Profiling Sulfur(VI) Fluorides as Reactive Functionalities for Chemical Biology Tools and Expansion of the Ligandable Proteome

[Image: see text] Here, we report a comprehensive profiling of sulfur(VI) fluorides (S(VI)-Fs) as reactive groups for chemical biology applications. S(VI)-Fs are reactive functionalities that modify lysine, tyrosine, histidine, and serine sidechains. A panel of S(VI)-Fs were studied with respect to...

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Autores principales: Gilbert, Katharine E., Vuorinen, Aini, Aatkar, Arron, Pogány, Peter, Pettinger, Jonathan, Grant, Emma K., Kirkpatrick, Joanna M., Rittinger, Katrin, House, David, Burley, Glenn A., Bush, Jacob T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9942091/
https://www.ncbi.nlm.nih.gov/pubmed/36649130
http://dx.doi.org/10.1021/acschembio.2c00633
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author Gilbert, Katharine E.
Vuorinen, Aini
Aatkar, Arron
Pogány, Peter
Pettinger, Jonathan
Grant, Emma K.
Kirkpatrick, Joanna M.
Rittinger, Katrin
House, David
Burley, Glenn A.
Bush, Jacob T.
author_facet Gilbert, Katharine E.
Vuorinen, Aini
Aatkar, Arron
Pogány, Peter
Pettinger, Jonathan
Grant, Emma K.
Kirkpatrick, Joanna M.
Rittinger, Katrin
House, David
Burley, Glenn A.
Bush, Jacob T.
author_sort Gilbert, Katharine E.
collection PubMed
description [Image: see text] Here, we report a comprehensive profiling of sulfur(VI) fluorides (S(VI)-Fs) as reactive groups for chemical biology applications. S(VI)-Fs are reactive functionalities that modify lysine, tyrosine, histidine, and serine sidechains. A panel of S(VI)-Fs were studied with respect to hydrolytic stability and reactivity with nucleophilic amino acid sidechains. The use of S(VI)-Fs to covalently modify carbonic anhydrase II (CAII) and a range of kinases was then investigated. Finally, the S(VI)-F panel was used in live cell chemoproteomic workflows, identifying novel protein targets based on the type of S(VI)-F used. This work highlights how S(VI)-F reactivity can be used as a tool to expand the liganded proteome.
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spelling pubmed-99420912023-02-22 Profiling Sulfur(VI) Fluorides as Reactive Functionalities for Chemical Biology Tools and Expansion of the Ligandable Proteome Gilbert, Katharine E. Vuorinen, Aini Aatkar, Arron Pogány, Peter Pettinger, Jonathan Grant, Emma K. Kirkpatrick, Joanna M. Rittinger, Katrin House, David Burley, Glenn A. Bush, Jacob T. ACS Chem Biol [Image: see text] Here, we report a comprehensive profiling of sulfur(VI) fluorides (S(VI)-Fs) as reactive groups for chemical biology applications. S(VI)-Fs are reactive functionalities that modify lysine, tyrosine, histidine, and serine sidechains. A panel of S(VI)-Fs were studied with respect to hydrolytic stability and reactivity with nucleophilic amino acid sidechains. The use of S(VI)-Fs to covalently modify carbonic anhydrase II (CAII) and a range of kinases was then investigated. Finally, the S(VI)-F panel was used in live cell chemoproteomic workflows, identifying novel protein targets based on the type of S(VI)-F used. This work highlights how S(VI)-F reactivity can be used as a tool to expand the liganded proteome. American Chemical Society 2023-01-17 /pmc/articles/PMC9942091/ /pubmed/36649130 http://dx.doi.org/10.1021/acschembio.2c00633 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Gilbert, Katharine E.
Vuorinen, Aini
Aatkar, Arron
Pogány, Peter
Pettinger, Jonathan
Grant, Emma K.
Kirkpatrick, Joanna M.
Rittinger, Katrin
House, David
Burley, Glenn A.
Bush, Jacob T.
Profiling Sulfur(VI) Fluorides as Reactive Functionalities for Chemical Biology Tools and Expansion of the Ligandable Proteome
title Profiling Sulfur(VI) Fluorides as Reactive Functionalities for Chemical Biology Tools and Expansion of the Ligandable Proteome
title_full Profiling Sulfur(VI) Fluorides as Reactive Functionalities for Chemical Biology Tools and Expansion of the Ligandable Proteome
title_fullStr Profiling Sulfur(VI) Fluorides as Reactive Functionalities for Chemical Biology Tools and Expansion of the Ligandable Proteome
title_full_unstemmed Profiling Sulfur(VI) Fluorides as Reactive Functionalities for Chemical Biology Tools and Expansion of the Ligandable Proteome
title_short Profiling Sulfur(VI) Fluorides as Reactive Functionalities for Chemical Biology Tools and Expansion of the Ligandable Proteome
title_sort profiling sulfur(vi) fluorides as reactive functionalities for chemical biology tools and expansion of the ligandable proteome
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9942091/
https://www.ncbi.nlm.nih.gov/pubmed/36649130
http://dx.doi.org/10.1021/acschembio.2c00633
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