Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 2, Pages 605-616Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo801906s
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Funding
- Netherlands Organization for Scientific Research
- Netherlands Proteomic Centre
- Dutch Cancer Society [UL 2005-3259]
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Peptide N-glycanase (PNGase), the enzyme responsible for the deglycosylation of N-linked glycoproteins, has an active site related to that of cysteine proteases. Chitiobiose was equipped with electrophilic traps often used in cysteine protease inhibitors, and the resulting compounds were evaluated as PNGase inhibitors. We found that the electrophilic trap of the inhibitor has a great influence on the potency of the compounds with the chloromethyl ketone inhibitor being the first potent C-glycoside-based PNGase inhibitor.
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