Issue 53, 2019

Both the mono- and di-anions of ellagic acid are effective inhibitors of the serine β-lactamase CTX-M-15

Abstract

Ellagic acid, a δ-lactone with ionisable phenolic residues, is an efficient time-dependent inhibitor of the serine β-lactamase enzyme CTX-M-15. The pH-dependence of the rate of inhibition shows that both the mono- and di-anionic species of ellagic acid are effective inhibitors, both with second order rate constants of ∼1.5 × 104 M−1 s−1. The structurally similar δ-lactone urolithin A, which lacks the geometrically appropriate phenolic residue, shows only modest inhibitory activity against CTX-M-15. It is proposed that this inhibition by ellagic acid anions involves acylation of the active site serine and that the negative charge on the inhibitor is required for binding to the active site.

Graphical abstract: Both the mono- and di-anions of ellagic acid are effective inhibitors of the serine β-lactamase CTX-M-15

Supplementary files

Article information

Article type
Paper
Submitted
27 Jul 2019
Accepted
16 Sep 2019
First published
27 Sep 2019
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2019,9, 30637-30640

Both the mono- and di-anions of ellagic acid are effective inhibitors of the serine β-lactamase CTX-M-15

N. Talbot, N. T. Powles and M. I. Page, RSC Adv., 2019, 9, 30637 DOI: 10.1039/C9RA05835D

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements