Furin-targeting activity-based probes with phosphonate and phosphinate esters as warheads

Activity-based probes (ABPs) are covalent chemical tools that are widely used to target proteases in chemical biology. Here, we report a series of novel ABPs for the serine protease furin with phosphonate and phosphinate esters as reactive electrophiles. We show that these probes covalently label fu...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2023-08, Vol.21 (32), p.6498-652
Main Authors: Ji, Shanping, Verhelst, Steven H. L
Format: Article
Language:English
Subjects:
Esters
Furin
Phosphonates
Probes
Serine proteinase
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Summary:Activity-based probes (ABPs) are covalent chemical tools that are widely used to target proteases in chemical biology. Here, we report a series of novel ABPs for the serine protease furin with phosphonate and phosphinate esters as reactive electrophiles. We show that these probes covalently label furin and have nanomolar potencies, because of proposed interactions with the different recognition pockets around the active site of furin. Novel phosphonate and phosphinate ester activity-based probes allow covalent labeling of furin in cells.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob00948c