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

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

doi:10.1016/S0960-894X(98)00123-1

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

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

Pohang University of Science and Technology

Research output: Contribution to journal › Article › peer-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 language	English
Pages (from-to)	859-864
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	8
Issue number	7
DOIs	https://doi.org/10.1016/S0960-894X(98)00123-1
State	Published - 7 Apr 1998
Externally published	Yes

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10.1016/S0960-894X(98)00123-1

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title = "Irreversible inhibition of zinc-containing protease by oxazolidinone derivatives. Novel inactivation chemistry",

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.",

author = "Kim, \{Dong H.\} and Chung, \{Sang Jeon\} and Kim, \{Eun Jung\} and Tian, \{Guan Rong\}",

year = "1998",

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doi = "10.1016/S0960-894X(98)00123-1",

language = "English",

volume = "8",

pages = "859--864",

journal = "Bioorganic and Medicinal Chemistry Letters",

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TY - JOUR

T1 - Irreversible inhibition of zinc-containing protease by oxazolidinone derivatives. Novel inactivation chemistry

AU - Kim, Dong H.

AU - Chung, Sang Jeon

AU - Kim, Eun Jung

AU - Tian, Guan Rong

PY - 1998/4/7

Y1 - 1998/4/7

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/0032492702

U2 - 10.1016/S0960-894X(98)00123-1

DO - 10.1016/S0960-894X(98)00123-1

M3 - Article

C2 - 9871555

AN - SCOPUS:0032492702

SN - 0960-894X

VL - 8

SP - 859

EP - 864

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 7

ER -

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

Abstract

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