Irreversible inhibition of metallo-β-lactamase (IMP-1) by 3-(3-mercaptopropionylsulfanyl)-propionic acid pentafluorophenyl ester

Hiromasa Kurosaki; Yoshihiro Yamaguchi; Toshihiro Higashi; Kimitaka Soga; Satoshi Matsueda; Haruka Yumoto; Shogo Misumi; Yuriko Yamagata; Yoshichika Arakawa; Masafumi Goto

doi:10.1002/anie.200500835

Irreversible inhibition of metallo-β-lactamase (IMP-1) by 3-(3-mercaptopropionylsulfanyl)-propionic acid pentafluorophenyl ester

Hiromasa Kurosaki
, Yoshihiro Yamaguchi
, Toshihiro Higashi
, Kimitaka Soga
, Satoshi Matsueda
, Haruka Yumoto
, Shogo Misumi
, Yuriko Yamagata
, Yoshichika Arakawa
, Masafumi Goto

Research output: Contribution to journal › Article › peer-review

66 Citations (Scopus)

Abstract

Resistance is futile: Pathogenic bacteria that produce metallo-β- lactamases are recognized as a serious threat because of their resistance to antibiotics. The title compound has now been shown to be an irreversible inhibitor for a metallo-β-lactamase (IMP-1). The X-ray crystallographic structure (see picture) has revealed that the inhibitor binds to IMP-1 with formation of a covalent amide bond with the amino group (N^ζ) of Lys 224. (Figure Presented)

Original language	English
Pages (from-to)	3861-3864
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	44
Issue number	25
DOIs	https://doi.org/10.1002/anie.200500835
Publication status	Published - 20-06-2005
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry

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10.1002/anie.200500835

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title = "Irreversible inhibition of metallo-β-lactamase (IMP-1) by 3-(3-mercaptopropionylsulfanyl)-propionic acid pentafluorophenyl ester",

abstract = "Resistance is futile: Pathogenic bacteria that produce metallo-β- lactamases are recognized as a serious threat because of their resistance to antibiotics. The title compound has now been shown to be an irreversible inhibitor for a metallo-β-lactamase (IMP-1). The X-ray crystallographic structure (see picture) has revealed that the inhibitor binds to IMP-1 with formation of a covalent amide bond with the amino group (Nζ) of Lys 224. (Figure Presented)",

author = "Hiromasa Kurosaki and Yoshihiro Yamaguchi and Toshihiro Higashi and Kimitaka Soga and Satoshi Matsueda and Haruka Yumoto and Shogo Misumi and Yuriko Yamagata and Yoshichika Arakawa and Masafumi Goto",

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T1 - Irreversible inhibition of metallo-β-lactamase (IMP-1) by 3-(3-mercaptopropionylsulfanyl)-propionic acid pentafluorophenyl ester

AU - Kurosaki, Hiromasa

AU - Yamaguchi, Yoshihiro

AU - Higashi, Toshihiro

AU - Soga, Kimitaka

AU - Matsueda, Satoshi

AU - Yumoto, Haruka

AU - Misumi, Shogo

AU - Yamagata, Yuriko

AU - Arakawa, Yoshichika

AU - Goto, Masafumi

PY - 2005/6/20

Y1 - 2005/6/20

N2 - Resistance is futile: Pathogenic bacteria that produce metallo-β- lactamases are recognized as a serious threat because of their resistance to antibiotics. The title compound has now been shown to be an irreversible inhibitor for a metallo-β-lactamase (IMP-1). The X-ray crystallographic structure (see picture) has revealed that the inhibitor binds to IMP-1 with formation of a covalent amide bond with the amino group (Nζ) of Lys 224. (Figure Presented)

AB - Resistance is futile: Pathogenic bacteria that produce metallo-β- lactamases are recognized as a serious threat because of their resistance to antibiotics. The title compound has now been shown to be an irreversible inhibitor for a metallo-β-lactamase (IMP-1). The X-ray crystallographic structure (see picture) has revealed that the inhibitor binds to IMP-1 with formation of a covalent amide bond with the amino group (Nζ) of Lys 224. (Figure Presented)

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SP - 3861

EP - 3864

JO - Angewandte Chemie - International Edition

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ER -

Irreversible inhibition of metallo-β-lactamase (IMP-1) by 3-(3-mercaptopropionylsulfanyl)-propionic acid pentafluorophenyl ester

Abstract

All Science Journal Classification (ASJC) codes

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