Epoxides are an established class of electrophilic alkylating agents that react with nucleophilic protein residues. We report αβ,α'β'-diepoxyketones (DEKs) as a new type of mechanism-based inhibitors of nucleophilic cysteine enzymes. Studies with the L,D-transpeptidase Ldt from and the main protease from SARS-CoV-2 (M) reveal that following epoxide ring opening by a nucleophilic cysteine, further reactions can occur, leading to irreversible alkylation.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10601815 | PMC |
| http://dx.doi.org/10.1039/d3cc02932h | DOI Listing |
Publication Analysis
Top Keywords
nucleophilic cysteine
12
mechanism-based inhibitors
8
inhibitors nucleophilic
8
cysteine enzymes
8
αβα'β'-diepoxyketones mechanism-based
4
nucleophilic
4
enzymes epoxides
4
epoxides established
4
established class
4
class electrophilic
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!