Irreversible inhibition of zinc-containing protease by oxazolidinone derivatives. Novel inactivation chemistry

Dong H. Kim, Sang Jeon Chung, Eun Jung Kim, Guan Rong Tian

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

α-Benzyl-2-oxo-1,3-oxazolidine-4-acetic acid (BOOA) having (αR,4S) and (αS,4R) configurations were designed and synthesized as a novel type of mechanism-based inactivators for carboxypeptidase A (CPA), and kinetic analysis demonstrated that they indeed inhibit the enzyme in a time-dependent manner with the second order inhibitory rate constants (k(inact)/K(I)) of 1.52 and 1.39 M-1 s-1 for (αS,4R)-BOOA and (αR,4S)-BOOA, respectively.

Original languageEnglish
Pages (from-to)859-864
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume8
Issue number7
DOIs
StatePublished - 7 Apr 1998
Externally publishedYes

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