8OGF

Human Carbonic Anhydrase II in complex with 4-(((1-(3-((3aR,7R,7aS)-7-hydroxy-2,2-dimethyltetrahydro-[1,3]dioxolo[4,5-c]pyridin-5(4H)-yl)propyl)-1H-1,2,3-triazol-4-yl)methyl)amino)benzenesulfonamide

これはPDB形式変換不可エントリーです。

8OGF の概要

• エントリーDOI: 10.2210/pdb8ogf/pdb
• 分子名称: Carbonic anhydrase 2, GLYCEROL, ZINC ION, ... (5 entities in total)
• 機能のキーワード: carbonic anhydrase, sulfonamide, inhibitor, metalloenzyme, iminosugar, lyase
• 由来する生物種: Homo sapiens (human)
• タンパク質・核酸の鎖数: 1
• 化学式量合計: 30383.71

構造登録者

Angeli, A.,Ferraroni, M. (登録日: 2023-03-20, 公開日: 2024-03-27, 最終更新日: 2025-10-08)

主引用文献

Davighi, M.G.,Matassini, C.,Goti, A.,Ferraroni, M.,Angeli, A.,Supuran, C.T.,Cardona, F.
Mono- and three-tailed sugar and iminosugar decorated benzenesulfonamide carbonic anhydrase inhibitors.
Org.Biomol.Chem., 21:4491-4503, 2023

PubMed Abstract: A collection of novel mono- and three-tailed derivatives based on a sugar (glucose) or an iminosugar (trihydroxy piperidine) featuring a terminal benzenesulfonamide were synthesized to investigate the so-called "sugar" and "azasugar" approach with the aim of exploring the activity and selectivity towards the inhibition of human carbonic anhydrases (hCAs). The synthetic approach relies on a general copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction followed by an amine-isothiocyanate coupling. Biological assays were used to collect subtle information on the role of these single or multiple hydrophilic chains. Among the sugar-based inhibitors, the single-tailed compound 10 was identified as a better inhibitor than the reference compound (AAZ) towards three different hCAs, while, among the three sugar tailed derivatives, potent and selective inhibition was found for compounds 25 and 26. A promising and selective inhibitory activity was discovered for the iminosugar single-tailed compound 31 towards hCA VII (Ki = 9.7 nM).

PubMed: 37198937
DOI: 10.1039/d3ob00529a

実験手法

X-RAY DIFFRACTION (1.321 Å)