Peroxide-responsive Boronate ester-coupled Turn-on Fluorogenic Probes: Direct Linkers Supersede Self-immolative Linkers for Sensing Peroxides

We herein report a novel class of dual enzyme-responsive fluorogenic probes based on two orthogonal deprotection reactions via the “covalent assembly” principle. Sensing of two different enzymes (hydrolase and nitroreductase) through domino reactions, producing the push–pull backbone of a fluorescent 3-substituted 7-hydroxy-2-iminocoumarin dye, is reported.

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Fluorogenic probes for detecting deacylase and demethylase activity towards post-translationally-modified lysine residues

Chemical Science ◽

10.1039/d0sc06551j ◽

2021 ◽

Author(s):

Yuichiro Hori ◽

Miyako Nishiura ◽

Tomomi Tao ◽

Reisuke Baba ◽

Steven D. Bull ◽

...

Keyword(s):

Fluorescent Probes ◽

Transfer Reactions ◽

Turn On ◽

Lysine Residues ◽

Demethylase Activity ◽

Fluorogenic Probes

We developed “turn-on” fluorescent probes that detect enzymatic lysine deacylation and demethylation critical for epigenetic and other cellular phenomena, using intramolecular O- to N-ester transfer reactions.

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Sydnone-based turn-on fluorogenic probes for no-wash protein labeling and in-cell imaging

Chemical Communications ◽

10.1039/c9cc01458f ◽

2019 ◽

Vol 55 (31) ◽

pp. 4582-4585 ◽

Cited By ~ 14

Author(s):

Lucie Plougastel ◽

Manas R. Pattanayak ◽

Margaux Riomet ◽

Sarah Bregant ◽

Antoine Sallustrau ◽

...

Keyword(s):

Cell Imaging ◽

Cycloaddition Reaction ◽

Protein Labeling ◽

Turn On ◽

Fluorogenic Probes

Fluorogenic sydnone-based turn-on probes allow efficient labeling of proteins and cell imaging through a bioorthogonal strained promoted sydnone–alkyne cycloaddition reaction.

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The mechanisms of boronate ester formation and fluorescent turn-on in ortho-aminomethylphenylboronic acids

Nature Chemistry ◽

10.1038/s41557-019-0314-x ◽

2019 ◽

Vol 11 (9) ◽

pp. 768-778 ◽

Cited By ~ 28

Author(s):

Xiaolong Sun ◽

Brette M. Chapin ◽

Pedro Metola ◽

Byron Collins ◽

Binghe Wang ◽

...

Keyword(s):

Boronate Ester ◽

Turn On ◽

Ester Formation

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Turn-On Fluorogenic Probes for the Selective and Quantitative Detection of the Cyanide Anion from Natural Sources

Chemistry - An Asian Journal ◽

10.1002/asia.201300049 ◽

2013 ◽

Vol 8 (6) ◽

pp. 1271-1278 ◽

Cited By ~ 23

Author(s):

Teresa Gómez ◽

Daniel Moreno ◽

Borja Díaz de Greñu ◽

A. Cristina Fernández ◽

Teresa Rodríguez ◽

...

Keyword(s):

Quantitative Detection ◽

Natural Sources ◽

Cyanide Anion ◽

Turn On ◽

Fluorogenic Probes

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Ubiquinone-BODIPY nanoparticles for tumor redox-responsive fluorescence imaging and photodynamic activity

Journal of Materials Chemistry B ◽

10.1039/d0tb02529a ◽

2021 ◽

Author(s):

Byunghee Hwang ◽

Tae-Il Kim ◽

Hyunjin Kim ◽

Sungjin Jeon ◽

Yongdoo Choi ◽

...

Keyword(s):

Fluorescence Imaging ◽

Selective Activation ◽

Turn On ◽

Intracellular Environment ◽

Redox Responsive ◽

Photodynamic Activity

A ubiquinone-BODIPY photosensitizer self-assembles into nanoparticles (PS-Q-NPs) and undergoes selective activation within the highly reductive intracellular environment of tumors, resulting in “turn-on” fluorescence and photosensitizing activities.

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