2085 ◽  
Author(s):  
Moustafa T. Gabr ◽  
F. Christopher Pigge
Keyword(s):  
Aqueous Solution ◽  
Fluorescence Enhancement ◽  
Anion Detection ◽  
Cyanide Anion ◽  
Turn On

A Co(ii) complex based on an AIE-active tetraarylethylene ligand displays selective fluorescence enhancement in the presence of cyanide anion in aqueous solution.

A highly selective turn-on fluorescent sensor for fluoride and its application in imaging of living cells

2014 ◽  
Vol 38 (12) ◽  
pp. 6198-6204 ◽  
Author(s):  
Jiun-Ting Yeh ◽  
Parthiban Venkatesan ◽  
Shu-Pao Wu
Keyword(s):  
Fluorescent Probe ◽  
Fluorescence Enhancement ◽  
Fluorescent Sensor ◽  
Living Cells ◽  
Green Fluorescence ◽  
Turn On ◽  
Highly Sensitive

A highly sensitive and selective fluorescent probe (FS) is based on a fluoride-specific desilylation reaction to yield a significant green fluorescence enhancement.

A novel turn-on Schiff-base fluorescent sensor for aluminum(iii) ions in living cells

RSC Advances ◽  
2015 ◽  
Vol 5 (129) ◽  
pp. 107012-107019 ◽  
Author(s):  
Jianfei Tian ◽  
Xiaxia Yan ◽  
Hui Yang ◽  
Fuli Tian
Keyword(s):  
Schiff Base ◽  
Metal Ions ◽  
High Selectivity ◽  
Fluorescence Enhancement ◽  
Fluorescent Sensor ◽  
Living Cells ◽  
Excitation Wavelength ◽  
Turn On

Quinoline Schiff base L exhibits a more than 38-fold fluorescence enhancement after addition of Al3+ ions at an excitation wavelength of 373 nm, and shows a high selectivity for Al3+ over other metal ions.

scholarly journals Selective cadmium fluorescence probe based on bis-heterocyclic molecule and its imaging in cells

2021 ◽  
Author(s):  
Masayori Hagimori ◽  
Yasushi Karimine ◽  
Naoko Mizuyama ◽  
Fumiko Hara ◽  
Takeshi Fujino ◽  
...  
Keyword(s):  
Fluorescence Probe ◽  
Living Cells ◽  
Cell Membrane Permeability ◽  
Fluorescence Probes ◽  
Low Molecular Weight ◽  
Biological Applications ◽  
Turn On ◽  
Heterocyclic Molecule ◽  
Heterocyclic Moiety ◽  
In Cells

Abstract Fluorescence probes that selectively image cadmium are useful for detecting and tracking the amount of Cd2+ in cells and tissues. In this study, we designed and synthesized a novel Cd2+ fluorescence probe based on the pyridine-pyrimidine structure, 4-(methylsulfanyl)-6-(pyridin-2-yl)pyrimidin-2-amine (3), as a low-molecular-weight fluorescence probe for Cd2+. Compound 3 could successfully discriminate between Cd2+ and Zn2+ and exhibited a highly selective turn-on response toward Cd2+ over biologically related metal ions. The dissociation constant and detection limit of 5.4 x 10− 6 mol L− 1 and 4.4 × 10− 7 mol L− 1, respectively, were calculated using fluorescence titration experiments. Studies with closely related analogs showed that the bis-heterocyclic moiety of 3 acted as both a coordination site for Cd2+ and a fluorophore. Further, the methylsulfanyl group of compound 3 is essential for achieving selective and sensitive Cd2+ detection. Fluorescence microscopy studies using living cells revealed that the cell membrane permeability of compound 3 is sufficient to detect intracellular Cd2+. These results indicate that novel bis-heterocyclic molecule 3 has considerable potential as a fluorescence probe for Cd2+ in biological applications.

Synthesis and evaluation of turn-on fluorescent probes for imaging steroid sulfatase activities in cells

2014 ◽  
Vol 50 (46) ◽  
pp. 6116-6119 ◽  
Author(s):  
Chih-Hsuan Tai ◽  
Chun-Ping Lu ◽  
Shih-Hsiung Wu ◽  
Lee-Chiang Lo
Keyword(s):  
Fluorescent Probes ◽  
Steroid Sulfatase ◽  
Turn On ◽  
Fluorescence Turn On ◽  
In Cells

A self-immobilizing probe with the coumarin moiety is designed to detect the human steroid sulfatase intracellularly by fluorescence turn-on imaging.

Self-assembled nanofibers of perylene diimide for the detection of hypochlorite in water, bio-fluids and solid-state: exogenous and endogenous bioimaging of hypochlorite in cells

2020 ◽  
Vol 8 (1) ◽  
pp. 125-135 ◽  
Author(s):  
Kapil Kumar ◽  
Sandeep Kaur ◽  
Satwinderjeet Kaur ◽  
Gaurav Bhargava ◽  
Subodh Kumar ◽  
...  
Keyword(s):  
Solid State ◽  
Perylene Diimide ◽  
Fluorescence Response ◽  
Turn On ◽  
Self Assembled ◽  
In Cells

PDI–DAMN shows the disintegration of nanofibers into flake-like aggregates with ‘turn-on’ fluorescence response on the addition of ClO− in solid-state, bio-fluids and MG-63 cells.

scholarly journals Coplanarity driven fluorescence turn-on sensor for chromium(iii) and its application for bio-imaging

2018 ◽  
Vol 17 (2) ◽  
pp. 239-244 ◽  
Author(s):  
G. Balamurugan ◽  
S. Velmathi
Keyword(s):  
Hela Cells ◽  
Live Cell Imaging ◽  
Cell Imaging ◽  
Fluorescence Enhancement ◽  
Live Cell ◽  
Turn On ◽  
Bio Imaging ◽  
Heteroaromatic Aldehyde ◽  
Fluorescence Turn On

The sensing behaviour of benzimidazole and thiozole derivatives from heteroaromatic aldehyde was studied towards various cations and anions. S1 showed selectivity towards Cr3+ with fluorescence enhancement and live cell imaging of Hela cells was successfully demonstrated.

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