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Issue 32, 2020
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Selenolesterase enzyme activity of carbonic anhydrases

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Carbonic anhydrases (CAs, E.C. are metalloenzymes expressed on a variety of cell types. Their overexpression leads to serious pathologies, including cancer. The discovery of a series of selenolesters with high structural diversity as novel CA inhibitors is reported here. These compounds show remarkable in vitro inhibition against a panel of human CA isoforms such as hCA I, II, IX and XII. We observed that they undergo a CA mediated hydrolysis, releasing different active selenol fragments, which act as CA inhibitors. Notably, to the best of our knowledge, this is the first example of an enzyme with selenolesterase activity. In addition, X-ray crystallographic data support the proposed mechanism, proving selenolesters as novel pro-drug inhibitors with potential pharmacological applications.

Graphical abstract: Selenolesterase enzyme activity of carbonic anhydrases

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Supplementary files

Article information

07 Feb 2020
10 Mar 2020
First published
10 Mar 2020

Chem. Commun., 2020,56, 4444-4447
Article type

Selenolesterase enzyme activity of carbonic anhydrases

A. Angeli, F. Carta, S. Donnini, A. Capperucci, M. Ferraroni, D. Tanini and C. T. Supuran, Chem. Commun., 2020, 56, 4444
DOI: 10.1039/D0CC00995D

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