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Activity-based protein profiling reveals deubiquitinase and aldehyde dehydrogenase targets of a cyanopyrrolidine probe

Nattawadee Panyain, Aurélien Godinat, Aditya R. Thawani, Sofía Lachiondo‐Ortega, Katie Mason, Sarah Elkhalifa, Lisa M. Smith, Jeanine A. Harrigan, Edward W. Tate

2021RSC Medicinal Chemistry19 citationsDOIOpen Access PDF

Abstract

) was used to generate a comprehensive quantitative profile for on- and off-targets at endogenous cellular abundance. Both compounds are selective for UCHL1 over other DUBs in intact cells but also engage a range of other targets with good selectivity over the wider proteome, including aldehyde dehydrogenases, redox-sensitive Parkinson's disease related protein PARK7, and glutamine amidotransferase. Taken together, these results underline the importance of robust profiling of activity-based probes as chemical tools and highlight the cyanopyrrolidine warhead as a versatile platform for liganding diverse classes of protein with reactive cysteine residues which can be used for further inhibitor screening, and as a starting point for inhibitor development.

Topics & Concepts

Deubiquitinating enzymeCovalent bondAldehyde dehydrogenaseThiazoleChemistryProfiling (computer programming)BiochemistryMolecular biologyComputational biologyCombinatorial chemistryEnzymeUbiquitinStereochemistryBiologyGeneComputer scienceOrganic chemistryOperating systemUbiquitin and proteasome pathwaysProtein Degradation and InhibitorsCancer, Hypoxia, and Metabolism