A mechanism-based inactivator of glycoside hydrolases involving formation of a transient non-classical carbocation
2014
Mechanism-based enzyme inhibitors, useful as research probes, are typically based on a small number of structural motifs. Here, the authors report a mechanism-based inhibitor of galactosidases that functions by forming a carbocation within the active site, and subsequently alkylating a nucleophilic residue.
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