The inhibition of metallo-β-lactamase by thioxo-cephalosporin derivatives

Wing Y. Tsang, Anupma Dhanda, Christopher J. Schofield, Jean Marie Frère, Moreno Galleni, Michael I. Page

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

The 8-thioxocephalosporins are poor substrates for the B. cereus metallo β-lactamase (kcat/Km=61.4 M-1 s -1) and act as weak competitive inhibitors (Ki ∼700 μM). The hydrolysis product of thioxocephalosporin, a thioacid, also inhibits the enzyme competitively with a Ki=96 μM, whereas the cyclic thioxo-piperazinedione, formed by intramolecular aminolysis of thioxocephalexin has a Ki of 29 μM.

LanguageEnglish
Pages1737-1739
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume14
Issue number7
DOIs
Publication statusPublished - Apr 2004

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3,6-bis(5-chloro-2-piperidyl)-2,5-piperazinedione
Cephalosporinase
Cephalosporins
beta-Lactamases
Hydrolysis
Derivatives
Substrates
Enzymes

Cite this

Tsang, W. Y., Dhanda, A., Schofield, C. J., Frère, J. M., Galleni, M., & Page, M. I. (2004). The inhibition of metallo-β-lactamase by thioxo-cephalosporin derivatives. Bioorganic and Medicinal Chemistry Letters, 14(7), 1737-1739. https://doi.org/10.1016/j.bmcl.2004.01.047
Tsang, Wing Y. ; Dhanda, Anupma ; Schofield, Christopher J. ; Frère, Jean Marie ; Galleni, Moreno ; Page, Michael I. / The inhibition of metallo-β-lactamase by thioxo-cephalosporin derivatives. In: Bioorganic and Medicinal Chemistry Letters. 2004 ; Vol. 14, No. 7. pp. 1737-1739.
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Tsang, WY, Dhanda, A, Schofield, CJ, Frère, JM, Galleni, M & Page, MI 2004, 'The inhibition of metallo-β-lactamase by thioxo-cephalosporin derivatives', Bioorganic and Medicinal Chemistry Letters, vol. 14, no. 7, pp. 1737-1739. https://doi.org/10.1016/j.bmcl.2004.01.047

The inhibition of metallo-β-lactamase by thioxo-cephalosporin derivatives. / Tsang, Wing Y.; Dhanda, Anupma; Schofield, Christopher J.; Frère, Jean Marie; Galleni, Moreno; Page, Michael I.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 14, No. 7, 04.2004, p. 1737-1739.

Research output: Contribution to journalArticle

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