Exploring the binding mode of phenyl and vinyl boronic acids to human carbonic anhydrases - Archive ouverte HAL
Article Dans Une Revue International Journal of Biological Macromolecules Année : 2024

Exploring the binding mode of phenyl and vinyl boronic acids to human carbonic anhydrases

Résumé

Boronic acids are an interesting but still poorly studied class of carbonic anhydrase inhibitors. Previous investigations proved that derivatives incorporating aromatic, arylalkyl, and arylalkenyl moieties are low micromolar to millimolar inhibitors for several α- and β-CAs involved in pathologic states. Here we report a high-resolution X-ray study on two classes of boronic acids (phenyl and vinyl) in complex with hCA II. Our results unambiguously clarify the binding mode of these molecules to the human carbonic anhydrase active site, which occurs through their tetrahedral anionic form, regardless of the nature of the organic scaffold. Data here presented contribute to the understanding of the inhibition mechanism of boronic acids that can be fruitfully used for the rational design of novel and effective isozyme-specific carbonic anhydrase inhibitors.
Fichier principal
Vignette du fichier
1-s2.0-S0141813024076827-main.pdf (4.19 Mo) Télécharger le fichier
Origine Publication financée par une institution
Licence

Dates et versions

hal-04804484 , version 1 (02-12-2024)

Licence

Identifiants

Citer

Davide Esposito, Simona Maria Monti, Claudiu T Supuran, Jean-Yves Winum, Giuseppina de Simone, et al.. Exploring the binding mode of phenyl and vinyl boronic acids to human carbonic anhydrases. International Journal of Biological Macromolecules, 2024, 282, pp.136873. ⟨10.1016/j.ijbiomac.2024.136873⟩. ⟨hal-04804484⟩
0 Consultations
0 Téléchargements

Altmetric

Partager

More