scholarly journals Front Cover: Modification of Carbon Fibre Surfaces by Sulfur-Fluoride Exchange Click Chemistry (ChemPhysChem 23/2018)

ChemPhysChem ◽  
2018 ◽  
Vol 19 (23) ◽  
pp. 3171-3171
Author(s):  
James D. Randall ◽  
Daniel J. Eyckens ◽  
Filip Stojcevski ◽  
Paul S. Francis ◽  
Egan H. Doeven ◽  
...  
Keyword(s):  
Carbon Fibre ◽  
Click Chemistry ◽  
Front Cover ◽  
Sulfur Fluoride

scholarly journals Modification of Carbon Fibre Surfaces by Sulfur-Fluoride Exchange Click Chemistry

ChemPhysChem ◽  
2018 ◽  
Vol 19 (23) ◽  
pp. 3175-3175
Author(s):  
James D. Randall ◽  
Daniel J. Eyckens ◽  
Filip Stojcevski ◽  
Paul S. Francis ◽  
Egan H. Doeven ◽  
...  
Keyword(s):  
Carbon Fibre ◽  
Click Chemistry ◽  
Sulfur Fluoride

scholarly journals Modification of Carbon Fibre Surfaces by Sulfur-Fluoride Exchange Click Chemistry

ChemPhysChem ◽  
2018 ◽  
Vol 19 (23) ◽  
pp. 3176-3181 ◽  
Author(s):  
James D. Randall ◽  
Daniel J. Eyckens ◽  
Filip Stojcevski ◽  
Paul S. Francis ◽  
Egan H. Doeven ◽  
...  
Keyword(s):  
Carbon Fibre ◽  
Click Chemistry ◽  
Sulfur Fluoride

Click Chemistry Expedited Radiosynthesis: Sulfur [18F]fluoride Exchange of Aryl Fluorosulfates

2019 ◽  
Author(s):  
Qinheng Zheng ◽  
Hongtao Xu ◽  
Hua Wang ◽  
Wen-Ge Han Du ◽  
Nan Wang ◽  
...  
Keyword(s):  
Click Chemistry ◽  
High Performance ◽  
Isotopic Exchange ◽  
Tumor Imaging ◽  
Radiochemical Yield ◽  
Exchange Method ◽  
Molar Activity ◽  
Positron Emission ◽  
Sulfur Fluoride

The lack of simple, efficient [<sup>18</sup>F]fluorination processes and new target-specific organofluorine probes remains the major challenge of fluorine-18-based positron emission tomography (PET). We report here a fast isotopic exchange method for the radiosynthesis of aryl [<sup>18</sup>F]fluorosulfate based PET agents enabled by the emerging sulfur fluoride exchange (SuFEx) click chemistry. The method has been applied to the fully-automated <sup>18</sup>F-radiolabeling of twenty-five structurally diverse aryl fluorosulfates with excellent radiochemical yield (83–100%) and high molar activity (up to 281 GBq µmol<sup>–1</sup>) at room temperature in 30 seconds. The purification of radiotracers requires no time-consuming high-performance liquid chromatography (HPLC), but rather a simple cartridge filtration. The utility of aryl [<sup>18</sup>F]fluorosulfate is demonstrated by the <i>in vivo</i> tumor imaging by targeting poly(ADP-ribose) polymerase 1 (PARP1).

scholarly journals Front Cover: Induction of Planar Chirality Using Asymmetric Click Chemistry by a Novel Desymmetrisation of 1,3-Bisalkynyl Ferrocenes (Eur. J. Org. Chem. 43/2019)

2019 ◽  
Vol 2019 (43) ◽  
pp. 7186-7186
Author(s):  
Adam J. Wright ◽  
David L. Hughes ◽  
Phillip C. Bulman Page ◽  
G. Richard Stephenson
Keyword(s):  
Click Chemistry ◽  
Front Cover ◽  
Planar Chirality

scholarly journals [18F]SuFEx Click Chemistry Enabled Ultrafast Late-stage Radiosynthesis

2020 ◽  
Author(s):  
Qinheng Zheng ◽  
Hongtao Xu ◽  
Hua Wang ◽  
Wen-Ge Han Du ◽  
Nan Wang ◽  
...  
Keyword(s):  
Click Chemistry ◽  
High Performance ◽  
Isotopic Exchange ◽  
Tumor Imaging ◽  
Radiochemical Yield ◽  
Exchange Method ◽  
Molar Activity ◽  
Positron Emission ◽  
Sulfur Fluoride

The lack of simple, efficient [<sup>18</sup>F]fluorination processes and new target-specific organofluorine probes remains the major challenge of fluorine-18-based positron emission tomography (PET). We report here a fast isotopic exchange method for the radiosynthesis of aryl [<sup>18</sup>F]fluorosulfate based PET agents enabled by the emerging sulfur fluoride exchange (SuFEx) click chemistry. The method has been applied to the fully-automated <sup>18</sup>F-radiolabeling of twenty-five structurally diverse aryl fluorosulfates with excellent radiochemical yield (83–100%) and high molar activity (up to 281 GBq µmol<sup>–1</sup>) at room temperature in 30 seconds. The purification of radiotracers requires no time-consuming high-performance liquid chromatography (HPLC), but rather a simple cartridge filtration. The utility of aryl [<sup>18</sup>F]fluorosulfate is demonstrated by the <i>in vivo</i> tumor imaging by targeting poly(ADP-ribose) polymerase 1 (PARP1).

[18F]SuFEx Click Chemistry Enabled Ultrafast Late-stage Radiosynthesis

2020 ◽  
Author(s):  
Qinheng Zheng ◽  
Hongtao Xu ◽  
Hua Wang ◽  
Wen-Ge Han Du ◽  
Nan Wang ◽  
...  
Keyword(s):  
Click Chemistry ◽  
High Performance ◽  
Isotopic Exchange ◽  
Tumor Imaging ◽  
Radiochemical Yield ◽  
Exchange Method ◽  
Molar Activity ◽  
Positron Emission ◽  
Sulfur Fluoride

The lack of simple, efficient [<sup>18</sup>F]fluorination processes and new target-specific organofluorine probes remains the major challenge of fluorine-18-based positron emission tomography (PET). We report here a fast isotopic exchange method for the radiosynthesis of aryl [<sup>18</sup>F]fluorosulfate based PET agents enabled by the emerging sulfur fluoride exchange (SuFEx) click chemistry. The method has been applied to the fully-automated <sup>18</sup>F-radiolabeling of twenty-five structurally diverse aryl fluorosulfates with excellent radiochemical yield (83–100%) and high molar activity (up to 281 GBq µmol<sup>–1</sup>) at room temperature in 30 seconds. The purification of radiotracers requires no time-consuming high-performance liquid chromatography (HPLC), but rather a simple cartridge filtration. The utility of aryl [<sup>18</sup>F]fluorosulfate is demonstrated by the <i>in vivo</i> tumor imaging by targeting poly(ADP-ribose) polymerase 1 (PARP1).

Tailoring the fibre-to-matrix interface using click chemistry on carbon fibre surfaces

2017 ◽  
Vol 5 (22) ◽  
pp. 11204-11213 ◽  
Author(s):  
Linden Servinis ◽  
Kathleen M. Beggs ◽  
Thomas R. Gengenbach ◽  
Egan H. Doeven ◽  
Paul S. Francis ◽  
...  
Keyword(s):  
Surface Chemistry ◽  
Carbon Fibre ◽  
Click Chemistry ◽  
Chemical Reduction ◽  
Surface Characteristic ◽  
Diazonium Salts ◽  
Effective Strategy ◽  
Matrix Interface ◽  
Carbon Fibres

A convenient and effective strategy to control the surface chemistry of carbon fibres is presented, comprising electro-chemical reduction of aryl diazonium salts onto the surface, followed by ‘click chemistry’ to tether the desired surface characteristic of choice.

scholarly journals SuFEx-enabled, agnostic discovery of covalent inhibitors of human neutrophil elastase

2019 ◽  
Vol 116 (38) ◽  
pp. 18808-18814 ◽  
Author(s):  
Qinheng Zheng ◽  
Jordan L. Woehl ◽  
Seiya Kitamura ◽  
Diogo Santos-Martins ◽  
Christopher J. Smedley ◽  
...  
Keyword(s):  
Click Chemistry ◽  
Serine Protease ◽  
Neutrophil Elastase ◽  
Human Neutrophil ◽  
Cathepsin G ◽  
Human Neutrophil Elastase ◽  
Biological Assays ◽  
Covalent Inhibitors ◽  
Sulfur Fluoride ◽  
New Generation

Sulfur fluoride exchange (SuFEx) has emerged as the new generation of click chemistry. We report here a SuFEx-enabled, agnostic approach for the discovery and optimization of covalent inhibitors of human neutrophil elastase (hNE). Evaluation of our ever-growing collection of SuFExable compounds toward various biological assays unexpectedly revealed a selective and covalent hNE inhibitor: benzene-1,2-disulfonyl fluoride. Synthetic derivatization of the initial hit led to a more potent agent, 2-(fluorosulfonyl)phenyl fluorosulfate with IC50 0.24 μM and greater than 833-fold selectivity over the homologous neutrophil serine protease, cathepsin G. The optimized, yet simple benzenoid probe only modified active hNE and not its denatured form.

5 Sulfur Fluoride Exchange (SuFEx)

2022 ◽  
Author(s):  
M.-C. Giel ◽  
C. J. Smedley ◽  
J. E. Moses
Keyword(s):  
Click Chemistry ◽  
Oxidation State ◽  
High Oxidation State ◽  
Sulfuryl Fluoride ◽  
Metal Free ◽  
Sulfur Fluoride ◽  
New Generation ◽  
Sulfonyl Fluoride ◽  
Absolute Reliability ◽  
Generation Technology

AbstractSulfur Fluoride Exchange (SuFEx) click chemistry is a new generation technology for creating stable molecular connections with absolute reliability under metal-free conditions. SuFEx builds upon the fundamental principles of click chemistry by exploiting a unique blend of stability and latent reactivity of high oxidation state sulfur fluoride [e.g., S(VI)] functionalities to forge stable covalent linkages at connective SuFEx hubs. In this review, we focus mainly on the SuFEx hubs, sulfuryl fluoride (SO2F2), thionyl tetrafluoride (SOF4), ethenesulfonyl fluoride (ESF), 1-bromoethene-1-sulfonyl fluoride (BESF) and, 2-substituted alkyne-1-sulfonyl fluorides (SASFs). We describe each connector’s unique reactivity and their application to SuFEx click chemistry.

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