A systematic study of protein labeling by fluorogenic probes using cysteine targeting vinyl sulfone-cyclooctyne tags

2016 ◽  
Vol 14 (25) ◽  
pp. 6071-6078 ◽  
Author(s):  
B. Söveges ◽  
T. Imre ◽  
T. Szende ◽  
Á. L. Póti ◽  
G. B. Cserép ◽  
...  

Protein labeling by cycloocytynylated vinyl sulfone linkers is fast and thiol-selective, and subsequent click reaction with fluorogenic azides generates intensive fluorescence.

2016 ◽  
Vol 14 (38) ◽  
pp. 9158-9158
Author(s):  
B. Söveges ◽  
T. Imre ◽  
T. Szende ◽  
Á. L. Póti ◽  
G. B. Cserép ◽  
...  

Correction for ‘A systematic study of protein labeling by fluorogenic probes using cysteine targeting vinyl sulfone-cyclooctyne tags’ by B. Söveges, et al., Org. Biomol. Chem., 2016, 14, 6071–6078.


2019 ◽  
Vol 24 (4) ◽  
pp. 443-455 ◽  
Author(s):  
Shahi Imam Reja ◽  
Masafumi Minoshima ◽  
Yuichiro Hori ◽  
Kazuya Kikuchi

2020 ◽  
Author(s):  
Sébastien Jenni ◽  
Flavien Ponsot ◽  
Pierre Baroux ◽  
Lucille Collard ◽  
Takayuki Ikeno ◽  
...  

The ever-growing demand for fluorogenic dyes usable in the rapid construction of analyte-responsive fluorescent probes, has recently contributed to a revival of interest in the chemistry of diketopyrrolopyrrole (DPP) pigments. In this context, we have explored the potential of symmetrical and unsymmetrical DPP derivatives bearing two or one 4-pyridyl substituents acting as optically tunable group(s). The unique fluorogenic behavior of these molecules, closely linked to N-substitution/charge state of their pyridine unit (i.e., neutral pyridine or cationic pyridinium), has been used to design DPP-based fluorescent probes for detection of hypoxia-related redox enzymes and penicillin G acylase (PGA). In this paper, we describe synthesis, spectral characterization and bioanalytical validations of these probes. Dramatic differences in terms of aqueous stability and enzymatic fluorescence activation were observed. This systematic study enables to delineate the scope of application of pyridine-flanked DPP fluorophores in the field of enzyme biosensing.


2014 ◽  
Vol 50 (66) ◽  
pp. 9376-9378 ◽  
Author(s):  
Lucie Plougastel ◽  
Oleksandr Koniev ◽  
Simon Specklin ◽  
Elodie Decuypere ◽  
Christophe Créminon ◽  
...  

4-Halogeno-sydnones were found to be efficient dipole partners for the strain promoted click reaction with bicyclo-[6.1.0]-nonyne. This bioorthogonal reaction has been applied to protein labeling.


2018 ◽  
Vol 54 (76) ◽  
pp. 10758-10761 ◽  
Author(s):  
Elodie Decuypère ◽  
Margaux Riomet ◽  
Antoine Sallustrau ◽  
Sarah Bregant ◽  
Robert Thai ◽  
...  

Sydnone-coumarin compounds are interesting turn-on fluorogenic probes for protein labeling.


2014 ◽  
Vol 126 (50) ◽  
pp. 14005-14008 ◽  
Author(s):  
Yingche Chen ◽  
Christopher M. Clouthier ◽  
Kelvin Tsao ◽  
Miroslava Strmiskova ◽  
Hugo Lachance ◽  
...  

2021 ◽  
Vol 47 (3) ◽  
pp. 734-740
Author(s):  
V. A. Brylev ◽  
I. L. Lysenko ◽  
E. A. Kokin ◽  
Y. V. Martynenko-Makaev ◽  
D. Y. Ryazantsev ◽  
...  

Abstract— An azido-derivative of a fluorescein bifluorophore was obtained and used for the synthesis of “molecular beacon”-type oligonucleotide fluorogenic probes for RT-PCR. Eight probe variants were synthesized based on an optimized sequence: with one or two quencher residues at the 3'-end, with a single or bifluorophore fluorescein label attached to 5'-end using modifying phosphoramidites (short linker) or “click reaction” (long linker). Comparison of probes in RT-PCR showed that probes with a doubled quencher (single fluorescein on a short linker) and doubled dye on a short linker (single dye) are somewhat superior in sensitivity to a standard probe (single quencher, single dye on a short linker) by the value of ΔCt = 1–2.


The Analyst ◽  
2021 ◽  
Author(s):  
Song Liu ◽  
Han Su ◽  
Lingli Bu ◽  
Jiangyu Yan ◽  
Guorui Li ◽  
...  

Probes based on the intramolecular tetrazole-ene photo-click reaction were developed for the in situ fluorescence imaging of mitochondria and lysosomes in living cells.


2017 ◽  
Vol 28 (10) ◽  
pp. 1911-1915 ◽  
Author(s):  
Shuang Leng ◽  
Qing-Long Qiao ◽  
Yue Gao ◽  
Lu Miao ◽  
Wu-Guo Deng ◽  
...  

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